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The 50 best bars and drinks in Key West
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The 50 best bars and drinks in Key West

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Wanderlog staff
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• updatedSep 18, 2025

Key West is a vibrant island known for its stunning sunsets, lively atmosphere, and a bar scene that’s as diverse as its visitors. Whether you’re looking to sip a tropical cocktail while listening to live music or enjoy a casual drink with friends, this charming destination has something for everyone. From historic watering holes that have welcomed famous patrons like Ernest Hemingway to hidden gems where locals gather, the bars of Key West offer a unique blend of culture, flavor, and fun.

As you wander through the colorful streets of this island paradise, you’ll discover a mix of well-loved institutions and exciting new spots. Picture yourself at the Green Parrot Bar, where the sounds of live music fill the air, or savoring a refreshing mojito at the Rum Bar, where the expert bartenders are eager to share their knowledge. With so many options to choose from, the Wanderlog team is excited to help you navigate the best bars and drinks in Key West. So grab your friends and get ready to explore the lively nightlife that this island has to offer!

Why trust us
We scoured through the internet and read through 28 reputable sites and blogs like Time Out and Condé Nast Traveler. We gathered all the results in one place and ranked them by how many times they were mentioned so you know you're getting the best of the best. Just look for the "mentioned by" tags on each place like these:
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1Green Parrot Bar

4.6
(4646)
•
Mentioned on 
+20 other lists 
$$$$affordable
Bar
Cocktail bar
Night club
The Green Parrot Bar, a Key West institution since 1890, offers a laid-back escape from the bustling Duval Street. Tucked away on Whitehead Street, this beloved dive bar attracts a mix of locals, fishermen, and lucky tourists. The lively atmosphere is fueled by a jukebox featuring artists like Van Morrison and the Temptations, as well as frequent live music performances ranging from funk to blues. It's a favorite spot for both local musicians and big-name bands.
This is a great hang out.. two bars inside, ride on Whitehead just off the main drag of Duval street. Local and domestic beers on tap, good service and great bands make for a wonderful Keys experience!
Roger C — Google review
Didn't see a selection of food but the popped popcorn did draw me in thinking there was some carnival food options (but there were not). Service was okay and the atmosphere, I enjoyed the open doors to people watch. The jukebox had some enjoyable oldies to play. I appreciated the throw back decor, even an old bar scene painting viewed from the stage that was similarly identical. We'll give it another try with the live reggae tonight!
JIll4N — Google review
Can’t beat live music and cold beer!!! Always complementary popcorn!!! Great atmosphere!!! They were celebrating the 31st tradesmen’s day, offering complementary pizza…..the band starts playing at 5:30 every afternoon and the place gets packed, but a great chill atmosphere!!! This place is Key West vibes!!!
Armando E — Google review
My wife and I went here most recently on July 18th and 19th, 2025 during a 4-night annual trip to Key West. Before that, we've probably been here 30 or 40 other times during previous annual visits because this ABSOLUTELY WONDERFUL BACKSTREET DIVE BAR always seems to have the best live music acts anywhere on the island (even better than Sloppy Joe's and the Hog's Breath Saloon). This time was no exception. It was a small Blues Rock trio from Orlando, and the lead singer/guitarist was super talented. Since this is essentially a live music bar, we never deliberately go here to eat. It's also not really enjoyable to even attempt to eat a meal here when the live music volume goes way up and the crowd starts getting into a foot stomping or dancing mood. If you get the munchies while you are here, they do have free popcorn to tide you over, but I'd also recommend you eat a full dinner somewhere else BEFORE you arrive. As far as arrival times, I'd recommend about 8:30 pm most evening because the featured band usually starts its first set at about 9:00 pm and you might still be able to find an open table or seat at the bar. After the live music starts, this place will usually get packed (standing room only) and the crowd often spills outside onto the sidewalk along Whitehead Street. The bands usually play 2 to 3 hour-long sets each night, but I'd check the Parrot's website to find out who is playing and what time their first set is schedule to kick off, as it might be as early as 7:00 pm. Sometimes, they even have bands that will play afternoon sets, but those are pretty rare, and during those hours, the bar is often almost empty except for the local drunks (professional boozers). The drinks here are also very reasonably priced and run about half of what you'd pay along Duval Street just a block away.
Edward M — Google review
Really happy that our group stopped in this historic establishment. Loved how the bartenders treated each customer. They were QUICK to greet us. Made us feel like we really truly WELCOME. Made Excellent Cocktails. I left a SPECIAL Container of Cuban Coffee. I returned an Hour later. They had put it away for me to keep it safe. Excellent in EVERY WAY.
Charles C — Google review
Incredible bar....unreal vibes. Mind-blowing live music with Ajeva last night! Can't wait to come back.
Gregory G — Google review
Always a must-stop for at least one drink in Key West. They have a great variety of music/bands also that play here!
May K — Google review
Just a quick stop on our Hemingway walking tour. Reasonably priced drinks, friendly staff, great atmosphere and free popcorn.
Thomas K — Google review
601 Whitehead St, Key West, FL 33040, USA•http://www.greenparrot.com/•(305) 294-6133•Tips and more reviews for Green Parrot Bar

2Sloppy Joe's Bar

4.5
(14593)
•
4.0
(8366)
•
Mentioned on 
+16 other lists 
$$$$affordable
Bar
American restaurant
Cocktail bar
Sloppy Joe's Bar, a historic establishment open since the 1930s, is an iconic saloon once frequented by Ernest Hemingway and now renowned for its Hemingway Look-Alike Contests. The bar offers live music, dancing, and a separate tap room for sports-watching. Visitors can also enjoy delicious food such as Cubano sandwiches and Key Lime pie at this lively spot on the corner of Duval and Greene Street.
We went here because we read that Hemingway used to come here. So we decided to give it a try and went there for a late lunch. The food was so good. I especially loved their cheese fries, it is one of my favorite foods, and I can tell you they didn't disappoint. We had the sloppy Joe (of course) and a Philly cheese steak, which were very tasty. There was live music playing. You can feel the history in the place. The service was great as well.
Viktorija B — Google review
This is always a stop on our visit to Key West!! We love it here. We met a spectacular bar tender Matty this time. We picked the first drinks; rum punch and blackberry tequila and then went with his suggestion of the Matty Mojitos. They were delicious!!! Also shared a quick key lime cream shot with the folks at the small front bar. Great stop!!! Thanks Sloppy Joe’s!!!
Joseph B — Google review
If you're looking for a classic Key West bar, it's hard to beat this one. We were in the Keys during the slow season (end of September) and this place was one of the few that was busy for lunch. Yes, there was a cruise ship in Port, but it makes sense people flocked here. A big stage with live music going, multiple bars to get drinks at, and fast and friendly table service. The tables are packed in tight, but the wait staff was fast with drinks, food, and water. We tried the sloppy joe nachos which were huge and tasty. Added to our bar cup collection as well! Overall, glad we made this an extended lunch stop.
Ross L — Google review
I have been here previously, but my husband has not. By far the best sloppy Joe’s you will ever have hands down. My husband is a vegetarian and was very impressed with his meal. We had unplanned live music playing, and he was phenomenal. Our waitress was very fast and the service was some of the best we have had. I had a beer and my husband had a A specialty drink. The drink was just average, but the atmosphere and food fire made up for this.
Micki C — Google review
Key West legendary Bar Restaurant! Great vibe and cold drinks and great food! The band is always playing great music. Have to stop in if ever in Key West! Will not disappoint! Had the original Sloppy Joe Sandwich! Yum!
D E — Google review
Great bar, with a fun and open atmosphere! We loved that they had cameras so we could wave to our loved one's back home. There was live music and the staff were super friendly. I definitely recommend for a cold beer and some reprieve from the Key West sun!
Sara W — Google review
Sloppy Joe’s Bar in Key West is an iconic spot with a lively atmosphere, great drinks, and plenty of history tied to Ernest Hemingway. The bar is always buzzing with live music, friendly staff, and a fun crowd, making it a must-visit for anyone in the area. The drinks are well-made, the food is solid, and the energy of the place really captures the Key West vibe. It’s touristy, but in the best way—full of life, tradition, and that carefree island spirit.
Robson C — Google review
My #1 stop in Key West!! My friends and I love this place! I’ll be dreaming about that sloppy Joe sandwich for years to come! When I tell you, their service is nothing but friendly, accommodating, and so helpful - I mean it!! Our server was so lovely and the food was delicious and came out quickly! The live music was the cherry on top! I got the sweet tea and sloppy Joe sandwich after a long day of snorkeling and it HIT THE SPOT 🔥🔥 I could have eaten like 5 of these!! I can’t wait to come back and bring more friends and family!
Diana M — Google review
Off, 201 Duval St, Key West, FL 33040, USA•https://sloppyjoes.com/•(305) 294-5717•Tips and more reviews for Sloppy Joe's Bar
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3Capt Tony’s Saloon

4.6
(2472)
•
Mentioned on 
+12 other lists 
$$$$affordable
Bar
Boutique
Clothing store
Pub
Capt Tony’s Saloon is a historic pub with a rich and colorful past, attracting famous patrons such as Ernest Hemingway, Shel Silverstein, and Jimmy Buffet. Originally an icehouse doubling as a morgue in 1851, the building has served various purposes over the years including a wireless telegraph station, cigar factory, bordello, and speakeasy before becoming an esteemed bar in the 1930s.
As we continued our early evening key west bar crawl we arrived at Captain Tony’s Saloon, maybe a little earlier than others would like. But it was perfect. Awesome drinks fun crowds and an awesome chance to try to get our coins into the grouper above the Captain Tony’s Saloon sign! Fun fun fun stop in key west.
Drive R — Google review
Came in for the live music and we absolutely enjoyed the music! We did not order any food and had a few drinks. Our bartender was extremely attentive and friendly. The vibe was chill and we highly recommend this spot. You won't be disappointed!
Kristin K — Google review
This is Key West at its best. Historic building combined with drinking. Dark and historic. The bartender was really nice. People try to flip a quarter facing backwards into the big fish’s mouth that is over the door outside. We were here on 10/17/25.
Richard C — Google review
Old Key West at its finest. Quirky and quaint, being one of the oldest bars in Key West with dollar bills on every surface. Standing out front, trying to get quarters in the mouth of the fish, on the sign! my friend did it!!!! 😁
Lenny A — Google review
My visit to Capt Tony's was everything I'd hoped for and more. Hearing the history of the establishment from the staff was absolutely amazing to learn. Highly recommend while in the Keys Capt Tony's is a must see.
Wanda W — Google review
Loved Captain Tony's. Highlight of my trip. If you love dark dive bars with good music, this is your place. Great service, good drinks, good atmosphere.
Elizabeth S — Google review
A family favorite! Not for children, obviously because it's a bar! But my family has visited this establishment since the 80s. A great bar with a unique history!
Tamera J — Google review
🍹 Captain Tony’s Saloon: A Hemingway Fan’s Hidden Gem If you're tracing the footsteps of Hemingway in Key West, it’s easy to be drawn to the current Sloppy Joe's bar on Duval Street—but the real magic lies just a short stroll away at Captain Tony’s Saloon, the original location of Sloppy Joe’s where Hemingway himself used to drink. Walking through the doors feels like slipping back into a grittier, wilder version of old Key West. The walls are drenched in history (and business cards), the ceiling’s decorated with bras and dollar bills, and live music floats through the dimly lit saloon like a siren song from a bygone era. It’s chaotic, quirky, and full of stories. The drinks are great, the locals are colorful, and if you’re lucky, you'll catch a storyteller spinning tales that blur the line between myth and memory. Whether you're sipping a rum punch or a cold beer, you're not just having a drink—you're having an experience. So yes, stop by Sloppy Joe’s, but don’t leave Key West without raising a glass at Captain Tony’s. It’s not just a bar—it’s a slice of literary and tropical legend.
Karen R — Google review
428 Greene St, Key West, FL 33040, USA•http://www.capttonyssaloon.com/•(305) 294-1838•Tips and more reviews for Capt Tony’s Saloon

4Schooner Wharf Bar

4.5
(4683)
•
4.0
(2767)
•
Mentioned on 
+10 other lists 
$$$$affordable
Bar & grill
Live music venue
Oyster bar restaurant
Seafood restaurant
Schooner Wharf Bar is a popular open-air hangout in Key West, known for its laid-back atmosphere, live music, and waterfront views. It has been featured in The NY Times and Aqua Magazine and offers excellent seafood, drinks, and entertainment. The bar's unique nautical decor and panoramic view of the yacht decks make it a great spot for people-watching while enjoying the 'old Key West' atmosphere.
Schooner Wharf Bar is a laid-back Key West gem with live music, gorgeous waterfront views, and a fun, easygoing vibe. It’s the perfect spot to grab a drink, enjoy the breeze, and listen to local bands as the boats come and go. The food is solid with fresh seafood and classic bar bites, and the staff adds to the friendly, welcoming atmosphere. Whether you’re stopping in for a quick drink or spending the afternoon soaking up the scene, it’s a must-visit for anyone wanting that true island experience.
Alisa M — Google review
Great food, great people awesome music and great atmosphere. We had conch chowder, 12 oysters, key lime pie and virgin rum runners. The best part is they welcomed our Weim Nala with a bowl of ice water and a treat on a very warm day. Thank you everyone! We will definitely be back.
Ryan — Google review
We had a great time at Schooner Wharf Bar in Key West! We ordered a dozen oysters for $26 — they were huge, fresh, meaty, and absolutely delicious. We also tried two soups: the clam chowder and the conch chowder. The conch version had a spicy kick and a rich tomato base — definitely something unique. Although they were out of draft beer during our visit, the lively atmosphere more than made up for it. There was live music with guitars playing, which added a really nice touch. We came on a Sunday, and the place was packed — it’s clearly a popular spot. Service was a bit rushed and not very chatty, especially when we asked questions about the menu, but we understand it was a very busy night. Overall, the vibe was fun and the sea breeze made it even more enjoyable. Definitely recommend — great value for the quality!
Maria M — Google review
The food wasn't great. I ordered the Jerk Chicken. It was pretty dry and nothing special. But my virgin Piña Colada was delicious. Nice and thick. The real highlight was the live music and atmosphere. After a long day in the sun, it felt so good to relax and vibe out. Ross Brown was performing when we were there, and he sounded amazing! I'd definitely come back just for drinks or a small bite, enjoy the music, and hang out with the mix of tourists and locals. For that alone, I'm giving this place 5 stars!​
Cholly E — Google review
Both myself and my partner had dinner at Schooner Wharf bar whilst our visit to Key West. I had a burger my partner had mozzarella sticks which was really good. Service was good staff were super friendly. There was plenty to choose from their menu, they had live music which was good too. Location was good right on the marina close to gift shops etc. So if you visiting Key West and feel a hungry i highly recommend Schooner Wharf Bar. Thankyou from Steve and Jacqui from Fife April 2024.
Steven C — Google review
This is a staple stop for a Key West visit. The musicians and food are always great! I’ve sat at tables and the bar, both have descent service! It’s a busy place - not a fast food restaurant. Come for the atmosphere and a fresh meal!
Sarah W — Google review
Schooner Wharf Bar was recommended to us by a local as an institution. Sure enough, real Key West vibes. Grab a drink, listen to the live band, and all the food we ordered was delicious.
Chris S — Google review
A must if you’re in Key West and looking for a relaxed atmosphere with great food & live music. Located on the historic waterfront of downtown, this place boasts a large drink menu and plenty of yummy food options. They have a fun shop attached full of Schooner Wharf gear. We grabbed a table for a late lunch. The tables are first come first serve. If there’s one open, grab it! The service was quick. We ordered their burger with cheese and the blackened mahi sandwich. Both with a side of fries. The food was excellent & plentiful. Highly recommended for lunch/dinner or just drinks. Either way you won’t be disappointed.
Nicolle P — Google review
202 William St, Key West, FL 33040, USA•http://www.schoonerwharf.com/•(305) 292-9520•Tips and more reviews for Schooner Wharf Bar

5Hog's Breath Saloon

4.5
(5377)
•
4.0
(2587)
•
Mentioned on 
+10 other lists 
$$$$affordable
Pub
Bar
Clothing store
Restaurant
Nestled in the heart of Old Town Key West, Hog's Breath Saloon has been a beloved drinking spot since 1976. This iconic pub offers a covered outdoor patio where patrons can enjoy bar food and live music while soaking up the tropical atmosphere. The saloon is famous for its strong drinks and decent food options like conch fritters and fish nuggets.
We stopped in for an early dinner based on the excellent reviews and were not disappointed. Between the open concept design, the first responder patches all over the walls, the live music, and the laid back vibe, it’s a great place to unwind. But even better was the food! We had the brisket roll and the burger minus letttuce and tomato (blend of brisket and short rib). Quite possibly the tastiest brisket we’ve ever tried. Be sure to grab a Goombay Smash along with whatever you get!
Melanie L — Google review
If you are visiting in Key West – Hog’s Breath Saloon should be put in your itinerary of places to visit. I have been here at least a dozen or so more times. It is completely laid back, away from all the craziness on Duval Street. When you walk in it is completely unpretentious but full of personality. Just cold beer , strong drinks and live music. Food Wise, it is what you what expect, Bar Type Food – all good. Hog’s Breath Saloon has a nice outdoor area that is where you will find Local Bands performing. The Gift Shop has all the Fun Touristy Clothing you can purchase. Hog’s Breath isn’t trying to impress anyone, and that’s exactly why it does. It has that authentic, no-frills character that is increasingly rare—and in Key West, it fits right in. This place has been in business since the late 1980’s, and there is a reason for that.
Kathy R — Google review
Stopped here after catching the sunset based on the reviews. The service was severely lacking and almost walked out since we sat there for quit some time before the server came. The food was basic dive bar good with pricey drinks. Definitely a one and done for me.
Jason G — Google review
The fish dip was good but the chips were burnt. The ceviche need something more. The drinks were Literally the worst rumrunner I have ever had in my life. But Best live music I have seen. I would go back for the entertainment and try some other food. It's an experience.
Sarah M — Google review
2025 Key West Caravan with Central Florida Corvette Association (CFCA) friends - we come every year. Last year the restroom were great so we had to return and share with others. We had a mid-day drink and the returned with the group after the sunset at Mallery Squar and it was great.. Great Food, Great Service, and Great Atmosphere.
Obie N — Google review
Exactly what you need in a Key West bar. Talkative and attentive bartender, good food, and great drinks (no tourist pours). Plenty of outdoor and covered spaces to enjoy the live music.
Brendan F — Google review
Hog's Breath Saloon and their staff are amazing! I always make this one of my destination stops when visiting Key West. The food is delicious, especially the pulled pork sandwich. They never disappoint.
Tabetha D — Google review
Love this place! One of my go to places to have a great fish sandwich and listen to some live music
A P — Google review
400 Front St, Key West, FL 33040, USA•http://www.hogsbreath.com/•(305) 296-4222•Tips and more reviews for Hog's Breath Saloon
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6Irish Kevin's

4.6
(5033)
•
4.5
(2118)
•
Mentioned on 
+9 other lists 
$$$$affordable
Irish pub
Live music venue
Restaurant
Irish Kevin's is a lively Irish pub located on Duval Street in Key West, Florida. It is known for its nightly live music performances featuring some of the best musicians on the island. The pub offers an extensive selection of stouts and a diverse menu of pub grub. Visitors can enjoy perfectly poured Guinness while being entertained by Irish Kevin himself and other talented performers. The bar encourages audience participation, creating a fun and engaging atmosphere where guests can even become part of the show.
Irish Kevin's in Key West is a must-stop! The drinks were absolutely perfect—ice-cold and mixed just right. We ordered the chicken tater tot nachos, and WOW—easily one of the best bar bites we've had anywhere. The atmosphere was fun, lively, and full of energy, with incredible live music that kept the whole place vibing. It was definitely busy, but we still managed to grab seats at the bar within 5 minutes. Great service, great food, great drinks, and a killer vibe—what more could you ask for?
William D — Google review
Irish Kevin’s Key West 4-30-25 Stopped by Irish Kevins on a Wednesday afternoon about 3pm. This place was not that full, but they did have someone on stage singing which is some of the reason we stopped by. I wanted a Reuben which had Corn Beef, Sauerkraut, Swiss Cheese, Thousand Island Dressing on a Toasted Rye. I got a side of Coleslaw to go with it. My friend got a Burger and all the works on it and a side of Fries. We sat at the bar and our ordered came out in a reasonable time. My Reuben was amazing, it was so good. Even the Coleslaw was terrific. This order came with a large pickle spear even that was good. My friends Burger and Fries were very good. All our food was hot and very tasty. The only thing we did not care for was the entertainer on the stage. The guy singing sang a bunch of filthy songs. I figured as talented as he seemed he did not need to do that. Next time I will check out the singers a bit before we take a seat or go someplace else. I give Irish Kevin’s a 4 out of 5 stars. ⭐⭐⭐⭐ Follow Me On FB For More Reviews & Fun. Gulf Coast Terry
Gulf T — Google review
The stay at the bar was a wonderful experience. I was invited on stage and I sang. :) An extraordinary place with amazing, wonderful people. Thank you. Greetings from Poland!
Piotrp72 — Google review
We visited in late September during a pretty slow week, but stopped in for a few drinks in the afternoon. A cruise ship was in port so that helped fill the bar a bit, but you could tell this would be a really fun spot with a good crowd. They had a great musician playing life music and really nice staff. I came down with a couple of patches and our server helped me get a few pictures at the wall before ensuring it would be hung up with honor by the others. Turns out a ton of the bars down there hang patches so I should have brought a lot more, but this was great spot to leave one. We didn't get any food so I can't speak to the food menu, but they had a Fall cocktail menu, we tried them all and have made them all at home since!
Ross L — Google review
Irish Kevin’s is pure Key West fun! The live music is the star of the show — high-energy, hilarious, and interactive with the crowd. The drinks are strong, the bartenders keep things moving, and the atmosphere is lively from the moment you walk in. It’s the kind of place where you can sing along, laugh, and meet people from all over. If you’re looking for a night out that’s equal parts music, comedy, and good drinks, Irish Kevin’s is a must-stop on Duval Street.
Morgan A — Google review
Irish Kevin’s in Key West gave me the best experience I’ve had on the island. The acoustics are excellent, the performers are incredibly talented, and the atmosphere is lively and fun. Their Green Alligator cocktail is good and will make your evening even more enjoyable! Highly recommended for anyone looking for great drinks and top-notch live music.
Artem P — Google review
Walked on a Monday afternoon and easily found seats on the back side of the bar. The music was enjoyable and the barkeepers were attentive and friendly. I truely appreciated the “Honor our Hero’s” , both military,LE, and firefighters, wall behind the bar. Thanks IK for recognizing them. We thoroughly enjoyed our time here.
Teresa B — Google review
We stopped by and bought lots of nice t-shirts and had a few drinks, the guy singing on the stage had a great voice and was very interactive with the guests, happy and entertaining.
Lena L — Google review
211 Duval St, Key West, FL 33040, USA•http://www.irishkevins.com/•(305) 292-1262•Tips and more reviews for Irish Kevin's

7The Bull

4.4
(1188)
•
Mentioned on 
+5 other lists 
$$$$affordable
Bar
The Bull and Whistle Bar is a quintessential Key West destination that offers a unique blend of vibrant atmospheres across its three distinct spaces. The ground-level Bull features an inviting open-air setting adorned with colorful murals, creating a lively backdrop for enjoying potent cocktails and drafts. This bustling bar often hosts live performances, adding to the energetic vibe. On the second floor, you'll find the Whistle—a more laid-back sports bar atmosphere complete with pool tables and dartboards.
Great bar great music! I don’t know if the hotdog stand is always outside, but I had an amazing bra from there as well!
Brenden — Google review
The bartender ( tall bald guy ) was rude to begin with. It was a quiet night , no customers at the bar when we walked in. He claimed he was pouring a double ( a splash of alcohol) then he said he saved us 16 dollars as he was putting his 2 $ tip in his tip jar after we paid 16$ for 2 glasses of soda! This joker needs to find another job. I’ve always had great service on the second floor until tonight. Tyler was great and the gal that works only Saturday (Laura?) was also great
Todd D — Google review
Great spot to catch some live music with reasonably priced drinks. The second floor balcony has a great view of the street for people watching.
Jason G — Google review
We went down to Key West for the Just a Few Friends tribute to Jimmy Buffett weekend. Stopped in The Bull for a drink and ended up hanging there multiple times over the 4 days. Debbie is great! She remembered something I drank a year ago, and I haven't been there since 2024. It's a great place for people watching, right on a busy corner. We'll be back!
Carol — Google review
Went twice on our trip - Tuesday 23rd Sept - great service really lovely bartender lady, great music the singer was amazing Wednesday 24th Sept - empty, female singer again was very good but the bar tender (Nick) rude and aggressive and extremely unwelcoming - we had one drink and left. Shame as Tuesday night was amazing and we spent hours here Real hit and miss bar
Andrew P — Google review
Great place to people watch!! Right on Duvall in the heart of the fun zone!! The open air atmosphere is great!! We had live music too!! Even got to enjoy a great cigar!!
Amanda S — Google review
Bartenders are very friendly and the crowds that come in vary depending on the tourism, but you are guaranteed to meet all sorts of folks wanting to listen to music, drink a little and just have a good time until closing time.
Mayra F — Google review
We had drinks only, and people watched. Great bartender with stories from her years on Key West. Fun solo entertainer playing lots of vintage rock & pop tunes. We didn't go up to Garden of Eden or Whistle Bar but enjoyed The Bull on a lazy afternoon...
Rosalie M — Google review
224 Duval St, Key West, FL 33040, USA•http://bullkeywest.org/•(305) 296-4545•Tips and more reviews for The Bull

8Rick's Bar

4.3
(1335)
•
4.0
(502)
•
Mentioned on 
+5 other lists 
$$$$cheap
Bar
Rick's Bar in Key West is a vibrant and diverse entertainment complex that offers a unique experience with its eight themed areas. From live rock music at Durty Harry's to disco dancing at Ricks Upstairs, there's something for everyone. The flagship tavern features late-night karaoke, while the swanky cocktail bar at Rick's Loft and the rooftop venue at Rick's Tree Bar provide different atmospheres for enjoying fruity cocktails and scenic views of Duval Street.
At Rick’s Bar in Key West, bartender Errin Harrelson crafts a Bloody Mary that stands out as a true work of art. With a perfect balance of bold, spicy, and savory flavors, this cocktail is a standout for both its taste and presentation. The rich tomato base is enhanced with a mix of fresh spices, complemented by a touch of heat that lingers just enough to excite the palate without overwhelming it. Errin adds a 40 year old house recipe, a dashes of umami flavors and a variety of spices, that adds a surprising depth, while a simple classic minimalist garnish of a lime and a pickle pleasantly elevate the experience to new heights. Served ice-cold, the drink is refreshingly satisfying, with the flavors expertly layered to create a memorable morning recovery or a lazy afternoon indulgence. The atmosphere at Rick’s is just as inviting as the drink itself, making it the perfect spot to unwind and savor this expertly handcrafted cocktail. Whether you’re a Bloody Mary aficionado or a first-time sipper, Errin is sure to impress you and make you feel right at home.
Joshua J — Google review
Erin the bartender was absolutely amazing! I will go see her every time I go to Key West! Great atmosphere! Incredibly nice locals! I had a blast with them! Great live music! My favorite place in Key West! Thanks again Erin for an amazing service!
Ida B — Google review
Local here. Had to go to Rick's for a friend's birthday celebration. Drinks were a joke. Literally a full cup of ice with a splash of alcohol. I can't understand why people would go there. There are so many other choices nearby. Thankfully I won't have to go back.
Mike L — Google review
The worst music imaginable and asked the dj to play hispanic music and he responded "we don't play that of music here"'...felt really racist and weird.. but definitely come here if you hate good music and wanna listen to stayin alive 4 times, made me in fact not want to stay alive.
M — Google review
Flew in to key west for the new year - New Year’s day came to Rick's expecting great New Year’s Day entertainment and couldn’t be more disappointed- music was a complete fail . Do BETTER Rick’s people fly in from far to celebrate in your town - hire some real DJ talent that gets people dancing and keeps them on the dance floor and buying drinks .
Lillian — Google review
I loved this place. Across from the much more crowded Sloppy Joe's, it was very chill, with great live music. The bartender, Sage, was one of the best I've seen. Handles big crowds on her own with a smile and efficiency.
Pete B — Google review
This is one of the worst places I have ever been too. They don’t treat anyone kindly and the atmosphere is the worst. DO NOT waste your time here!! I’m sure all the other reviews are fake because there’s no way anyone actually liked this place.
Christian L — Google review
Went with my little sister, her boyfriend, and our friend. They DENIED us service and claimed their ID’s to be fake which they were not. I assume they aren’t used to a Michigan ID but we were on vacation as many people are in KEY WEST. We told them take them then and the cops can come tell you they’re real and we’ll wait but then they refused to confiscate the ID’s they seemed so sure to be fake. Essentially kicked out with real ID’s😂😂
Annabella K — Google review
202 Duval St, Key West, FL 33040, USA•http://www.ricksbarkeywest.com/•(305) 296-4890•Tips and more reviews for Rick's Bar

9Smallest Bar

4.3
(338)
•
Mentioned on 
7 lists 
Bar
Nestled at the end of Duval Street, The Smallest Bar in Key West is a delightful gem that perfectly captures the quirky spirit of this vibrant island. Despite its diminutive size—comparable to a cozy jail cell—this charming watering hole offers an inviting atmosphere where locals and visitors alike can gather for tropical-themed cocktails. As you sip your drink, don’t miss the chance to engage with the friendly bartender, who’s always ready to share insider tips about nearby attractions.
Stopped in twice on our KW trip. Both Bartenders were great. Be sure to give Josh a hard time. He is a fun Guy!
Stacie S — Google review
A Tiny Bar with a Big Personality – The Smallest Bar in Key West, FL Tucked between two buildings on Duval Street, The Smallest Bar in Key West lives up to its name — and yet, it delivers a full-sized experience packed with charm, character, and good times. It’s not just a quirky novelty; it’s a genuinely fun place to stop for a drink and a laugh while exploring Old Town. There’s barely room for more than a few people inside (literally, it’s about the size of a walk-in closet), but that’s part of the fun. The bartender is usually just steps away from everyone, and the atmosphere is light, friendly, and inviting — the kind of place where you’ll end up chatting with strangers and maybe even making a few new friends. The drink menu is simple but solid. They’ve got all the essentials — ice-cold beers, margaritas, mojitos, and classic tropical cocktails served with a smile. It’s a great place for a quick refreshment while bar hopping down Duval or waiting for sunset at Mallory Square. There’s also something undeniably Key West about this place. It’s laid-back, a little offbeat, and full of character — a perfect reflection of the island’s quirky charm. It may be small in size, but it’s huge in personality.
Kathy R — Google review
The smallest bar is a must do if you are in Key West. They have the best Key Lime Pie shots in Key West. I have asked them for the secret ingredient and they said they couldn’t tell me lol. I will be back! Thanks!
Jack F — Google review
Went to the smallest bar in Key West and had the most fabulous Keylime pie shots. Charlie makes the best shot in this bar is absolutely phenomenal. The atmosphere is amazing and the conversation is exquisite. Thank you, Charlie.
Amie R — Google review
The worlds smallest bar! First learning about this. Location on a documentary, we had to see it for ourselves! This tiny bar boasts Big crowds! Unique thrill seekers looking for "something different". Friendly servers and always cold drinks 🍻
Alex — Google review
Just a neat little bar to grab a drink. We stopped here while in Key West and got a drink. Bartender was friendly and I would recommend stopping in.
Brant T — Google review
The smallest bar. This is a Key West must do. We stopped here on 10/17/25.
Richard C — Google review
The smallest bar in Key West. Nice drinks and friendly service
Matthew E — Google review
124 Duval St, Key West, FL 33040, USA•Tips and more reviews for Smallest Bar

10Garden of Eden

4.2
(231)
•
Mentioned on 
7 lists 
$$$$affordable
Bar
The Garden of Eden is a famous clothing-optional rooftop bar located in Key West, Florida. It's situated atop the Bull & Whistle bar and offers a unique experience where drinking is mandatory but clothing is optional. The bar prohibits cameras and cell phones, ensuring privacy for all guests. With topless bartenders serving drinks, it's known for its lively atmosphere and nightly DJ sessions that get everyone moving.
A pleasant surprise! Most nudist places are exclusively seniors and men. The crowd was a great mix of guys, women, and couples. It was very fun loving, casual, and accepting to anyone who came in clothed or not. It was so exhilarating to enjoy a beer nude on a rooftop bar in Key West. How often do you get to do that! Highly recommend the experience!
Joe B — Google review
The Bull, the Whisle, and the Garden of Eden is a three story bar on Duval St. A tourist destination in Key West with an old-school style, it offers a different vibe on each floor. Open rooftop bar has a DJ and loud music on a large dance floor. Simple digs until the crowd makes it colorful. Don't forget that dresscode is clothing optional for all ages! Awkward for some and freedom for others, regardless of your option. Great view of Downtown from above
Carter A — Google review
Just go and lose yourself. The service and security are great and take their jobs seriously. The atmosphere and music... Ugh best club ever! No phones and cash only for the cover. I mean NO phones not even to pay.
Laquazia B — Google review
Very rude to women coming in. There’s more than one entrance, one had a cover one didn’t. We simply were trying to understand the difference before we paid the cover. One door man said don’t even come up if you don’t have $10. Another night we went in, my friend simply stepped to the side to peer out a window because of the sunset and nice view. We were already served our drinks. The bartender took them from us and kicked us out. All workers were super rude.
Meghan J — Google review
Ok bar nothing special. Extremely rude security. Kicked out my friend for “sleeping” she had her eyes closed for maybe 10 seconds. Seemed like “security” had no life and was trying to gang up on younger girls..Difference between doing your job and being straight up rude. Couldn’t even give me an actual answer other than “this is an establishment”.. full of naked people? This is not a fancy steakhouse 😂.
Jasmine J — Google review
Bouncer was nice. The old bold dude charging at the door was not nice, impatient, and was not inviting so we left. Replaced with someone welcoming.
AJ M — Google review
Great clothing optional bar. A lot of lookers so if you’re shy it may not be for you. I enjoyed cocktails in the buff dancing was fun you should try it
Do B — Google review
This was such a fun experience. The dj was exactly what we hoped for. It was a wide variety of people there. Clothing optional was a fun experience for many. Only complaint was no fans on the top floor there was no breeze and it got super hot at some points with no air flow.
Latisha M — Google review
224 Duval St, Key West, FL 33040, USA•https://bullkeywest.com/garden-of-eden•(305) 296-4545•Tips and more reviews for Garden of Eden
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11El Meson De Pepe's Restaurant & Bar

4.3
(4962)
•
4.1
(2872)
•
Mentioned on 
+5 other lists 
$$$$affordable
Cuban restaurant
Bar
Caribbean restaurant
El Meson De Pepe's Restaurant & Bar is a beloved Cuban eatery located in the vibrant Old Town neighborhood of Key West, near Mallory Square. With over 30 years of history, this family-owned establishment is dedicated to preserving the Cuban Conch Heritage. The founder, Pepe Diaz, hails from Yaguajay, Cuba and has crafted a menu featuring authentic Cuban dishes such as roasted pork tostones rellenos and cayo hueso Cuban sandwich.
#80 Combo all the way. You can try some of their top sellers. Yuka, some kind of rice, beens, and 3 kinds of meat. Pro tip # you can use the bread they give you with one of the salsas and throw the meat on it and it is quite delectable! Live music is nice and people dance to it. SHARE a big portion. Also the guacamoli with plantane chips are super good (and add to the bread. Also it is a stones throw from the water! Ervin was an excellent server with how busy they were. Also they have some neat displays inside of wood carvings by mario sanchez. They have information displayed on cuban history and customs.
Brent J — Google review
Cool atmosphere with a lot of character and Cuban vibes. The outdoor seating area is spacious and has a nice setup. The food was okay — not the best I’ve had, but decent. The fried whole fish looked impressive, but the flavor was average. Dessert was also just okay. The biggest issue was the service — it took a long time to get our food, which was frustrating. Overall, worth checking out for the ambiance, but be prepared to wait.
Sharif A — Google review
What a fun place!! Great place to enjoy live Cuban music and enjoy the vibe while watching the sunset and eating great apetizers! The Scallops are a must as they are seasoned well with a butter sauce. Planting chips are good and add to the atmosphere. The Shrimp were on a another level and some of the best we had in Key west! Go for the atmosphere and enjoy the food while listening to some great Latin music
Gene1715 — Google review
Get the #80. You wont be disappointed! My husband and I always share this one when in town. Delicious variety and love the atmosphere! The location is perfect to end your evening with the Mallery square sunset! Beautiful!
Melissa A — Google review
At first I was skeptical because of the previous ratings BUT we ordered the # 69 and the relleno appetizer with our mojitos and let me tell you it was delicious. The pork was tender and marinated just right. The mojitos were strong and minty. The server was super friendly and helpful! The ambiance was very authentic inside the restaurant and out.
Christy S — Google review
Very busy place! But thankfully, we got seated in no time! Service was fast ...! You get free cuban bread as a starter. Dipping sauce was good. I liked the spicy one better. Entree was of generous servings! The drinks i loved! Not too much alcohol added ... it was just a perfect amount so I have enjoyed both my food and my drink!
Pnuqsb — Google review
The food it's good. The staff friendly. Plenty seafood and Cuban in The menu. Only bad thing it's smokers around outside sitting dinner area.
Luis E — Google review
The most terrible experience I’ve ever had at a restaurant. Our server Jose was the most disrespectful server I’ve ever encountered. First he took the order for appetizers and after that took forever to come back and get our order for the meal, by the time he came back he had to tells us that they were out of white rice and arroz Moro which is what we planned to order. We didn’t mind and made our order and actually had to go one by one saying what we wanted and substituting the sides for fries. When the food finally arrived it was completely wrong. Basically all the sides were supposed to be fries and 2 of the orders had yellow rice and black beans, which we never would have ordered together and we mentioned that to our server while he took the order. The worst part is that we ordered 3 churrascos and only got one. The server Jose realized the mistake and started blaming us very rudely, saying we should have been paying more attention while ordering which was extremely disrespectful and rude. He started fighting back and forth on how it was not his fault the order was wrong when it was him who should have realized that we were six at the table and he only had 4 orders. After that he never came back to our table until we went up to him to get the bill because all we wanted was to leave. Everybody saw the way he spoke to us because he was very loud, rude and condescending and no manager or anyone intervened. I included pictures of the state of our table when we left. The plates from the appetizers were never picked up and we ordered multiple mojitos and the empty glasses were all there. Also the food was not good at all the black beans we never ordered were grey and and watery. We thought it was a sauce at first. Overall terrible experience, would not recommend and will not be going ever again.
Marian M — Google review
410 Wall St, Key West, FL 33040, USA•https://www.elmesondepepe.com/•(305) 295-2620•Tips and more reviews for El Meson De Pepe's Restaurant & Bar

12Smokin' Tuna Saloon

4.6
(1981)
•
4.4
(1703)
•
Mentioned on 
6 lists 
Permanently Closed
$$$$affordable
Restaurant
American restaurant
Bar & grill
Smokin' Tuna Saloon is a lively open-air hangout with two bars, offering a blend of local seafood and live music on the courtyard stage. Despite not being directly by the water, it exudes beach bar vibes with an unpretentious atmosphere and an ideal mix of locals and tourists. The open-air environment and a variety of frozen drinks served in quirky souvenir cups add to its charm.
Loved this place and all the food we Got. Tuna nachos were by far the best. We ordered multiple after seeing how good it was. Great live band also was there. Would definitely recommend going. Staff was nice and friendly. Drinks were also good.
Anthony G — Google review
This place has GREAT vibes. The singer was phenomenal. The food? AMAZING. Definitely stop here in key west when you visit
Hallie K — Google review
It's definitely a fun place. Lots of great music in a typical key west eclectic vibe. Great lunch place, too. It's one of the best hamburgers of my vacation.
Joe C — Google review
A great historic bar and restaurant in the heart of old town Key West! Great draft beer, cocktails and food! The bartender was phenomenal and very efficient. Lively atmosphere, live music and all around an enjoyable time! A must stop bar and restaurant when site seeing around Duval Street or bar hopping during the day and night! Plastic souvenir cups are yours to take home with you!
A E — Google review
If you are visiting definitely stop by! Music is great! Happy hour is good. When the wings are done right they are the best in town. No hot sauce needed, just eat them the way they are served. Just did Olga’s slow roasted pork tacos. Amazing flavor! Had to be marinated for a long time!!
Scott S — Google review
Stopped in a couple of times, great place for apps and cold drinks. Wings are awesome! The lobster dip with fried wontons are delicious 😋
Melissa E — Google review
Spent a stupid amount on dining throughout the keys. This was one of the few places that was a great value and exceptional. Service was excellent, appropriate music level and great vibe. I will return and you should go.
A W — Google review
We chose to have dinner here, it is right out of Duval street so we thought it'd be nice to have some quiet from the busy touristic street with live music as well. We chose the Tuna sandwich and the catch of the day, we tried the conch fritters (really good!) and the ceviche (so fresh!). We were overall pleased with our dinner, having little emblematic Roosters roaming free around us. The bill came with an automatic set amount of gratuity which really threw us off. For a party of 4! I would understand if we were a large group, but the waitress cleared marked off the suggested gratuity to add her own amount. It literally ruined our 1st night as we felt scammed.
Jocelyne V — Google review
4 Charles St, Duval St 200 Block, Key West, FL 33040, USA•http://www.smokintunasaloon.com/•(305) 517-6350•Tips and more reviews for Smokin' Tuna Saloon

13General Horseplay

4.7
(569)
•
Mentioned on 
+5 other lists 
$$$$affordable
Cocktail bar
General Horseplay is a laid-back and lively bar located in Key West, known for its quirky and whimsical atmosphere. The bar offers a diverse menu of creative cocktails, including unique concoctions like the Unicorns Heart and The Velveteen Rabbit. Guests can also enjoy playful drinks such as cupcake sushi and familiar snacks while dancing to live music. The vintage steampunk ambiance adds to the eccentric charm of the place, where bartenders are described as awesome and friendly.
If you love a speakeasy vibe then this is the place to go. Our awesome bartender Stuart made fantastic drinks and conversation. The drinks are to “die” for as you roll the dice during happy hour for your drink price. If you like spicy then get the curried caramel popcorn to snack on. So delish!
Jenine F — Google review
You have to come here for happy hour!! On Saturdays I think it was 12-3pm. This bar has such a cool vibe, very speaks easy type feel and they have an amazing happy hour! You get to roll dice to determine the cost of your drink. 1= $1, 2=$2, 3= half price, 4-5-6=-7 full price. It was so fun and a unique way to draw people in! Every drink was hand crafted and EXCELLENT. So well crafted and high quality in every detail. My favorite was the key lime martini which had toasted homemade meringue on top, sooo good!! Every drink we ordered was top-notch.
Jackie — Google review
Walking in, you’re totally surprised by the relaxed, speakeasy vibe. Dark red colors and rich, brown tones surrounded by well paired design touches. As you look around you’ll start to notice a theme. We had incredible bartenders that shared stories and filled us in on the history of the place. A must see when in Key West. The drinks are perfectly balanced and tasty. New favorite gem in Key West
Brendan F — Google review
Bartender created a cocktail based on my taste of gin. Bar was cool and it was nice to sip a drink and get a rest from all the sun. Cheers 🍸
Robert D — Google review
Best bar in Key West! Shay provided wonderful drinks and great conversation. Loved the atmosphere and decor of the space.
J.R. B — Google review
Missy the bar tender is without a doubt one of the best bar tenders in Key West. Go in and ask for a Woodford Old Fashioned. She smoked my glass and it was the best I haver had nation wide. Don't pass up the chance to have premium cocktails prepared by Missy. Tell her Tommy sent you for a special old Fashioned.
Tom T — Google review
We’ve been to Key West many times — myself since I was a child coming with my parents and their friends — but I’d never really explored “fan favorite” recommendations until our most recent trip. I did some online research and also spoke to local business owners about their go-to spots, and one name that came up multiple times was General Horseplay. Upon arriving, we were carded outside and immediately welcomed in by a bartender ready to make our drinks. The interior was unlike anywhere else we’ve been in Key West — eclectic, dimly lit, and full of unique artwork and light fixtures. Red satin drapes gave it an upscale cigar lounge feel, almost reminiscent of Berlin with its bold color palette and ambience. Our bartender — whose name I unfortunately forget — looked like Cher in her younger years and made my martini perfectly and my husband’s margarita just as well. We had a high-top table all to ourselves and enjoyed the atmosphere so much we returned a few nights later before leaving town. General Horseplay is now officially one of our favorite stops in Key West, and it will absolutely be the first place we revisit next trip. Highly recommend for anyone who wants a unique, memorable experience in the heart of the island!
Caitlin D — Google review
I didn’t have much faith because I thought it wasn’t much my vibe… oh how wrong was I! Drinks here probably the best I have tried in Key West. Tanya was my bartender and not only she made delicious drinks, she was very nice and fast! Hiiiiiiiighly recommend this place!
Valentina D — Google review
423 Caroline St, Key West, FL 33040, USA•https://www.generalhorseplay.com/•(305) 741-7599•Tips and more reviews for General Horseplay

14801 Bourbon Bar

4.2
(455)
•
Mentioned on 
+3 other lists 
$$$$affordable
Bar
Cabaret club
Cocktail bar
Karaoke bar
If you're looking for a vibrant nightlife experience in Key West, 801 Bourbon Bar is the place to be! This lively venue serves as a cornerstone of LGBTQ culture on the island, offering an electrifying mix of drag shows, karaoke, and bingo that keeps the energy high until 4 a.m. The bar's striking pink exterior sets the stage for unforgettable evenings filled with laughter and entertainment.
Amazing bar!! So fun and lively. Alvin the bartender was incredible. We got to see a free cabaret show and all the girls were amazing but Donna Walker had the BEST taste in music and I danced to all her songs
Rachel M — Google review
Alvin, Alvin, Alvin, we love our bartender and gets the bar dancing with his incredible drinks and music selections! The queens are amazing and love the entertainment. Always a fun time on Saturdays and visit as often as we can!
David W — Google review
Loved this place! We came back multiple times a day! We had so much fun with Alvin during the day. The music and the atmosphere was so much fun! Drinks were great too! Didn’t get many photos as we were having a great time.
Madison R — Google review
It's always a blast here. The original bar where the famous Ru Paul diva came to fame. One of the BEST BARTENDERS ALVIN was such a BUCK OF FUN!! So nonchalant while you skip on over THE RAINBOW 🌈 and HAVE A FABULOUS TIME!
CoCo V — Google review
Alvin was the best bartender ever! He was fun. He was personable and he made a killer drink. He danced with me before I left, and I was very appreciative of that. Hands-down of all the bars I have visited on Duvall this place was the most welcoming fun and friendly place. It’s my absolute favorite and I will be back! when you visit, If Alvin is there, chat him up, you will not be disappointed. ❤️ Can’t say enough good things about this place
Dawn D — Google review
Great music tonight, but I have to be honest — the two male bartenders were a major letdown. Asking customers to pay cash only felt sketchy, and seeing them give free drinks to their girlfriends made it worse. It’s not about their sexuality — it’s about professionalism and integrity. If you’re running a quality establishment, hire staff who reflect that. People deserve to be treated fairly, and your business deserves better representation behind the bar.
Jesse W — Google review
So fun! The bartender was so fun and energetic. Strong drinks and drag shows at night.
Kassanndra ( — Google review
our group had an awesome time here and we LOVED the bartender!! they were from out of the country and so good at their job!! we will for sure be back on our next trip down to the keys
Kate L — Google review
801 Duval St, Key West, FL 33040, USA•https://801.bar/•(305) 923-9296•Tips and more reviews for 801 Bourbon Bar

15Durty Harrys

4.5
(418)
•
Mentioned on 
6 lists 
$$$$affordable
Bar
Durty Harrys is a vibrant gem nestled within the bustling Ricks Bar complex on Duval Street, making it a must-visit for those seeking an energetic night out. Known for its lively atmosphere and nightly performances by the talented DurtBags, this venue offers an exhilarating experience that’s perfect for groups looking to let loose. While it may not seem like a typical local hangout at first glance, its charm quickly wins over visitors.
We stumbled upon Durty Harry’s and were so glad we did! Best live music and nighttime energy around, if you’re into some harder and classic rock. Such a fun spot, that we came out two nights in a row!
Ryan L — Google review
By far my favorite bar in Key West - mostly for the vibes. It's hard to stay long because it's outside in the middle of the most southern point in Florida but.... The bands they choose are the right kind of music, prices are reasonable, and the atmosphere couldn't be better. The bands they choose are incredibly talented and the bartenders are consistently good when mixing drinks. If I lived here, this would definitely be my go-to bar. Been here every night of my measly 4-day vacation.
Sara S — Google review
I had a wonderful time, had a few drinks, and enjoyed the music. (The Durtbags). Great band. For a Thursday night, there was still a great turnout. Can't wait to be back for a weekend day. Came back last night. The band was even better. The atmosphere intices you. Ask them to play any song. One of the band members can sing it, play it.....
Dove — Google review
We had so much fun here while in Key West! The bartenders made great drinks, and the band The Duet Bags played awesome music!!
Patricia H — Google review
The best way to start and end the night in Key West. The bartender is pretty quick, although my favorite drink is right at the front on the first bar at the left ( tree bar??) where the bartender is also super nice. The music is the best in the entire Key West. Love The Durt Bags. They are so talented and play pretty much any rock music. The only complain is that the microphone was way too low, and sometimes I couldn’t hear the singer, only the instruments, But that is easily fixable. Free concert every night!
Solange F — Google review
Great music......but the dark haired girl at the small bar was really rude. Honestly won't go back there. There are plenty of other bars to drink at and not have to get a attitude when I order a drink.
JUSTIN M — Google review
Ok, I made an effort to stop into as many bars in the area as I could and this place was by far the best and I decided to never leave. The have fantastic live music with multiple bars. I never had a problem getting a drink. They have friendly staff, and reasonable prices drinks. The security there stays on top of any trouble, yet are also very friendly and courteous. I also like that this place is right next to a late night pizza spot and also had direct access to Rick's if you wanted to change the scenery up and enjoy more of a club feel upstairs. By far one of the overall best laid out and vibe for a bar that I have seen. They also have dozens of tvs so you can also watch your favorite game while enjoying live music!
Mike J — Google review
This place has like 7 places in 1. You can find something for everyone. Great band, live music, a dj floor, and more! Great for large groups, or if you're simply looking for a place to meet people or dance! It has an extremely unique setup, and it has been a place we've visited more than once on our trip. Would recommend stopping here at some point!
Brock G — Google review
202-208 Duval St, Key West, FL 33040, USA•(305) 296-5513•Tips and more reviews for Durty Harrys
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16Little Room Jazz Club

4.7
(364)
•
Mentioned on 
+5 other lists 
Permanently Closed
$$$$affordable
Bar
Jazz club
Live music bar
Nestled in Key West, the Little Room Jazz Club offers a cozy and intimate setting for live jazz performances every night. The venue features blue-lit stairs that lead to an inviting space with talented musicians, above-average cocktails, and sleek seating. Guests can enjoy the sultry sounds of jazz in a candlelit ambiance while sipping on craft beer or choosing from an extensive wine and cocktail menu.
This place is a gem! The music that played last night was soulful and just dam good! "Soul Man" sang to me for most of the evening. He's great! Full of passion and what an amazing voice. He sang like Marvin G, and George Benson was right next to him. I truly enjoyed my night there. The waitress/bartender was sweet. Every time I'm in Key West, I'm going to the Little Room Jazz Club.
Stacie W — Google review
My husband and I came here Friday night to listen to jazz and it was fun. The waitress was very attentive and the drink was yummy. The crowd was mostly an older crowd, my hubby and I are in our late 30s so we felt a little out of place, nevertheless, it was still nice. The live music was nice, would return.
Jessica V — Google review
Found this little gem when I was in Key West recently. This is truly a hidden treasure! The atmosphere is relaxing, intimate, and beautiful! The background music was gorgeous and chill, until the live jazz trio started. Fantastic talent! Had a wonderful time dancing, sipping delicious cocktails and mingling. This will be my go-to next time I'm in town! Highly recommended if you want a classy, relaxing place to spend the evening :-)
Dawn — Google review
Wow, what a great find. Fantastic jazz. The musicians are very good. We walked in find a place to sit. Have a couple martinis and just sit back and relax. The band members are very knowledgeable of the music they play and I really enjoyed them, giving us informational facts of each musician song who wrote it and where it was written. The staff there the bartender and the server were excellent they don’t harass you. It’s very casual, sweet elegant. I can’t wait to go back and enjoy some great live jazz. My video of Joe Dallas
Dallas M — Google review
Little Room Jazz Club. Classy! Nice Vibe! Excellent Bartenders! Get away from the blaring, noisy bars on Duval. If you need to take it down a notch or two, the Little Room is where you want to be. Live music, great sound and stage. Nice food choices as well. Don’t change a thing Little Jazz Club!
D — Google review
This place was beautifully decorated paying attention to the smallest details. I went to enjoy some live music with my parents and it was beyond our expectations! This is the perfect place if you’re looking to have some drinks in a nice place with amazing live music!
Ana R — Google review
Our favorite place in all of key west! Super chill hot spot for locals and tourists alike. The music is always amazing. Such a cool vibe! We spend so much of our time here. They also serve small bites and delicious espresso martinis which is my favorite!
J.S. W — Google review
We loved this jazz club! Very classy & elegant, and the musicians were top notch. We came late around 10pm and enjoyed the Carmen Rodriguez Trio so much that we returned for a second night. Carmen has a beautiful voice and is very charming.
Jonathan E — Google review
821 Duval St, Key West, FL 33040, USA•https://www.littleroomjazzclub.com/•(305) 741-7515•Tips and more reviews for Little Room Jazz Club

17Sunset Pier

Mentioned on 
+5 other lists 
If you're on the hunt for an idyllic spot to soak in a breathtaking Key West sunset, Sunset Pier is your go-to destination. Nestled at 0 Duval Street, this charming pier boasts some of the most stunning sunset vistas around. As you sip on refreshing drinks, you'll find yourself captivated by the vibrant colors painting the sky as day turns to night. It's truly a must-visit for anyone wanting to experience the magic of a Key West evening!
0 Duval St, Key West, FL 33040, USA

18The Waterfront Brewery

4.3
(1539)
•
4.3
(1601)
•
Mentioned on 
5 lists 
$$$$affordable
Restaurant
Bar
Brewery
The Waterfront Brewery is a vibrant two-level establishment that serves its own craft beers and a diverse selection of American and regional dishes. Situated overlooking the historic Key West harbor, it offers delicious brews with stunning waterfront views.
We had a great experience here. Our server was great ( I can't recall his name), love the atmosphere sitting close to the water, and the food was delicious. The gift shop was the only place I found stuffed pelicans! I loved them! I can't wait to visit Key West to eat here again!
A K — Google review
The weather was beautiful and the indoor/outdoor feel of the restaurant with a view of the docks made it a great choice for lunch on an early Sunday afternoon. The menu had a wide selection of options. The beer flight sounded like a great place to begin and it turned out to be good value at $8. It was more than enough to have along with a meal. My friend and I split the tasty fish dip. We also split the Fish & Chips and the Bayou Shrimp. The fish had a good amount of batter and was fluffy and light. The Bayou Shrimp was spectacular. The sauce had a little spice (not Heat) to it, which I really enjoyed, it also came with a good amount of flavorful shrimp. I would definitely return to this establishment.
Joanna V — Google review
Nice place to grab a bite and a drink near the water in Key West. We stopped in and had some pork nachos and a couple of drinks. I tried the reserve flight and my wife had a rum punch and it was all delicious. The bartender was very friendly and delivered quick service. There are a bunch of arcade games in here as well so definitely a good place for families with kids.
Brant T — Google review
Sep 20, 2025. Stopped for Lunch after a Dive on Vandenburg with Capts Corner Dive Boat, this place was recommemded by Capt. Ricky . What an awesome Rec. $15 Sandwhiches_ which is reasonably priced for Key West. Great Mahi Blackened Sandwhich, Hot Fries and Cold Iced Tea _ refills. Clean rest and B/R's. Bar was half Full, Rest 1/3 full. Lots of TVs for Sports etc. Recommend and will Return.
Frank D — Google review
If you’re afraid of birds, this may not be the place for you. (There once was a pigeon named Clint…) For pretty much anyone else this is a nice stop on your Key West visit. Said accompanied me on my continuing journey to visit every brewery in Florida. About 100 down and another 150 to go. This place is mostly restaurant, a good beer list made on site and a large game room to entertain the kids while you sip your libations. The beer was good, I focused on Hazy IPAs and they were just fine, 3 1/2 to four stars out of five (Untapped for good accurate beer reviews), keeping in mind that I drink a lot of beer. There was absolutely nothing wrong with the beers, but my five stars are reserved for the ones that give me cartoon wide eyes. The food and the location are the primary stars of the show. The Roast Beef and Grilled Cheese Sammy was good, but nothing mind blowing. The Brewer’s Chicken Sammy, however, was flavorful, moist and about the size of my open hand. This was an excellent sandwich and, frankly, Sydney and I should have shared this one. In the back, they have a fairly robust and modern game room for kids and kids at heart to enjoy. We were visiting on a cruise stop and I had another brewery to hit, so we had lunch and two beers before heading onward. I would absolutely recommend this as a stop for lunch for any beer snobs or a quick family stop.
Ssatori — Google review
Waterfront Brewery, Key West: Great spot! Ample portions, easy to split. Yummy pretzels & tuna dip. Burgers and club were excellent. Fun decor and fantastic views! Highly recommend.
Jess W — Google review
What an awesome place. And the view of the harbor is so nice to see when dining or having a drink. I had the avocado shrimp BLT and my husband had a club sandwich. They were so good! We had so much that we took some home to eat later. We also had the pretzel sticks with beer cheese. And let’s not forget the beer we had. A Pilsner for my husband and an oatmeal stout for me.
Brenda M — Google review
A very crowdy place right on the shore, which give you a nice vibe in the moment you cross the entrance. It has good food with normal portions, we had fish and chips and 2 x catch of the day, the IPA beer is also really tasty. You have for entertaiment a room with arcade games there too. So, enjoy!
Radu I — Google review
201 William St, Key West, FL 33040, USA•http://thewaterfrontbrewery.com/•(305) 440-2270•Tips and more reviews for The Waterfront Brewery

19The Rum Bar

4.7
(1038)
•
Mentioned on 
5 lists 
$$$$affordable
Bar
Nestled in the heart of Key West, The Rum Bar at the Speakeasy Inn is a cozy retreat for rum lovers and casual drinkers alike. With an impressive selection of over 350 rums from around the Caribbean and beyond, this laid-back watering hole offers a relaxed atmosphere perfect for unwinding after a day of exploration.
The absolute authority on rum in key west. The selection here is unmatched and rivals many large rum bars that I've been to in big cities across the country and around the globe. The drinks are great and the flights are a great option if you want to try some rums neat. They have a huge selection from local bottling to high end and rare rums from around the world. This is a must stop for rum nerds visiting key west
C D — Google review
Cozy bar on Duval. Recommend stopping by to enjoy a rum cocktails or try one of the outstanding Premium Rums (many are local). Features patio seating as well as a bar inside. The Place had a lot of character and would be a great place to stop with your date or friends for a cocktail.
Tom G — Google review
This place is awesome!! A legit rum bar inside a comfy old house from the 1800s. The drinks on the menu are ridiculously good and strong, and they can even make stuff that's not on the menu, or basic drinks like a rum and coke, etc. The bartender with the moustache was really cool and friendly and great to talk to, as well as the pretty blonde lady who was there the next day when I came back. They told me they have around 600 different rums from countries all around the world. I recommend the painkiller, toasted coconut rum bar, the rum runner, and the frozen seasonal fruit daiquiri. I didn't try the hurricane but would have if I was there longer. So many good options it's crazy. The bar itself is small and L shaped, so it's easy to meet people there and have a good time. They also have some tables both inside and outside on the porch in case you came with some people. Apparently there's an inn too upstairs but I didn't stay there. Overall a great place and definitely worth a stop or two while you're in Key West! Cheers!
N S — Google review
The speakeasy and has rooms upstairs above the bar. This bar was so fun and when you check in you, get two free drinks. The staff is so fun and great. It’s really a perfect place on Duval Street to stay. I highly recommend the rum bar and also this be easy in located above.
Anna W — Google review
Play no games if you’re looking for the yummiest piña on Duval… pencil this place in! So creamy & delicious it will haunt your dreams! Ps- captain kitty is a sweetie pie
Alex B — Google review
A great place to stop and grab a drink while in Key West. We stopped in and had a couple as part of our pub crawl we did while in town on our cruise. Small and quaint and really cool inside.
Brant T — Google review
Stopped here for a late-night drink after a long day of driving and exploring. The drinks were good and strong, and the cushioned benches on the porch were the perfect place to relax and unwind while watching the revelers go by on the street.
Sabrina K — Google review
We loved this bar. What a great place. We stopped in twice in a 24 hr period. The rum punch and fresh banana daiquiri was not to be beat. Loved getting to meet the resident cat and thoroughly enjoyed meeting everyone there. This is a must when visiting the Keys!
Kristen L — Google review
1117 Duval St, Key West, FL 33040, USA•http://www.speakeasyinn.com/•(305) 296-2680•Tips and more reviews for The Rum Bar

20Chart Room Cocktail Lounge

4.7
(216)
•
Mentioned on 
+3 other lists 
Cocktail bar
Tucked away within the Pier House grounds, the Chart Room Cocktail Lounge is a unique gem in Key West. This small, intimate bar was once a hotel room and holds a rich history within its walls. Peanut shells cover the floor, treasure maps adorn the ceiling, and wooden tables bear carved secrets from years past.
This is a great small dive bar, hidden away and has so much character! A historic fave of Jimmy Buffet, Shel Silverstein, Mel Fisher, and Hunter S Thompson (allegedly). 20 seats at most, so I mean small.
Ed V — Google review
Legendary bar where the King of Key West played his first concert. Free hotdogs, peanuts, and popcorn. 🌭🥜🍿 Cool bartenders and great atmosphere. Hard to find but worth it.
Clay M — Google review
This is a must stop of you are a Jimmy Buffett fan! Very small place and seating is very limited. They offer free popcorn, peanuts and hot dogs for food. Great drinks and domestic beers with at least one craft choice on bottles. The place is a shrine to the characters of old Key West and of course where Jimmy got his start in 1971. Talk to the bartenders and they'll tell you great stories of the old days.
Ben E — Google review
Cold drinks, (cool backstory) Jimmy Buffet hang out, hot dogs, peanuts and popcorn. Great dive bar. Little hard to find but well worth it.
Max W — Google review
I’m a Huge Jimmy Buffett fan so I was looking forward to stopping by the Chart room. Must tell you it was disappointing to say the least. Certainly a hole in the wall inside a hotel - hard to find. I’m sure when Buffett was hanging out here it was different. If you want to check it off your list of things to do Feel free to stop by, but don’t expect a friendly bartender to greet you when you walk in. Drink selections are limited to the Basics - more or less a tourist trap
Tom G — Google review
Only in Key West. A dive bar with a resort built around it. Have not stayed at the Pier House Resort, but the Chart Room is definitely worth a visit. Very old school KW, surrounded by very new school KW. This is where Jimmy Buffett 1st stopped upon arriving in KW (allegedly) and played for the likes of Hunter S. Thompson and Jim Croce. This is where Mel Fisher charted his days searching for the shipwrecked Atocha (at the round table in the back). This is where Tennessee Williams and Truman Capote wet their whistle (but not at the same time). This is where the Pirate Who Looked at Forty Philip Clark tended bar. This is where David Allan Coe was inspired by poet Shel Silverstein. This is where famous and not-so-famous regulars have their ashes interred in the bar (seriously, look for the corks). Most of Key West's history is embellishments and outright BS, and this awesome bar fits right in.
Gainesvillain — Google review
It was a nice little bar! It was so packed we weren’t able to eat or drink anything. We just wanted to see where Jimmy Buffet liked to hang out! We will definitely revisit next time we visit Key West
Kimberly W — Google review
Still gave it a 5-star rating even though they don't serve food. They give away hot dogs popcorn and peanuts! Hot dogs are okay but don't plan on making a meal out of them. Real small and hard to find you have to actually go into the hotel area but it is open to the public! You can park there for free.
Roger N — Google review
1 Duval St, Key West, FL 33040, USA•https://www.pierhouse.com/dining/chart-room-bar•(305) 296-4600•Tips and more reviews for Chart Room Cocktail Lounge
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21Alonzo's Oyster Bar

4.3
(2872)
•
4.0
(2756)
•
Mentioned on 
+3 other lists 
$$$$affordable
Seafood restaurant
Bar
Restaurant
Sports bar
Alonzo's Oyster Bar is a laid-back waterfront restaurant located in Key West, offering a seafood-centric menu and a full bar with daily happy hour specials. Situated beneath the more formal A&B Lobster House, this casual eatery boasts one of the best happy hours in town, featuring half-priced drinks and a wide selection of discounted menu items from 4:00-6:30 PM daily.
A friend and I went for dinner here while on a trip to the Keys; We were fortunate to have Brooke as our server, she was fantastic, fun, made great conversation. Frequent stops were made to check on our food and drinks as well as some great suggestions for us to try. We had a few different fresh oysters, the hogfish, and lobster mac and cheese. All of our food was fresh and delicious, the drinks also did not disappoint. I will definitely be back.
Greg — Google review
This is a nice spot for seafood dinner. The oysters are reasonably priced, and I really enjoyed the combination with black caviar. You can choose to sit either inside or outside, and the place is usually quite busy. I wouldn’t call it a full restaurant, more like a cozy cafe.
Anastasiia B — Google review
We had a good time at Alonzo’s … just into Key West, walking the Key West Bight harbor area, watched the tarpon feeding out front, and viola, it’s happy hour! Cocktails good, oysters good, mussels a bit spicy but good. Staff friendly and great! Fun place to stop for a cocktail, time it for the 4:00pm tarpon feeding! Recommend Alonzo’s!
Jim N — Google review
We stopped in at Alonzo's to take a break from the sun. Nicole was are bartender and made the best key lime pie martinis we've ever had. Bar/restaurant itself is classy, clean & comfortable. Happy to see gluten free options on the menu, we look forward to returning for food and cocktails. Cheers 🍸
Robert D — Google review
Great oysters including the sides. Sean the server is beyond exceptional. But the selling point - the mussels I've never had mussles this good. Perfect spice, tomato base only without wine or overpowering other stuff.. I'm trying to buy the recipe from the waiter
Tom S — Google review
Great location on the water. Our service was great by Deborah. We went for happy hour and tried the conch fritters. Unfortunately they weren’t the greatest with the filling quite mushy.
Debbie F — Google review
Good food. Enjoyed the outdoor seating near the water. Staff was quiet but polite. Drinks were decent. Wasnt super loud so it was easy to talk but they did have music playing.
Joseph E — Google review
Overall, a very good restaurant by the dock. Food overall was excellent. Seasoned and cooked almost perfectly. Their oysters were fantastic, some of the best I’ve ever had outside of the east coast. Mussels were also excellent. They also offered to cook your catch. We’d brought our mahi which we caught earlier in the day, and they cooked it 3 ways and it was fantastic! However, they charged us $25 per person which I thought was a bit on the high side. Anyways, I highly recommend this place.
Peter B — Google review
700 Front St, Key West, FL 33040, USA•https://alonzosoysterbar.com/•(305) 600-3405•Tips and more reviews for Alonzo's Oyster Bar

22Sunset Pier

4.6
(3872)
•
4.4
(1442)
•
Mentioned on 
+3 other lists 
$$$$affordable
Seafood restaurant
Bar
Bar & grill
Sunset Pier is a vibrant and colorful dockside seafood eatery located at the Ocean Key Resort & Spa in Key West. It offers stunning water views, live music, and a relaxed atmosphere for enjoying mouth-watering tropical cuisines and drinks directly on the pier. The pier is known for serving Key West seafood classics like conch fritters and crab cakes, as well as Cuban cuisine.
This Sunset pier is an absolute amazing spot to see the sunset. There are lots of restaurants, musicians,artists, local museums, Hotels, boats of all kinds from small sailing boats to huge cruise ships. and much more. The food is excellent and the service is fantastic. Anywhere in Key West is great. The beaches are beautiful and clean. The people are very friendly and welcoming. Chickens are running wild everywhere you Look. Hundreds of people come to the Keys every year. Parking is not free you have to park everywhere you go. Handicap parking is free for 4 hours in a handicap parking area. Of course you are only 100 miles away from Cuba. There are so many different ethnicities all over the Keys. The night life is a big attraction with lots of bars and places to dance. The history of the Keys is interesting as well. The fishing is great too. The water is so clear and blue. This is absolutely a must see location. I highly recommend this place!
Thomas S — Google review
The Sunset Pier restaurant is located on the oceanfront with a beautiful view. We ordered shrimp and a lobster roll, which turned out to be a hit, very good. You can enjoy both the view and the excellent food. I highly recommend it.
Piotr T — Google review
Great little spot on the waters edge. Awesome views all around..service was good, though they were busier than usual our server did an excellent job staying on top of everything and was polite and friendly. The Lobster Rolls were excellent and fabulous key lime pie (cheesecake esque). Only complaint would be the bizarre location and walk to the bathrooms. But I recommend this spot for drinks, food and live music.
Phillip H — Google review
One of the best places to hang on Key West. Incredible views of the water and passing boats, usually live music on the stage, TVs, vibrant colors, fans to keep cool, feels like paradise! We loved sitting at the bar but also walking up and down the pier near the water on the path. It could almost seem like a hidden gem with less of a crowd than Duval! Bartending service was great as were the drinks, snacks, and memories!
Clara W — Google review
So, I was fortunate enough to be in Key West for a few days and stopped by the Sunset Pier while I was there. My lady and I enjoyed our time. There was a band playing some soulful old school music. The food and the service were great. And the view! Watching the sunset while listening to good live music, enjoying good food and drinks with my lady. It'll be hard to find a better way to spend an evening. Hopefully I'll find myself back in Key West before too long and when I do, I'll be looking to revisit.
Ray A — Google review
The view from here is absolutely amazing. It was a bit hot, so I had a cold drink next to a big fan to cool down. It was an awkward time to visit, so I didn't order any food. But it's a great spot to relax and enjoy the lovely sea views in a really chilled-out atmosphere. I'd definitely like to try the food next time I get a chance to visit. Anyway, I'd highly recommend it. It's an absolute must-see.
Maki P — Google review
Meh. The burger was OK. My husband got the tuna poke bowl and the rice was an overcooked glob of mush. Ruined the whole dish. The rest of the poke bowl was bland and flavorless. Not worth the money. The view was great. We went mid-afternoon, no wait.
Lacy L — Google review
My wife and I visit the Sunset Pier every year (for the past 20 years) on at least evening during our annual Florida Keys vacation because it's literally the best place to watch the sunset and have a cocktail at the same time. We've occasionally eaten at the bar here (for lunch), but the food is not really the major attraction, because there are so many other places with better food on the island. It's the view and the atmosphere that is the hallmark of this place. It's changed somewhat over the years, and we noted on this visit they'd set up a pretty large band stand for live music acts. On our most recent visit (July 18, 2025) they had a great three piece band that played hits from the 60-80s. A few hits into the start of their sunset show, this older Black man who looked to be in his late 70s or early 80s (who the other band members called "The Soul Man") shows up in electric wheel chair and started singing like he was Ray Charles, Marvin Gaye, Sam Cook, or Otis Redding reincarnated. We weren't even sure if he was a local "amateur" or a full-time member of the traveling band. He had an incredible voice and we stayed for several hours listening to him. During New Years Eve, they usually close the pier off for a gala event that they charge steep prices for, but all other times we've been here its always been open to everyone on a first come first serve basis. If you do plan to dine here, then I'd recommend arriving at least 90 minutes before sunset to ensure you get a rail-side table with an unobstructed view of the harbor. If the weather is sunny, you will probably wear out your camera taking 100s of pictures of the sunset and all of the beautiful old schooners that sail up and down the harbor during this magical time of the day when the color of the sky changes so dramatically in a 90 minute period.
Edward M — Google review
0 Duval St, Key West, FL 33040, USA•https://www.oceankey.com/key-west-sunset-pier/?utm_source=gmb-Su…•Tips and more reviews for Sunset Pier

23Hank's Hair of the Dog Saloon

4.7
(544)
•
4.5
(24)
•
Mentioned on 
4 lists 
Live music bar
Bar
Beer garden
Cocktail bar
Hank's Hair of the Dog Saloon is a lively hangout in Key West that offers a convivial atmosphere, live music, and a dog-friendly courtyard. The bar features an award-winning food truck called Garbos Grill, known for its unique twist on burgers and tacos. Visitors can enjoy excellent happy hours throughout the day and indulge in delicious fruity spiced rum drinks like Hanks Tiki Punch during the daily 4-6 pm Happy Hour.
Such a great place to have a literal midnight snack..lol (late dinner). Had tacos and kogi dog!!! Delicious. Bartender was awesome and friendly. Went back the next day for a Tshirt (goes towards dog rescue!!). Live music!!! GARBOS FOOD TRUCK...ROCKS!!
Rose H — Google review
Been coming here for years and have watched Hank's evolve to what it is now. We always have a fantastic time here. Music is top notch, food from Garbo's is excellent, and drinks are solid. Quite possibly the best and funnest bar in Key West. A must visit!
Erick P — Google review
Back here after two years, great to see Garbos at the front of house, the change really works, it’s still Hanks, it still has the best food truck in the world, it has the nicest staff and to top it off fantastic live music. Keep up the great work for those doggies🐾
Dave S — Google review
We stopped into Hank’s to listen to some live music and grab a drink—and it ended up being one of our favorite spots in Key West. I had the Golden Retriever (Aperol, pineapple juice, and prosecco) and it was absolutely delicious. My husband had a canned mocktail that he really enjoyed too. Garbo’s Grill is right outside, and we had a great lunch there—super convenient and tasty. One of the best parts of Hank’s is the wall of dog photos inside. We were missing our pups at home, so it was really sweet to see all the pictures of dogs from past visitors. The vibe is chill, friendly, and full of character. We’ll definitely be back next time—and can’t wait to check it out at night. Highly recommend!
Ashtan W — Google review
Food from garbos is awesome. I got the Cayo bowl with shrimp and my boyfriend had the umami burger. The live music by Charley Ray is the best on Key West in our opinion. Loved hearing some country. Best part of our trip here, highly recommend. The Christmas lights in the trees and the low lighting make it romantic and like you found a little secret gem off of Duval.
Jessica J — Google review
We loved Hanks, Great happy hour with food from the food truck out front. Nice place to hear music too.
Stacie S — Google review
Great spot in key west for lobster rolls & dog friendly which is possible the best part! This was the first meal I ate just minutes after arriving off the key west express boat, dropped our bags off in our room and walked down the street to this cute spot recommended by Guy Fieri. This was the best lobster roll I've ever had and I've had quite a few authentic rolls in my lifetime! Perfectly paired with Zapps voodoo chips & a delicious (though not very strong) piña colada & Miami vice! Perfect meal to start off our trip, there was some great music and my family ended up going back a second time before we left. I have been thinking about this lobster roll since I left Key West and that's been two weeks now. Oh what I wouldn't do to have another delicious lobster roll from this spot! Was a bit pricey for 5 people but that was to be expected with lobster & alcohol.
M — Google review
Great experience & service! We were there to listen to Cliff Cody! We only had drinks so we we aren’t sure about the food.
Mulligan's E — Google review
409 Caroline St, Naval Air Station Key West, FL 33040, USA•https://hankskeywest.com/•(305) 509-7758•Tips and more reviews for Hank's Hair of the Dog Saloon

24Tiki House

4.6
(475)
•
Mentioned on 
4 lists 
$$$$affordable
Bar
Cocktail bar
Live music venue
Tiki bar
Tiki House is a laid-back cocktail bar in Key West, offering a variety of classic and modern tiki drinks in a retro South Seas setting. The bar provides an expansive menu of tropical cocktails and hosts Tiki Cocktail Classes on Wednesdays and Saturdays. With its fun atmosphere, live music, and DJ sets, Tiki House offers an authentic tiki experience.
Great atmosphere! Very talented, young, female singer, Kari Wolf. If you want a more quiet, intimate setting, try the back bar. If you have not been, I highly recommend you stop in. We did not eat food.
Tim D — Google review
The Tiki House in Key West is an incredible place! When you walk in, you instantly feel like you're in a true island paradise. The Tiki House theme is perfectly done with cool details like octopus paper streamers hanging from the ceiling and multicolored lights brightening the stage. The stage itself has a backdrop of lit-up palm trees, which truly gives it that authentic Key West feel. It's the ideal spot to escape the heat, thanks to the air conditioning, and the bathrooms are clean and easy to use. The drink selection is fantastic, with beer, liquor, wine, and a great variety of frozen drinks from their slushy machines. My girlfriend ordered an espresso martini and she absolutely loved it! But what really makes this place stand out is the live music. The bands are always excellent, creating an amazing atmosphere that just makes you want to relax and enjoy the moment. If you're looking for that perfect Key West vibe and a fantastic place to hear some live music, the Tiki House is a must-visit. We'll definitely be back!
Nathan M — Google review
Love this place. Elaine is the BEST Bartender in Key West. Always go see her in the Back Bar. She is so talented and has the BEST personality and energy. Makes the BEST drinks hands down. Go see Elaine you won't be disappointed. Her beautiful smile is contagious.
Silvana R — Google review
Cute bar close to cruise port, on Duval Street. They have yummy, pretty drinks but they can get pricey (especially if you spring for the frozen pineapple cup). It's usually pretty lively with live music, band, or karaoke going on. Service in our experience has been hit or miss- either very friendly, fun, proactive bartenders or standoffish ones who are trying to do the bare minimum possible and act like speaking or interacting with you is painful. Overall, worth a stop if you're visiting Key West.
A B — Google review
We were searching for the best Mojito spot on Duval Street and stumbled upon this place, so we decided to give it a try. My husband said it wasn’t the best Mojito he’s had, but we both absolutely loved their Coco-Loco-Rita—it was something we had never tried before. We enjoyed the music in the background as well. Overall, it was a great place to hang out at night.
Geraldine M — Google review
Most tiki themed bar that we found in key west. Drinks were pretty accurate as far as ingredients and presentation of classical mid-century cocktails. If you are a tiki nerd, this is the best place in key west to get proper cocktails
C D — Google review
Great customer service + atmosphere ❣️ Great cocktails selection 🍸🍹. 🎵 Live music 🎶
Noa K — Google review
The atmosphere Tiki House was amazing! The drinks were phenomenal and the bartender was friendly and gave us good recommendations. We ordered Zombie, Hurri-Kane and an expresso martini. It was such a wonderful experience. We were accidentally overcharged for a drink but the bartender was very hospitable and gave us a free drink.
Kiran K — Google review
203 Duval St, Key West, FL 33040, USA•https://tikihousekw.com/•Tips and more reviews for Tiki House

25Tipsy Rooster Liquor Store & Bar

4.7
(428)
•
Mentioned on 
4 lists 
Liquor store
Bar
Nestled in Old Town Key West, the renowned Tipsy Rooster Liquor Store & Bar is a must-visit destination. This unique establishment offers an extensive selection of spirits for sale and a vibrant bar area with outside seating where patrons can savor handcrafted cocktails made with house-infused liquors. Guests can unwind to live music performances by local artists while enjoying their drinks.
Love the Tipsy Rooster and the people. We have been coming to Southwinds Motel for years and this is right next door. Always live music and great selection of cocktails. Wendy
Evans F — Google review
Friendly service. My husband got a pina colada, and I got a mojito. These were the worst drinks that we've ever gotten. The service is why I gave it a 2 star.
Cora W — Google review
This was a great place to cool off after walking to the Southernmost Point. We could rest our feet in the sand with a couple of Piña Coladas, while a talented musician played his unique version of everyone's favorite songs.
Kristen M — Google review
Amazing service here with such a cool menu with various options. Love the infused liquors they have ! Coolest place i’ve ever been to for drinks and they taste delicious. I definitely recommend !
Brittney H — Google review
This is a must stop location on your Key West travels. Great musicians, fun atmosphere, and it's even a liquor store! We stopped in twice during our trip and loved everything about this place. This is a great spot to meet locals and take in the real Key West vibes.
Jeff B — Google review
Cozy place, delicious drinks, friendly staff, good music. What else? Oh, an amazing bloody mary with horseradish vodka! Highly recommended!
Igor P — Google review
Came in for liquor and ended up staying for drinks. Katie made us some exquisite drinks that we don't normally order but absolutely hit the spot. Her knowledge of local products was spot on and we left with a bag full of goodies. Katie rocks
Knevel7 — Google review
Absolutely a great place. Some great music to keep the night going. Katie’s the bartender is one of the best and liveliest people there and gets your order right every time. Highly recommend and was great from top to bottom.
Gavin S — Google review
1325 Simonton St, Key West, FL 33040, USA•http://www.tipsyroosterkw.com/•(305) 295-5287•Tips and more reviews for Tipsy Rooster Liquor Store & Bar
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26Margaritaville Restaurant - Key West

4.2
(5508)
•
4.0
(2593)
•
Mentioned on 
3 lists 
$$$$affordable
American restaurant
Bar
Restaurant
Sports bar
Margaritaville - Key West, the first of Jimmy Buffett's chain of bar-restaurants, opened in 1985. Located at 500 Duval St., it offers island-inspired fare, margaritas, live music most nights, and a gift shop. The venue features a stage for bands and tiki-bar decor with a full menu of dining options including locally-inspired dishes like conch fritters and key lime pie.
Hostess Olga Server Erica Both our hostess and server were excellent in every aspect. We ordered the BBQ combo, which was large enough for two! I think it was most tender chicken and ribs I have ever eaten. The sauce was tasty and the fries served with, were delicious. Our other guest had the fish and chips platter. He seldom eats much so when he cleaned his plate of four fish fingers and fries I knew it was super! The live music was a tiny bit loud for me but that’s just me.
D B — Google review
The original Margaritaville. Great place. Nice aesthetics. We went in around 2pm. Our server was great. He came back checking on us periodically and was friendly. I only had water and my wife had the blackberry margarita. She said it was really good. Highly recommend.
Terry C — Google review
We had an incredible experience at Margaritaville in Key West! From the moment we walked in, the island vibes, upbeat atmosphere, and great music set the perfect tone for a relaxing and fun meal. Our waitress, Mirena, was nothing short of amazing. She was friendly, attentive, and made us feel like we were on vacation from the moment she greeted us. Her recommendations were spot on! The 5 O'Clock Somewhere cocktail was the perfect tropical escape in a glass, refreshing and perfectly balanced. We started with the shrimp dip, which was absolutely delicious, creamy, flavorful, and served with just the right amount of kick. The club sandwich was also to die for, stacked high, fresh, and full of flavor. Highly recommend this spot whether you're a Parrothead or just looking for a great time in Key West. We'll definitely be back, and asking for Mirena again!
Jib_jeep79 — Google review
Food was delicious, loved the atmosphere and the service by Ana was excellent. She was on top of things with topping off our drinks and checking back on us. Friendly staff and service.
Katherine B — Google review
The restaurant decor is really nice, our cheeseburgers were fantastic. The toasted coconut piña colada was the highlight of my dinner, it was so good! I would eat here again.
Beth W — Google review
I had lunch there once, fish with coconut shrimp platter , delicious 😋 Then I had a dinner on another visit a few days later . I had the garlic pasta with shrimp, spinach and tomatoes, it was fantastic. This dish comes with peppers and onions in it as well, but I had mine made with just spinach & tomatoes .My husband had the club sandwich both times so he really enjoyed it. Service was great on both occasions.
Michelle H — Google review
Bartenders were great - rest of the staff seemed a bit... not so much in a great mood. They were VERY crowded/busy. Great margaritas. Pretty much standard conch fritters, coconut shrimp - not bad, but not the best.
Dave — Google review
Great vibes, and a must for Buffett fans. The shrimp dip appetizer was great, the coconut shrimp are also pretty perfect. Fins up!
Samantha Y — Google review
500 Duval St, Key West, FL 33040, USA•https://www.margaritavillekeywest.com/•(305) 292-1435•Tips and more reviews for Margaritaville Restaurant - Key West

27Island Dogs Bar

4.4
(2131)
•
4.1
(1226)
•
Mentioned on 
3 lists 
$$$$affordable
Sports bar
Bar & grill
Live music bar
Restaurant
Nestled in the vibrant heart of Key West, Island Dogs Bar is a must-visit destination for those seeking a laid-back atmosphere paired with delicious food and refreshing drinks. This casual spot offers an enticing menu featuring mouthwatering burgers, wings, and even oysters. For cocktail enthusiasts, the Key Lime Pie Martini is a standout choice among other tropical concoctions crafted just for you.
We stumbled upon Island Dog on the day we arrived in Key West—and what a great find! This spot is outstanding and within easy walking distance to both beach access and Duval Street. The bartender was fantastic, providing excellent service and perfectly crafted drinks. We tried the Key Lime Martini, and it was incredible—like sipping a slice of creamy, chilled Key lime pie, complete with a graham cracker rim. The Philly egg roll appetizer was delicious, but the real standout was the Island Dog—it quickly became our favorite! We loved it so much we came back a second time during our trip, and both visits were equally great. Highly recommend!
Elyssa Y — Google review
Great food, great service, great atmosphere! I saw this place in a YouTube guide video, and they were spot on. The island hot dog was delicious, as was the Philly cheesecake eggrolls. Will be definitely returning on my next visit.
Michael D — Google review
Great experience at Island Dogs! The food was excellent and in large portions - especially for the price. Service was quick and the staff were very friendly and welcoming!
Sydney A — Google review
Got an Island dog and yum! The sides with the big bacon wrapped dog hot the spot. The drinks made from the black haired blue eyes beauty bartender were the best made drinks I've had in Key West (high end and made right)! Thank you!
JIll4N — Google review
We came here for drinks and appetizers in the early evening around 6 pm on a Saturday. Definitely try their Key Line Pie Martini. Very good. Their Rum Runner is very good too. We were here for 2 hours and sat outside to enjoy the nice weather. We snacked on the Conch Fritters, the Philly Egg Rolls, and the Buffalo (Key West Pink) Shrimp with the buffalo sauce on the side. All three were excellent. Service was great and we listened to a young lady playing the guitar and singing from inside this place. She was very entertaining and had an amazing voice. We’ll definitely be back to try other menu items and enjoy the atmosphere that we experienced.
Tommy A — Google review
My friends and I went to Island dogs this weekend to celebrate a birthday. It was a great atmosphere. A chill and fun vibe for watching football or just some lunch and gossip with friends :) Matt and Ayesha were great to us. Matt made sure we had whatever we needed. The food was delicious. We are looking forward to our next visit.
Megan R — Google review
Ayesha was a great hostess and waitress. We ate at Island Dogs back to back nights! She was there both nights and was fantastic. Atmosphere was casual, laid back, and carefree! The owner stopped by our table to chat and check on us! Most importantly, they donated to our kids’ school’s organizations and for that I am thankful and grateful! A company that gives back to the community should always be supported!
L B — Google review
My wife and I went to this establishment. Looking for a good meal and an excellent view on the street. And while our waitress was very friendly in the beginning, she brought our food and never came back to ask how it was. My wife ordered the Fish and Chips and the covering on the fish was very doughy and not to be eaten, and when she finally did come back, we explained to her that if she had been there earlier we would have returned the food but she never apologized.We then ordered another beer and it took at least 10 minutes to get that.So we are very, very dissatisfied with its establishment.Both in the food and the service. There was no tip
Wayne F — Google review
505 Front St, Key West, FL 33040, USA•http://www.islanddogsbar.com/•(305) 509-7136•Tips and more reviews for Island Dogs Bar

28Lagerheads Beach Bar & Watersports

4.5
(695)
•
4.6
(368)
•
Mentioned on 
+2 other lists 
$$$$cheap
Bar
American restaurant
Restaurant
Lagerheads Beach Bar & Watersports is a laid-back Caribbean-style spot located in Key West, offering a quaint waterfront setting and serving up delicious fish tacos and other seafood. It's a popular hangout for locals, providing an excellent selection of food, drinks, and snorkel gear for a day of fun in the sun. The bar is known for its relaxed atmosphere with shaded tables where locals gather to chat about island life.
Cool little private beach joint. Remnants of an old boat ramp under the sand so don't try to dig to China. Of course it's a little pricey since it's in Key West but it was a nice, relaxing visit. The set-up guy, Jimmy chatted with us for a bit. He looks exactly like a guy from home in IL.
Robert B — Google review
Literally an awesome place. Please bring your swimming trunks and get ready to drink some beer and relax and some crystal clear water. Very nice spot. Also you can rent chairs if you wanna lay out. It looks like they also have some just available for free as well.
Brenden — Google review
Everyone here is so friendly. The staff were helpful, I love the fact that they have the free chairs in addition to the lounge chairs ($15/day). Burger was great, fish tacos were okay. I’d definitely recommend going, and I plan on going back!
Noe L — Google review
Awesome place, the food is ok ngl, the smoked fish dip was the best one. The place itself is amazing, a cozy atmosphere with good vibes. We enjoyed every second of it and can’t wait to go back.
Carol Z — Google review
The (small but clean) beach and the scenery here was 5 star by far and we checked out so many spots in Key West! The food selection was minimal so don't come hungry (mostly light breakfast options I believe). I would've appreciated some free water but otherwise, I'll defintely come back and recommend this spot!
JIll4N — Google review
The quintessential beach bar located at the end of Simonton St. There's water access, a beach and dock and first come, first serve seating. You can order drinks and food at the window and find a spot. They rental water gear as well. We went to see Jesse Rice perform his song Landsharks at Lagerheads for the first time here and it was magical!
Ben E — Google review
Wow great little spot to grab a bite and get wet. Saw crabs and fish. Beach is small but atmosphere is great. Food is great.
CS M — Google review
I love the location and the fact that they have a small beach front with chairs. The shop is very quaint. My niece and her husband had coffee and they said it was very good. We were there a little too early to drink. They were playing reggae music which seemed very appropriate for venue. I love the bar style seating facing the water. I highly recommend visiting if in the area.
Dr. R — Google review
0 Simonton St, Key West, FL 33040, USA•http://lagerheadsbeachbar.com/•(305) 509-7444•Tips and more reviews for Lagerheads Beach Bar & Watersports

29Old Town Tavern & Beer Garden

4.6
(1906)
•
4.4
(267)
•
Mentioned on 
3 lists 
$$$$affordable
Restaurant
Bar
Delivery Restaurant
Nestled just a stone's throw from the lively Little Room Jazz Club on Duval Street, Old Town Tavern & Beer Garden is a vibrant hotspot that perfectly blends original and contemporary pub cuisine. This inviting venue boasts both indoor and outdoor seating options, making it an ideal gathering place for friends looking to enjoy a quick bite or sip on refreshing drinks.
Stopped in after walking all over Key West this afternoon. Our party of 5 walked right in and were greeted happily and a table was cleared right away. They immediately brought us all some cold water. We were informed that it was happy hour from 4-7 PM, so our drinks and food were all discounted. To top it off, the food was amazing and our service was impeccable. We would definitely return!!
Jennifer T — Google review
We came in around 630pm and there was plenty of seating. We seated ourselves and it took about 10-15 minutes for our server take drink orders. A little slow but service was good in all . Food was amazing. We ordered burgers and fish sandwich one issue with a burger that caused it to come out super late and manager came over to apologize. They took that burger off our bill. Great atmosphere, great good great vibe.
John P — Google review
In the heart of Old Town, where the cobblestones whisper stories of pirates and poets, lies a refuge of mirth and mead: the Old Town Tavern. ‘Twas here that our party, weary from battling humidity and sunburn, found sanctuary in the form of cold drinks, warm staff, and an atmosphere straight out of a bard’s dream. The ale flowed like tales in a drunken dwarf’s mouth – strong, smooth, and slightly mysterious. The barmaid (perhaps a retired rogue?) had the swiftness of a cat and the wit of a wizard. And the food? Dragon-slaying good. One bite of the wings and we knew: we’d found a hidden gem guarded not by beasts, but by excellent taste. Verdict: If ye seek a place to roll your dice, raise your glass, or simply watch mortals mingle – this tavern’s got the charm, the cheer, and the charisma. A critical hit for any adventurer passing through Key West.
Der T — Google review
We had an excellent visit to Old Town Tavern & Beer Garden on Duval Street. The Fish & Chips with Smithwick’s Ale-battered grouper were hands down the best I’ve ever had. The batter was perfectly crisp, the fish was fresh and flaky, and the fries were hearty and well seasoned. Absolutely worth ordering!!! We also tried the Grilled Greek Salad with romaine, feta, olives, cucumber, tomato, and citrus vinaigrette. Even though we didn’t really taste or see the “grilled” aspect, it was still a flavorful and refreshing salad that paired nicely with the heartier fish and chips. Another highlight was the Blue Chair Bay Key Lime Colada, served on the rocks. It was smooth, creamy, and delicious. Even though it tasted more like a traditional piña colada than something uniquely “key lime,” it was easily the best one I had during my time in Key West! Darker cherries were a nice touch. The atmosphere is relaxed and inviting, and it’s also dog friendly as you can see from one of my photos our pup appears in. They kindly brought water for him and made sure he was comfortable (dogs do have to stay leashed on the floor). All in all, Old Town Tavern delivered excellent food, great drinks, excellent service and a welcoming vibe. I would definitely come back and recommend it to anyone looking for a great meal in Key West.
Magen O — Google review
Cute and cozy late night spot on Duval street with decent options. I liked the Ruben egg rolls… they reminded me of the OG Costco chicken bakes and had bacon in them. The hangover burger was decent but the mayo threw me off.. it was good house-made mayo, but it was so much that it was dripping down my plate and hands. The pork and pickle flat bread was definitely interesting unfortunately it was so salty so we didn’t really finish it. Recommend the tavern steak sandwich!! The vibes are very cozy but best if you dine solo or as a pair. Our family of 4 was seated in the way back which was fine.. but they lowkey forgot about us. Bro did not refill our water one time. 😭 Outdoor seating is really cute when it’s open. Close to other lively late night spots, including a bar and a small club so you can enjoy the atmosphere. overall, food was okay…just salty. I was starving but I wasn’t really blown away so it probably would’ve been aight if I wasn’t this hungry 6.5/10
Rebecca L — Google review
Stopped her for lunch after walking around Duval St. My husband and I shared Reuben egg rolls which were excellent. Waitress was awesome. Would go back if we’re in the area. Good banana beer!
Kathy S — Google review
Old Town Tavern & Beer Garden Key West 5-1-25 Stopped by for dinner on a Thursday about 4 pm. They were not that busy and we got a table fast. Out waitress was on the ball with drinks and took our food order quickly. This place has a beautiful garden patio area overlooking Duval St. I ordered the Fish and Chips which came with Smithwick’s Ale Battered Grouper, Thick Cut Fries and Tartar Sauce. My wife ordered the mixed Garden Salad and added the Blackened Grouper to it. She loves their Key Lime Colada drink and orders one as soon as she sat down. The drink was amazing, good and cold. My dad got the Wings with Fries. Our Food came out fast and all looked amazing. My Fish and Chips were very good. The piece of Fish was very large, and I got lots of Fries. My wife loved her Salad with Fish. My dad’s Wings were good. All food as hot and very tasty. The waitress checked on us many times. I must give this place a 5 out of 5 stars for the good food and great service and atmosphere. ⭐⭐⭐⭐⭐ Follow Me On Fb For More Reviews & Fun. Gulf Coast Terry
Gulf T — Google review
As we were walking down Duvall St we saw a cute outdoor seating area then walked a little past and found the bar proper. It was so inviting we had to go in for drinks and food. I had a Key Lime Colata and let me tell you it was so flavorful that my guy ordered on also!😊 Jennifer was so helpful when we asked questions. Her recommendations were spot on. We highly recommend!🥰❤️
Shasta L — Google review
900 Duval St, Key West, FL 33040, USA•http://www.oldtowntavernkw.com/•(305) 296-0637•Tips and more reviews for Old Town Tavern & Beer Garden

30Heroes Bar and Liberty Lounge

4.8
(333)
•
Mentioned on 
3 lists 
$$$$cheap
Live music bar
Liquor store
Lounge
Heroes Bar and Liberty Lounge is a hidden gem located on the harbor, offering one of the best sunset views in Key West. Open seven days a week from 10 am to 10 pm, this spot features live tropical music every evening. Visitors can enjoy the warm hospitality of the bar staff, with Pixie being highlighted as an amazing bartender who treats everyone like old friends. The establishment provides a welcoming atmosphere for patrons to relax and create memorable experiences while savoring unique cocktail creations.
110% recommend Heroes Bar and Liberty Lounge. Momma Jo and the entire staff are the best! Their love for Military, Law Enforcement, Fire, EMS and Nursing is quite evident the moment you walk in the door. Grab yourself some food from the nearby restaurants and get your butt back over to Heroes, grab a libation and head upstairs to the lanai of Liberty Lounge or plop yourself down at the bar, talk to the incredible bar tenders and listen to some great live music. You wont regret it!
Roy E — Google review
Came for memorial weekend, stopped by Heroes Bar and had such a nice time! Great music, the bartender Mikey was super friendly and we love how it honors our military and first responders. Next time we are in Key West we will definitely be back, thank you!
Kirra L — Google review
They did have food, but there is a Jamaican restaurant next door that offers really good food. My son had oxtails and rice with cabbage. This is a great bar honoring those who serve as well as first responders. Great place in Key West to check out. The waitress was the best. I will definitely be going back the next time I am in Key West, Florida
Doc S — Google review
Really fun bar with live music, not just playing covers. Bartenders were cool and the drinks reasonably priced. Their balcony has a nice view for people watching.
Natasha B — Google review
Its advertized as a military bar, but...its a cop hang out. I am not a fan of those co-opting military valor. That said, Bartender was a good kid with proper respect and served some cool beers on hot days. Not a bad pit stop on a walkabout.
Mitch S — Google review
Small bar that had live music til 2am. More of a younger crowd for a Friday night was right up my alley. Reasonably priced drinks and a chill atmosphere.
Jaw K — Google review
This is a nice lively place, where you can hear rock music all the day. It’s very crowded and busy place, this street has paid parking spaces which is convenient, as chances of getting parking is easy. We stayed in the rentals right above this place and it was an expensive but nice stay. These buildings are like 100 years old.
Wandering G — Google review
Nice bar that serves vets, military, police, first responders, nurses, doctors and even discount to the locals. Great happy hour prices. Bartender was awesome. I even found one of my former patches of my unit that i was part of early in my Army career🥰
Maria — Google review
506 Southard St, Key West, FL 33040, USA•https://www.heroeskw.com/•(305) 204-4991•Tips and more reviews for Heroes Bar and Liberty Lounge
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31Shots & Giggles

4.7
(286)
•
Mentioned on 
3 lists 
$$$$affordable
Bar
Shots & Giggles is a low-key and intimate bar located in Key West, offering a wide selection of over 60 craft beers, wine, and spirits. Nestled off the beaten path, this dive bar has been a part of the Pier House Resort for nearly 40 years, embracing the area's history and characters. With plenty of TVs to catch sports games and ice-cold beer, it provides a youthful and laid-back atmosphere.
We were spending the day in key west and stopped at this cute little bar!! Chill vibes and good prices.
Claudia J — Google review
So I went to this place in Key West and I heard it was the greatest local bar in Key West. So I stopped in and started ordering drinks and locals were super friendly! They gave me tips on where to fish, snorkel, where to find the best Taco Truck it was freaking awesome!!!! Everyone is super cool and laid back. I also heard that they have Pro football and Pro tennis players stop by to see the owners!! That is awesome!! So after a couple hours the owner showed up and I was like whoa 🤯 you really look like my older sister! She shook her head and was like OMG stop messing around and let’s go to Dinner. I was like OK!!! Turned out that she does own the bar and she has been there for 20 years. If only I knew sooner! ( Just Kidding I always known) This is my sister’s bar. It’s freaking fantastic please stop by and have the Mermaid water. I thought it was just juice and I had a lot of it. Turns out it’s a drink only served at S&G’s baby!!!! Thank you for listening to my review you won’t be disappointed!!!
Javier R — Google review
Great (locals) spot! The staff and locals were super friendly, helpful, and they had the Phillies on! (They were playing Miami 😂) Get the Mermaid Water!!! Pictured is the Mermaid Marg - also delicious
Lawren D — Google review
Loved this quaint little place! We were shocked at the beer and wine selection for such a small bar. We loved the drinks and the atmosphere and had great service as well! We will definitely be back!
Brianna — Google review
Fun little hole in the wall bar! Great place to grab a drink or shot. I had the daily special which was a refreshing watermelon drink. 🍹 prices were super reasonable as well. We will go back.
Hannah L — Google review
Take the Ghosts and Graveyard tour to hear the real story of this bar. Dancing Queen -Abba
S K — Google review
Cute little bar. Very small but you can get shots from the window as well. Service last year was friendlier but the shots were still tasty.
Amy S — Google review
Love this place. Cool atmosphere and a chill local vibe. Lots of choices for alcohol both well and premium alcohol. They have a Monday Margarita's for $5, Tuesday and Thursday deep eddy cocktails 2 for 1, Whiskey Wednesday $5 sellect Whiskey, tequila Fridays $5 suerte Blanco tequila
ROCK B — Google review
201 Ann St, Key West, FL 33040, USA•http://www.shotsngiggles.com/•(305) 304-8562•Tips and more reviews for Shots & Giggles

32Conch Republic Seafood Company

4.4
(11353)
•
4.2
(7272)
•
Mentioned on 
2 lists 
$$$$affordable
Seafood restaurant
Conch Republic Seafood Company is a popular Key West restaurant known for its laid-back atmosphere and stunning waterfront views. The eatery offers a diverse menu featuring Caribbean-style seafood dishes, including options for vegans and vegetarians. Guests can enjoy live music performances while dining and taking in the sunset over the ocean. The restaurant's location pays homage to Key West's conch industry history, with the area once being known for its abundance of queen conchs.
Conch Republic Seafood Company is a total gem in Key West! We started off with the conch fritters—hands down the best I’ve ever had. Perfectly crispy on the outside and packed with flavor inside. For the main course, the blackened Yellowtail Snapper was absolutely amazing—fresh, flaky, and perfectly seasoned. The blackened shrimp didn’t disappoint either. The open-air dining right by the marina created the perfect laid-back island vibe. Watching the boats come and go while enjoying top-notch seafood made for an unforgettable experience. Friendly service, great food, and unbeatable atmosphere—can’t wait to come back!
William D — Google review
We were looking up good places to eat and this one popped up. And it didn't disappoint. Food was good and plentiful. The server we had was the greatest, wish I caught her name so if someone goes there you can ask for her. She informed us on the difference between the lobsters 🦞, just anything we ask she had a answer. Right by the water just too. While we were waiting for our food, two guys was cutting up fish right on the dock. Will return, atmosphere was awesome too.
Reanee S — Google review
If you’re looking for a place that captures the true taste and spirit of Key West, Conch Republic Seafood Company is an absolute must-visit. Start your meal with their Calamari, Crab Cakes, and Stuffed Mushrooms Martinique, all three are exceptional and set the tone for an amazing starters. For the main course, the Local Snapper Fillet and St. Kitts Pasta are standouts fresh and flavorful. You really can’t go wrong with this combination. We visited while on vacation, eager to try new places, and this one quickly became our favorite for both lunch and dinner. There was no wait time during either visit, which is perfect. The sunset views from the restaurant are absolutely stunning, creating the perfect backdrop for your meal. Don’t miss out on their frozen drinks, especially on a hot Key West day they’re very refreshing.Overall, I’d rate this spot a solid 10/10 a must-try when in Key West.😍😎🌅
Jane K — Google review
Amazing waterfront location! Location was packed and we still got a table quickly. Huge selection of menu items to chose from and they all sounded delicious, including the fresh fish of the day specials. We had the fish dip with jalapeno, the swordfish catch of the day special, and the island salad with blackened Mahi. We loved all of it! We saw that dessert menu on the table and couldn’t resist. You gotta get the warm pineapple upside down rum cake with ice cream….my favorite dessert ever!
Jeffrey S — Google review
What a gem in Key West! Conch Republic Seafood Company is perfectly situated on the marina with stunning views of the yachts and water—such a relaxing vibe. We loved the spacious indoor/outdoor seating options, which made it easy to enjoy the breeze. The fresh seafood was spot on: the lobster was tender and flavorful, the mahi-mahi grilled to perfection, the fish salad refreshing, and even the chicken tenders were a hit with the kids. We spotted plenty of folks raving about the cheeseburgers and other dishes that looked mouthwatering. Convenient paid parking right nearby made it hassle-free. Popular place and for a good reason!
Joshua G — Google review
This is one of the coolest places to chill in Key West! The vibe was cool, drinks were amazing, especially the Mojitos! Omg, I needed a nap when we were done here lol its also boat week so alot of stuff going on! The food was delicious and our server was a great guy and took good care of us. Will definitely be back this week.
Debra H — Google review
Was on one day trip to Key West and wanted to explore good food with lively ambience. This place was just perfect. You have a wide choice of items on the menu including a delicious salad. I wish I was into sea food, would have definitely enjoyed it. I am more of a chicken and vegetables person so my reviews are around that. The chicken dish we ordered was delicious and the salad was fresh. It has clean ambience and well maintained restrooms...specially needed if you are traveling extensively.
Shalini S — Google review
We truly enjoyed our dinner here. My goal was to find some good seafood and I had done my research before we went to Key West. Our waiter was experienced, knowledgeable, attentive and quick. He made it a seamless and enjoyable dining experience. Everything we ate and drank was perfect. Wish the Conch Republic Seafood Company was in my hometown.
Leesa S — Google review
631 Greene St, Key West, FL 33040, USA•http://www.conchrepublicseafood.com/•(305) 294-4403•Tips and more reviews for Conch Republic Seafood Company

33Southernmost Beach Café

4.0
(1646)
•
4.3
(5983)
•
Mentioned on 
+1 other list 
$$$$affordable
American restaurant
Caribbean restaurant
Seafood restaurant
The Southernmost Beach Café is a beachfront open-air restaurant located at the Southernmost Beach Resort. The café offers American cuisine and a relaxed, shabby-chic ambiance with ocean blue walls and French cafe chairs. It's a popular spot for both locals and tourists to enjoy stunning views while savoring seafood dishes like crab cakes and conch fritters.
Took my kiddos to the Butterfly Garden and as soon as we walked out, they both were “hungry.” We took a walk down towards the beach, and Southernmost Beach Café was the sight for sore eyes. We had a minimal wait time since it was very busy and during lunch time. We were seated within 20 minutes, and we didn’t mind waiting. The restaurant is very relaxing, with various views of the beach and pier. Our server, Angela was the best. She advised us that the credit card machine was down and we needed to pay in cash. No biggie, our drink order was taken, and our food was out in no time. The meal was fresh, and the jalapeño on the burger were very spicy and added a kick. The French Fries were crispy the way I like them, and both kiddos and I were STUFFED! The entire meal was amazing, and the service was awesome. If you’re looking for a kid friendly restaurant with great beach views and delicious foods, please consider Southernmost Beach Café. Enjoy!
John I — Google review
Just had dinner here the other night. Wow! White table cloth experience. Being right on the beach made the sunset extra special. Plus the service and the food was amazing! Some of the best seafood dishes I have had in Key West. If you are looking for a romantic evening, you should check out Southernmost Beach Cafe! I will be back to check out their happy hour menu!
Jordan U — Google review
A great open-air restaurant on the beach. Went for breakfast (twice) on wet, rainy mornings. The food was good though they only have heavily seasoned breakfast potatoes and not hashbrowns (our favorite). Server was good though very soft spoken and spoke only basic English. Happily surprised that they have gluten-free bread.
Cindy B — Google review
Food was good. I had the poke bowl which could have used more sauce because it was a little bland otherwise but everything was cooked perfectly and the presentation was nice. Can see the water easily though the beach does have a lot of sea grass (which is fine since it’s important). They only had fans so if you’re looking for AC don’t think this is the place but for dinner it was cool enough. Staff was very nice. Pricing is more affordable than some of the other places nearby.
Kaylee — Google review
2025 Key West Caravan with Central Florida Corvette Association (CFCA) friends - we come every year. This year we discovered the Southernmost Beach Cafe- Very Nice... Great breakfast feast, great service and a wonderful atmosphere looking right out at the beach.
Obie N — Google review
Beachfront, open restaurant💜It was early June & weather fairly mild (mid 80's). Went on a Sunday abt 5:00 & the place was sparsely populated except the bar area which had 10-12 people. We had to ask for directions bc it's tucked away from street & we didn't see signage. Chickens & pigeons (chickens are protected by city ordinance) wandered through the restaurant which we loved. Wait staff was very good, & we'd consider returning if we make it back to Key West.
Pearl R — Google review
We went out and got a bunch of lobsters and speared fish with captain Jimmy with conchlife charters. #chefceyenne took our bounty of fish and lobsters and prepared a custom dish just for our table with Hawaiian Japanese fusion mix…. It was amazing. Also filets you could cut with a butter knife. Check this place out, take your catch here!!!!!! Check out pics
Billy C — Google review
Usually I take a picture of my food, but I was too hungry and it looked delicious. We ate here for breakfast and I ordered eggs your way with bacon. The bacon was cooked perfectly and the proportions were well worth the money. I dined with four other people who ordered a variety of items from the menu, and no one was disappointed. Quick service, outdoor seating and an overall great experience.
Alexis K — Google review
1405 Duval St, Key West, FL 33040, USA•https://www.southernmostbeachresort.com/dine/southernmost-beach-…•(305) 295-6550•Tips and more reviews for Southernmost Beach Café

34Better Than Sex - A Dessert Restaurant

4.8
(4753)
•
4.5
(4254)
•
Mentioned on 
2 lists 
$$$$affordable
Restaurant
Dessert restaurant
Ice cream shop
Wine bar
Better Than Sex is a daring dessert restaurant located in Key West, offering an intimate and romantic ambiance perfect for a date night or a girls' night out. The menu features decadent desserts and wines with suggestive names, created by the creative pastry chef-owner Dani Johnson and her husband Len.
We absolutely loved this restaurant. It’s the perfect hidden gem for a night out with your girlfriends or an intimate late-night treat with your significant other. The atmosphere is sensual and inviting, with low lighting, rich reds and blacks throughout the space, and a flirtatious vibe that immediately sets the mood. We ordered the “Four-gasm,” which included four different decadent desserts — each one more delicious than the last. The wine selection was excellent, with thoughtful pairings available. They dip the wine glasses in a sweet sauce, which may be a bit rich depending on your taste, but pairs wonderfully with a dry wine or a port. The seating felt intimate and semi-private, and there are sections where you can even draw curtains for extra privacy if you want an even more secluded experience. Service was top-notch: attentive, warm, and made us feel completely cared for without being overbearing. We went late at night, and while it wasn’t busy, the quality of service never wavered. This spot is clearly designed for adults (definitely 21+), and would be an ideal start to a long, memorable evening with someone special. Highly recommend!
Ashley — Google review
It was a great experience. Desserts were delicious. My only recommendation is the following : we wanted to try a few things, but we didn't realize how rich and large the desserts were. I wished the waitress would have been upfront with us about the size desserts and the give us a little heads up about the amount we ordered. Otherwise no complaints at all. Very fun. The missionary dessert was amazing!!!
Janet S — Google review
A tasteful, exciting and sensuous experience. I was so glad my friend recommended this. The drinks are unique and delicious. I just wish I had more room in my stomach for the desserts or if there was a variety of sampler plates one could have I wanted to try so many more things, but The ample portions of what I did choose tapped me out
Failure L — Google review
So amazing!! The staff was so friendly and helpful with choices. The drink where amazing. The dessert were so good. Cheesecake was creamy. Carrot cake with so good. And the chocolate cake to die for. My husband is not a dessert guy but the caramel on rim he couldn't stop talking about. I highly recommend.
Nicole L — Google review
Several people told us how great this place was and that we should go here so we did. The vibe was fun! It’s dark and cozy and intimate and the menu reads like a smutty novel. Unfortunately, the desserts were not it for me. They were fine, but not mind blowing or anything. We got the four-gasm sampler and everything was just very mid, nothing really stood out. If that’s better than sex, you might be doing it wrong. That being said, if you’re looking for a fun and sexy vibe it might be worth a stop, just don’t expect mind blowing dessert
Beth S — Google review
Love this place! I make it a point to come every trip! The desserts and the drinks are amazing! Make sure to have a reservation. Sometimes it can be very busy.
Madison R — Google review
I have been dying to come on our last couple visits to the Keys. I’m so glad we made a reservation and went. It gives you the atmosphere you expect…dark, moody and full of desire…for dessert. We tried the Virgin Kiss, Choco Milk, the Fourgasm and the Cookie Nookie. We will be coming back to try some other options. The Red Velvet Cheesecake threw me for a loop and may be my favorite, unexpectedly.
Jennifer D — Google review
This is definitely a must try experience while in the Keys. We made a reservation but ended up coming an hour early and they quickly accommodated us. The inside is very dark and romantic, decorated with candles and chandeliers. Their music selection is perfect too. Our server was great in explaining the menu and making recommendations for us. We ordered an espresso martini and an Irish cream cocktail for our drinks which were delicious. We got the sampler with 4 different desserts on it. They included a candle with “happy honeymoon” on the plate which was a nice touch. The desserts were good, not great, which is why I only gave 4 stars. Overall I do recommend checking this spot out just for the experience!
Kacie E — Google review
926 Simonton St, Key West, FL 33040, USA•https://www.betterthansexdesserts.com/•(305) 296-8102•Tips and more reviews for Better Than Sex - A Dessert Restaurant

35Half Shell Raw Bar

4.4
(4578)
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4.2
(2972)
•
Mentioned on 
2 lists 
$$$$affordable
Seafood restaurant
Bar
The Half Shell Raw Bar is a laid-back fish house located in a former shrimp-packing facility, offering waterside seating and picnic tables for a relaxed dining experience. The restaurant prides itself on serving the freshest seafood, reminiscent of classic waterfront joints in Key West. Menu highlights include the Shrimp Po' Boy sandwich and conch ceviche. The casual atmosphere is complemented by paper plates and plastic utensils, adding to the authentic charm.
This is our first time coming here. It was recommended to us by a local. SOOO happy we came! Food is amazing, the view is incredible, and service is excellent. Thomas was our server and he was awesome! Very friendly, quick, and personable. Wonderful experience!
Jen ( — Google review
Half shell was our first stop in Key west and we had a great time there! The mussels were delicious and the garlic bread, omg. So good! Fish and chips was good. Beer was cold and service was okay. They have non alcoholic drinks! The place has an incredible vibe. You can see it’s a place with great memories and make people happy. Love the decoration! Plus, you can have a beautiful view from the pier. Go for happy our. Prices are great! 😉 Definitely recommend!
Aryella A — Google review
Love coming here. I had lobster egg rolls and my husband had batter fish with fries and coleslaw. It’s our third time coming here for lunch…Food is excellent here!!!!Not so crowded at lunch time. We sat next to the marina. I got to see all kinds of tropical fish next to me. This was the highlight of my afternoon!!!! Omg!!!! Even the chicken was closed by…🐓 Go see it for yourself….🐠🐟🍤🦞🍺🍷
SUSAN M — Google review
Love love this spot. Come for happy hour and sit by the bay. Must get: Gulf oysters. So fresh. Get at least a dozen Clam in a bucket. So fresh and tasty with white wine sauce SOLID: Conch fritters. Worth trying given that it's a big deal in keywest but it's decent. SKIP: Steamed mussels: we sent it back given that it was rubbery. Viognier by the glass was excellent.
Rebecca C — Google review
I think this is the best happy hour we found in Key West, maybe the best happy hour I’ve ever had. Everything was so good, the blackened snapper was the star for me. Had a nice seat on the water, lovely
K J — Google review
Our second visit and a must every time we come to KW. Love their food and service. Today Daniel took care of us and made our dinner experience superb. The stone crab claws to die for. Will see u guys next year
Jorge G — Google review
10000/10 highly recommend and would come again! This place is absolutely wonderful! Quality food, service, and premium atmosphere! We had a large party of about 25 people with 14lbs of fresh fish to cook. We also had an hour delay due to personal issues… Not only did they have the best spot to sit a large party in a private section of the restaurant, but they were so kind to accommodate our late arrival with zero fuss. They had the best service and were in top of all the orders for such a large group. The waiter Danny was so even keeled through the chaos and had the best customer service I’ve experienced in years. The BYOC (bring your own catch) was reasonably priced and they will fry, blacken, and grill it up for you. It was absolutely delicious!! Also, they have some of the best oysters in town. Definitely get the garlic baked ones!! Can’t wait to come back!
Janah S — Google review
While touring the area, had a chance to go to the Half Shell Raw bar, I last visited 43 years ago🤗 Atmosphere was hopping, being since we were in the area was in the middle of the Offshore Powerboat Races😲 Had a waterview seat, good food in a timely manner being since the place was busy w/ boat race teams and spectators.
Stephen B — Google review
231 Margaret St, Key West, FL 33040, USA•http://halfshellrawbar.com/•(305) 294-7496•Tips and more reviews for Half Shell Raw Bar
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36Hard Rock Cafe

4.3
(4416)
•
3.9
(2246)
•
Mentioned on 
2 lists 
$$$$affordable
Restaurant
American restaurant
Located in the heart of Duval Street, the Key West outpost of Hard Rock Cafe stands out for its unique setting in a beautifully restored three-story Victorian home. Embracing its historic location, the cafe boasts rock memorabilia and offers a chance to soak in the vibrant atmosphere while enjoying classic American fare. The casual eatery also features a dog-friendly outdoor patio with live music on select days, making it an ideal spot to savor mouth-watering burgers and soak up the lively ambiance.
Live show is a must see at this restaurant. Sandra Lee was rocking the day I went. We loved the atmosphere. The crowd was stopping by the restaurant to see her sing. I felt like in a concert, with delicious food and refreshments.
Natacha N — Google review
My spouse and I came into the Hard Rock Cafe almost close to closing time. Laura, the bartender was absolutely phenomenal. She greeted us with a smile and even though she pulled a double she was happy vibrant and absolutely amazing. Thank you hard rock for having an amazing bartender such as Laura. She absolutely loves her customers and loves her job. She made the best that I’ve ever had
Amie R — Google review
2025 Key West Caravan with Central Florida Corvette Association (CFCA) friends - we come every year. We visited the Hard Rock Saturday and Sunday and Bota took care of us with a small and a large group. Food, Drinks, Service and Atmosphere is always 5 stars..Bota every help with a specal birthday treat for Duane ..
Obie N — Google review
We had reservations on Christmas Evening at the Hard Rock in Key West. We were able to be seated right away. I liked how much quieter this location was than others I have visited. I saw a sign about live music, but there wasn't any the night we were there. I had requested a gluten-free menu for myself and my son. They were ready for us and I was happy to see there were many choices! I had a chicken sandwich and he had a cheeseburger. They were delicious! We are inside, but I think it would have been fun to eat outside to watch everyone walking by.
Bonnie M — Google review
Food was so delicious and worth every penny!
Mind S — Google review
This was a really unique Hard Rock with indoor and outdoor seating. Outdoors you could have patient, sidewalk edge, or the chute little Keys flair bar seating. Indoors was an old island home turned into the Hard Rock. The legendary memorabilia you've come to love hung throughout. It was a timeless feel to a classic place. The staff were all so very kind and welcoming. This one was unique and I'd definitely love to go back for the island flair and unique feel of this Hard Rock. The food was what you've come to love about it. The classics.
Jayme W — Google review
Typical Hard Rock, always delivers. Good variety and one of the few locations in the Keys that has vegetarian options on the menu. Service was great and very welcoming. Live music is played on some nights and it was very good. No complaints. If you are looking for typical HR fayre you can’t go wrong.
Alan S — Google review
We came during fantasy fest, so super busy there. Nicole was our server and while she was super busy and likely short staffed the service did not suffer from that. She was hospitable, quick and when she was going to be an extra few minutes always communicated that to us. The food was great too! Thank you!
Katrina K — Google review
313 Duval St, Key West, FL 33040, USA•https://cafe.hardrock.com/key-west/#utm_source=Google&utm_medium…•(305) 293-0230•Tips and more reviews for Hard Rock Cafe

37Willie T's

4.5
(3117)
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4.2
(1883)
•
Mentioned on 
2 lists 
$$$$affordable
Bar
Restaurant
Nestled in the heart of Duval Street, Willie T's is a vibrant tropical haven that beckons both locals and travelers alike. This lively spot boasts an inviting outdoor ambiance where you can sip on refreshing Florida-inspired cocktails while indulging in delicious American fare made from fresh local ingredients.
I had a blast here. Great way to end your night in the keys. Live music and don't get me started on the Key Lime Mojito. Don't forget to leave your dollar on a wall.
Natalie B — Google review
*** Good Food, Live Music, Friendly Atmosphere *** This was my first time in Key West and at Willie T's. The food and service was great. The environment here is friendly. The locals and tourists all get along like a tight-knit community. The drinks were strong. The clams were delicious, so I was told. Parking can be a challenge, as this is more of a walking area. There is paid street parking available, but you will still have to walk a bit to get here. Check out Willie T's if you get a chance to get to Key West. Highly Recommend - 4 Stars!
Leon C — Google review
I ordered a starter, nachos with beef, and it was large enough for two or three full grown men. It was huge! The waitress that showed us to our table didn’t enjoy her job. She clearly wanted to be somewhere else. The waiter however did an excellent job. It was nice with a live band. However, parking can be as issue of you drive.
Leif E — Google review
An excellent spot for live music and a drink. The food is good but not as good but this place is more about the atmosphere created by the music and cocktails.
Matthew E — Google review
Place gets 5 stars for the drinks and live entertainment as well as the ice cold restrooms😉 saw Kari Wolf here... she's amazing if you're in the area go see her!!
Pierre S — Google review
Excellent atmosphere, live music, great beer and one add on - you can pin your bank notě with the message on the wall as many others before.
Michaela Ř — Google review
Had a blast at Willie Ts! Mike our server was awesome and very helpful, and gave us great recommendations on the food and drinks! Highly recommend!!!
Dan W — Google review
Great vibe, must visit spot in Key West Atmosphere is top notch, food is solid, and the service was quick and friendly. Loved the energy of the place definitely unique with all the dollar bills on the walls. Grab a beer, chill, and enjoy the island mood🌴🍔🍻
Yuri U — Google review
525 Duval St, Key West, FL 33040, USA•http://www.williets.com/•(305) 294-7674•Tips and more reviews for Willie T's

38Jack Flats

4.5
(2400)
•
4.3
(1601)
•
Mentioned on 
2 lists 
$$$$affordable
American restaurant
Restaurant
Sports bar
Jack Flats is a laid-back sports bar located in Key West, offering a home-style surf 'n' turf menu and a great spot to catch the latest sports action on their 19 big screen TVs. It's popular among locals and sports fans for its generous food portions, reasonable prices, and family-friendly atmosphere. The venue provides a neighborhood joint vibe with cold air-conditioning, delicious homemade food including 12 oz burgers and Grouper sandwiches, and great drink prices.
We stopped in for lunch on a hot May day. The air-conditioning was welcoming us. The hostess greeted us with a cheery smile and showed us to our table. Our server was Jason. A very nice person who was friendly and attentive. We enjoyed talking with him. Jason welcomed us and gave us menus. After giving us a few minutes, he took our order. It seems only seconds went by, when our food appeared. I ordered the Pulled Pork that was a Friday special and my husband ordered the Club. There were fries galore with both orders. Both were very good. (Here's a picture of our half eaten sandwiches.) The servings are plentiful. We ended up taking half home. There are several TV's over the bar showing various sports. And 70's, 80's and 90's music playing in the background. All in all, it was a very enjoyable lunch.
Patricia H — Google review
Flat Out Awesome at Flat Jacks! We walked into Flat Jacks in Key West expecting a wait — because let’s face it, good food usually comes with a line. But nope! Zero wait time. We were seated faster than you can say “extra syrup, please.” The vibe? Super chill. It’s the kind of place where you can kick back, relax, and actually hear the people at your table without shouting over blaring music or the clang of 47 dishes. Comfortable seats, laid-back atmosphere — it’s like breakfast with your cool neighbor who knows how to cook. Now, let’s talk about the food. Everything we tried was delicious, from the fluffy pancakes to the savory options. The best part? The menu won’t wreck your vacation budget. Great taste, generous portions, and prices that made us do a double take (in a good way). Flat Jacks is one of those rare spots that delivers speed, comfort, and flavor without the tourist-trap price tag. We left full, happy, and already planning our next visit. Highly recommend!
Aj S — Google review
AMAZING!!! Me and my girlfriend split the Nashville Chicken Salad and the Jack Flats Burger. The Nashville Chicken Salad greatly exceeded my expectations! The food presentation matched how it tasted!!! It definitely wasn't slapped together and put out. As we would say in the military, the Chef went "Above and Beyond"!!! On top of great food and drinks, the prices were extremely reasonable and the service was great!!! Sorry I forgot to take a photo of the burger until after I finished it! THANK YOU CHEF FOR THE GREAT MEAL! Craig 😀👍
Craig H — Google review
Food is great and the TVs are great, service is good and the place was busy and we didn't have to wait long at all. Conch fritters were fire as was the shrimp poboy along with the cajun chicken sandwich.
Rogelio E — Google review
We randomly found the place. The prices were reasonable so we stopped by. The service was great and the food came out quick! The food itself was delightful!!! You can tell they make fresh food. If we are in Key West again, we’re definitely coming back.
Monika K — Google review
Greeted promptly by host at door! Server was good until large party came in and we got lost in the shuffle, had to wave down another server for assistance. Portions were very large and burger was huge and served cut into half. Ordered mid well… bun came out burnt and burger came out well/charred. Not terribly busy for a Thursday lunch. Will give another try in future ❤️✌️
Justin W — Google review
Just so close to being perfect! Great place to hang out drink, chill with old and new friends and watch sports! The food's not bad either! Everything was great.and we loved the atmosphere. We'll be back for sure.
Edward H — Google review
Hands down probably some of the best food I have ever had. I got the jack flats burger with bacon and my wife got the buffalo chicken wrap without the buffalo sauce. We went back the next day sooooooooo good. It is a sports bar so it can be loud but it is well worth it.
Brennan P — Google review
509 Duval St, Key West, FL 33040, USA•https://jackflats.com/•(305) 294-7955•Tips and more reviews for Jack Flats

39Rams Head Southernmost

4.5
(3403)
•
4.4
(1413)
•
Mentioned on 
2 lists 
$$$$affordable
American restaurant
Bar
Breakfast restaurant
Rams Head Southernmost is a lively open-air bar that perfectly captures the essence of Key West. With its inviting patio seating, it's an ideal spot to soak up the sun while indulging in a diverse menu featuring mouthwatering seafood, sandwiches, and refreshing cocktails. Signature dishes like conch fritters and guava BBQ baby back ribs are must-tries! The atmosphere is enhanced by live music every day, making it a popular hangout for both locals and visitors alike.
Rams Head Southernmost is a fantastic spot for breakfast in Key West, offering a relaxed outdoor seating area and a smaller, cozy indoor space. The vibe is laid-back and welcoming—perfect for starting your day in paradise. I ordered the seafood omelette, and it did not disappoint. It was loaded with lobster, crab, and shrimp, and topped with a delicious Key lime hollandaise that tied everything together beautifully. You could really taste the freshness of the seafood in every bite. The food came out quickly, and it was clear the staff works hard to keep things running smoothly and make guests feel taken care of. If you’re looking for a tasty, satisfying meal with great service in a breezy setting, I highly recommend Rams Head Southernmost. A definite must-visit when in Key West!
Jeff M — Google review
Nestled in a peaceful side yard of a historic old Key West home, underneath the shade of mature trees, plus tropical palms and other vegetation. They have a nice sized menu with food options for all day. We went for breakfast which was wonderful, and enjoyed some live soft acoustic guitar music. Everything is just a little more expensive than you may be accustomed to in this remote island city.
Fritz F — Google review
Rating def. 4.5-4.75. Our oldest son didn’t like his tortilla shells only reason we didn’t give it a 5/5. Food otherwise and service excellent and cool vibe. The cocktails are fantastic but slightly over priced. We would eat here again and is family friendly. We recommend.
Brent — Google review
We tried this place on our visit to Key West. It was storming pretty heavy, but the outdoor area was well covered and the rain added a nice ambiance. There were chickens running around that we really enjoyed, but we're RUDE! 😂 We started with some Conch Fritters, a Watermelon Mojito and a Strawberry Daquari. For our Mains, I ordered the Cuban Sandwich and She ordered the Fish Tacos. This is where the chickens became rude... They hoped on our table shortly after I took our food photos and stole the top of the bread from one of my sandwich halves and a piece of fish right out of her tacos! The waitress was quick to apologize and although we said it wasn't an issue, she brought us out whole new orders! We just chalked it up to our own carelessness in guarding our lunch, but the extra food was much appreciated! We would love to return during a sunny dry day and try some of the other tasty looking items on the menu our next time we're down here!
Nolan C — Google review
Had a delicious dinner ar Rams Head Sunday night.. We had a large group and opted to eat inside. Waiter was fantastic! Tried some apps, dinners, and sandwiches. Everything was outstanding. Highly recommend
Melissa E — Google review
Fun place to visit. We just had drinks and nachos ( it was a huge plate filled with nachos and topped with … well everything! Truly tasty). Bartender made my husbands a virgin pina colada which was delicious. We sat at the bar and the bartender was friendly yet not intrusive.
Amanda S — Google review
Enjoyed the setting. Relaxing nice place. You want to get here early or try and get a reservation. Lots of options for everyone!
Madison R — Google review
THIS PLACE IS AMAZING!! We recommend the veggie burger and shrimp blt rap! The Caesar salad was spectacular!! The price is great for the huge portions!!
Lo W — Google review
804 Whitehead St, Key West, FL 33040, USA•http://www.ramsheadsouthernmost.com/•(305) 440-3196•Tips and more reviews for Rams Head Southernmost

40Dante's Key West Pool Bar & Restaurant

4.3
(2494)
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4.0
(932)
•
Mentioned on 
2 lists 
$$$$affordable
Restaurant
American restaurant
Bar & grill
Dante's Key West Pool Bar & Restaurant is a lively hangout featuring a large pool with a waterfall, tiki bars, and picnic-style tables. It's known for its DJ-fueled parties, seafood offerings, and refreshing drinks like Painkillers and Key West Lemonade. The venue hosts events like the Halos and Horns Party during Fantasy Fest and offers 'Frozen Favorites' from the drink menu.
Dante’s key west bar and restaurant has a truly Beautiful pool and the fun outdoor key west party atmosphere. You can walk up at anytime or come by boat. There are multiple bars and tables that surround the pool. Drinks are flowing from Mixed to frozen. They have a good food Menu that did have a variety of choices but this visit was for drinks and to check out the scenery . They do check id's and bags on arrival which made it feel safe considering anyone can just park a boat and walk up. They have music and it’s truly a fun young generation scene in key west Busy weekends. This is the party and fun spot
Drive R — Google review
Dante's Pool Bar and Grill is a fantastic spot for both partying and relaxing! On weekends, enjoy a lively atmosphere with a live DJ, great drinks, and tasty food by the large pool. During weekdays, it’s a family-friendly place to chill. The pool area has free lounge chairs for sunbathing, shaded spots, two bars, and plenty of tables for dining. Conveniently, there’s a parking garage right next door on Grinnel St for $5/hour. Highly recommend!
D P — Google review
If you're in Key West and looking for a place to get out of the heat and humidity, Dante's is a solid option. We went and there was no cover fee to get in, though locals mentioned that during busier seasons or for events, a charge can sometimes apply. My advice would be to arrive when they first open so you can secure a lounger, as it can get pretty packed out. Dante's features a large pool in the center of the area. There's a sailfish water fountain and a waterfall that goes over rocks in the background. While there is a good amount of seating, much of it with shade, getting there early is key to getting a good spot, especially during busier times. It's a good setup for relaxing and staying cool. The food we ordered was good. We tried the Bang Bang Shrimp, the Ceviche, and the Conch Fritters. Our waitress was Lexi, and she was very busy, running drinks to everyone and keeping up with orders throughout our visit. She clearly worked hard to make sure guests had their food and drinks. They had a DJ playing music, and the restrooms, located upstairs, were clean. If the heat and humidity in Key West are getting to you, Dante's provides a comfortable place to spend some time and stay cool.
Nathan M — Google review
Dante’s was incredible! We brought in the fish we caught on the Cora Beth fishing tour and for only $12.50 per person they cooked it up—half fried and half blackened. Hands down the best fish I’ve ever had, and the blackened seasoning was out of this world. Huge compliments to the chef! The poolside atmosphere made it even better—laid back, fun, and perfect for enjoying fresh fish in Key West. We’ll definitely be back soon!
C H — Google review
Bruschetta Francesca's? What can I say. The moment I walked in, I was wrapped in an atmosphere so wonderful and inviting, it felt less like a restaurant and more like a trap set by the world’s most charming family. I was greeted, seated, and made to feel instantly "at home" in this fun split-level establishment. I think they might have checked my coat for weapons, but I was so cozy I barely noticed. Our server, Jimmy, was fantasti, even though he refused to tell us the secret recipes. The Bruschettas were a great appetizer to start, but then the Mama's Trio arrived. That's when things got serious. The star of this show was the 5-Layer Lasagna. Friends, I don't know what kind of black magic they use, but every single bite was better than the last, which, if you think about it, defies the laws of culinary physics. It made me instantly nostalgic for my dear, old Italian grandma in the Bronx... Let's not forget I am not from the Bronx, and am I not Italian, but I was suddenly ready to sell my soul for her lasagna and meatball recipe. We finished the meal off with the Tiramisu. It wasn't just fresh; it tasted like it had been freshly invented right there at the table. I simply cannot recommend this place highly enough. It's so good. Go Now
Ben B — Google review
This place was super fun! Waitress was very rude, though. I sat my things down by the pool and instead of “Welcome in! I’ll be your server.” It was immediately “you have to start a tab to sit here”- literally no hello or anything just attitude right off the bat. Decided to give her the benefit of the doubt, maybe she was having a bad day. Will give them another try, but hope the service is better next time.
Rachel L — Google review
It's July in Key West, which means its hot, like hot hot. We stayed on Duval so we walked everywhere in the sun, yikes. My daughter is the one who discovered Dante's and suggested we go there and enjoy the pool. Upon walking in to Dante's, it immediately felt like a oasis in the middle of all the surrounding concrete and buildings. There is no cover charge or entry fee to visit Dante's. All you need to do is just enjoy some libations munchies from the bar area. The pool is filled with crystal clear water and is so inviting, and there are cascading waterfalls flowing over a series of cliffs right into the pool, creating a tropical backdrop. The entire oasis is surrounded by Tiki bars, chaise lounges, and lounge dining with umbrellas overhead to keep you cool while eating and drinking. The moment we sat, a very friendly server came over and took our drink orders, there were so many to choose from. The drinks and eats: We went for Key West Lemonade(vodka & pink lemonade) and the Poolside Daydream(mango, coconut, pineapple, guava, rums, mixed with tropical fruit juices). Both of the drinks were delicious and refreshing, but the Poolside Daydream, really hit the spot (several times, lol). For the eats, we had hot pretzel bites, super nachos, and the chicken tenders. Your typical bar fare, but very good and satisfying. We stayed for a few hours, enjoying the pool, floating games, having some drink and eats, and just chilling and relaxing at the oasis we call Dante's.
Karen C — Google review
We took our freshly caught mahi mahi to Dante's and they prepared it for us. The fish was perfect as well as the coleslaw and fries. Our waitress was wonderful and did a great job taking care of us. We had such a wonderful experience and I would highly recommend Dante's to everyone.
Randy J — Google review
955 Caroline St, Key West, FL 33040, USA•http://danteskeywest.com/•(305) 293-5123•Tips and more reviews for Dante's Key West Pool Bar & Restaurant
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41First Flight Island Restaurant & Brewery

4.3
(1791)
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4.3
(728)
•
Mentioned on 
+1 other list 
$$$$affordable
Restaurant
Bar
First Flight Island Restaurant & Brewery is a laid-back spot with an aviation theme and a courtyard shaded by palm trees. Situated at the historic location where Pan American World Airways was born, it's also home to the Southernmost Brewery in the States. The restaurant offers American cuisine and house-brewed beers crafted by Brewmaster Andrew Koennecke. The outdoor patio exudes island charm, offering a perfect setting to savor their popular street corn and avocado bowl.
Stopped in for a light lunch in this delightful, shaded outdoor courtyard. We shared a few appetizers which were all excellent. The outdoor seating was very shady and comfortable. The service was excellent, attentive but not rushed. Highly recommend.
Mark S — Google review
We really enjoyed our recent dinner at First Flight while on vacation. We started with their DI PARMA flatbread which was phenomenal. I chose their fish tacos for main dish. They were a little spicy but tasted great. My husband had their swordfish & was very happy with his choice. The atmosphere is so enjoyable & they have a beautiful outdoor seating area. Service was a little slow off the start, but I didn't have to cook or wash dishes! There was a wedding taking place upstairs which was neat to watch. Definitely recommend a visit.
Lisa H — Google review
The restaurant has a unique historical atmosphere and a pleasant setting, which makes the visit memorable. The food was tasty and well-presented, and the service was attentive and friendly. However, the prices are on the higher side, so it may not be the best option if you are looking for a casual or budget-friendly dining experience. Overall, it is a nice place to visit for the atmosphere and quality, but be prepared for higher costs.
Alla T — Google review
Loved the outdoor seating, Sitting under banyon trees. We opted for appetizers for a light lunch. Smoked fish dip was so good, and was the tuna poke. Great service, not rushed
Lori S — Google review
Great food! Loved the presentation of the corn appetizer! Beer was pretty good. Seating area outside was really nice, but could have used some additional fans. Would eat there again!
D.A. P — Google review
The ambiance and open air space was next level and the bar was great. Loved the history and merch, too. The food and service were OK. I’d go back but will probably just stay at the bar.
Tea M — Google review
Just stopped in for a couple of cocktails. Didn't have time to try the food, but the menu looked pretty standard for Key West. Service and mojitos were great.
Dave — Google review
A quintessential Key West go-to. We’re frequenters on the Island and this is a place we stop nearly every time. Located a few blocks off Duval, it’s worth the walk. There’s semi-indoor seating for when the heat is too much, and a beautiful courtyard under the trees when it’s cooler. The service is always great and the food delicious. They have some of the best Mahi tacos with a tropical mango salsa flair. Of course you’ve got to try a flight of beer. Highly recommend.
Ed W — Google review
301 Whitehead St, Key West, FL 33040, USA•http://firstflightkw.com/•(305) 293-8484•Tips and more reviews for First Flight Island Restaurant & Brewery

42Fat Tuesday Key West Duval St

4.5
(1768)
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4.0
(547)
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Mentioned on 
2 lists 
$$$$cheap
Bar
Cocktail bar
Fat Tuesday Key West on Duval St is a New Orleans-inspired chain bar known for its lively atmosphere and strong frozen daiquiris. During the day, it offers mellow reggae music and non-alcoholic versions of their famous drinks. At night, it transforms into a club scene with a younger crowd dancing the night away. It's a popular spot to meet up with friends or make new ones while enjoying delicious libations in one of the best bars in Key West.
It was packed! Wanted something cool to quench my thirst on this 96 degree weather lol They had so many flavors to choose from it was hard to make a decision on what I wanted to drink lol. I ended up getting the orange flavor and a jello shot! Wasn't too bad! I definitely gotta buzz lol I can just imagine if you drank 2 or 3 of them. But in the heat... drinking a lot isn't good, so I was cool with my one. But I enjoyed my drink very much! Nice daiquiri bar, I must say!! Great fast service, too! Highly recommend!
Hollywood — Google review
Very refreshing iced cocktails, especially on a hot day and evening. We really enjoyed our drinks and would happily return. Just know a lot of coupons will be valid for this branch rather than the one at the front. The venue is very nice and is clean. Loud music plays in the evenings so do not expect to relax. Overall a good experience.
Thomas H — Google review
I saw someone walking along Duval Street with a daiquiri in hand and got all excited. Turned around to see that a Fat Tuesday restaurant was right in front of me! I first discovered FT while in Tempe, AZ a few months ago. ATMOSPHERE: Unfortunately it's open-air so there was no relief from the 100% humidity sans for the misters spraying folks that walked in. Loud music and a mixed age group made it fun. BEVERAGE: Dreamsicle It was a good thing I ordered a small as I had a real nice buzz at the end. Thank you, everclear! I didn't know you could walk around with your alcohol beverage in hand!? Or was I illegal? Tasted like a blended popsicle with booze. SERVICE: Bartender service was fast and friendly. TIP: Try the Alligator Nuggs. Texture is like a fish and chicken had a baby. OVERALL: My new favorite chain restaurant that I wish would open in Hawaii.
Maui T — Google review
If you’ve ever wondered what it’s like to mainline gasoline in slushy form, welcome to Fat Tuesday Key West. The 190 Octane (153 proof grain alcohol + orange punch) is basically jet fuel with a citrus twist — I’m 90% sure my rental scooter ran better after I spilled some on it. The flavors here range from “fun beach vacation” (Piña Colada) to “pray for my liver” (Cat 5 Hurricane) to “this is how Florida Man is born” (Mardi Gras Mash with bourbon + triple sec). You can even get a 128oz gallon to go — because nothing says “responsible tourist” like walking down Duval Street with a jug of neon alcohol that could double as antifreeze. I got the Souvenir Squeeze Bottle thinking it was cute. Turns out, it’s basically a lifetime commitment — you’ll be refilling it until your doctor writes you a letter. Also, big respect to the Skinny Watermelon Daiquiri: same 153-proof grain alcohol, just “half the calories.” Because obviously the calories were the dangerous part. By the time I mixed 190 Octane Blue Raspberry with Mango Tango and topped it with Spicy Margarita, I’m pretty sure I accidentally discovered the cure for jet lag — or possibly astral projected into Jimmy Buffett’s backyard. Pro tip: Hydrate, wear sunglasses, and maybe text your mom before your third refill, because after that it’s anybody’s guess what your night (or your Instagram stories) will look like. Would I come back? Yes. Should you? Only if your insurance is paid up. 🍹🌴 #FrozenDecisions #DuvalStreetScience
Micah G — Google review
Absolutely love this place and was so pleasantly surprised so see my all time favorite key west performer John!!! He’s always made our experience down in key west the most fun!!! Savannah also was such a great bartender! Cannot want to come back and check in with them again soon!!!
Corey C — Google review
Had a great time catching up with some friends and the bartenders Katie and Savannah have been awesome to talk to. Sharing some great stories about hometowns. Always a good time when these two ladies are working!!
GILES P — Google review
Fat Tuesday owes us nothing... We enjoyed the drinks and dancing! This is one of our go-to spots!
K W — Google review
It’s 20 to Quetion‘s nearby ones bigger with way more choices. The other is like a stop and go for the cruise ship goers the bigger one has better five it has lots of seating parking in the area is atrocious, so good luck with that I had a golf cart and he’ll find parking anywhere. The drinks are good. I wouldn’t say that you’re going to get wasted off of them but if you need to cool down, it’s a great choice.
Tosha J — Google review
305 Duval St, Key West, FL 33040, USA•http://www.fattuesday.com/•(305) 296-9373•Tips and more reviews for Fat Tuesday Key West Duval St

43Virgilio's

4.6
(168)
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4.5
(225)
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Mentioned on 
2 lists 
$$$$affordable
Night club
Restaurant
Virgilio's is a chic cocktail lounge located behind La Trattoria restaurant, attracting an upscale crowd. The bar specializes in expertly crafted martinis with flavors like mint chocolate chip and Key lime pie. Live music and outdoor dancing create a lively atmosphere, especially on Monday nights when martinis are offered at discounted prices.
We just happened to come into this place because the bar across the street for some reason did not want the six of us to come in. What an awesome thing for us! Great venue. Staff was EXCELLENT and a large selection of great martinis. This is now going to be one of our regular stops when we are in Key West.
Randy R — Google review
Went to Virgilio in the back bar on a Thursday for Latin night. Sat at the bar where Alex took great care of us. He makes fantastic drinks. The martinis are unique where he places the extra in a shot glass that is then placed in a larger glass full of ice to keep it cold. And the key lime martini is to die for. Made our night enjoyable.
Rosemary — Google review
The best place for a martini in key west! The bartenders and servers are so friendly at the back of the restaurant martini bar. The martinis are wonderful! We visited a few times and on our last stop, we ordered the mussel appetizer- wow! We ended up ordering a second round of apps to go with our martinis. The staff are really incredibly nice and the live music at night was great!
Chaily H — Google review
There is a martini bar, small, great happy hour, live music, and associated restaurant well known for its wonderful Italian food.
MaryeLois M — Google review
We only came here for Latin night on Thursday since my hubby and I are Hispanic 😊, it was so much fun! The bartender was awesome I had some kind of pineapple/mango martini, it was soo good. The DJ was great, he played bachata, salsa, merengue, and some reggaeton. The dance floor was small but the place in general was spacious enough for ppl to sit and drink as well. The vibe was so much fun, everyone seemed to be having a good time. We went in mid may. My hubby and I hadn't been out in ages and we had a blast!
Jessica V — Google review
Excellent martinis and the band was awesome! We will definitely come back soon!
Stephanie L — Google review
Stopped in because we heard blues from the road. Jesse Cotton Stone. Great atmosphere, great martinis.
Viggetto X — Google review
While strolling in Duval Street, we ended up discovering this beautiful, cozy restaurant. My friend and I thought of eating just pasta. But the moment we entered into the restaurant, the ambience, music, interior, everything was so cozy and welcoming. We got a very nice spot to sit. Starting from the bread to dessert, everything was delicious. We had bread, starter, main course, dessert and coffee. Best Italian food I had so far. Would like to thank the staff and everyone for providing such an amazing experience to us.
Purabi M — Google review
524 Duval St, Key West, FL 33040, USA•http://latrattoria.us/index.php/virgilios/•(305) 296-1075•Tips and more reviews for Virgilio's

44Point 5

4.2
(54)
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4.0
(174)
•
Mentioned on 
2 lists 
Spanish restaurant
Point 5 Lounge, located just a short stroll from the Ernest Hemmingway house on Duval Street, is a charming and romantic spot for a meal or drinks. Housed in a Victorian-style residence dating back to 1850, it has been serving as one of Key West's coziest restaurants since 2002. The bar offers an extensive selection of beverages while the kitchen serves up fusion-style tapas with global influences.
A key west local recommended this to us and it was perfect. So cozy and a cool vibe… must mention that the bathrooms are decorated beautifully (I know, but it’s true). Craft cocktails were delicious and served by a very friendly bartender Heather. Romantic and moody but light and fun. Loved the touch of the live dj playing records — but is not loud or overpowering. Perfect setting for a conversation.
TimKatie B — Google review
The upstairs bartender was so incredibly rude that we canceled our orders and went next door to the Argentinian steakhouse, Viva, instead. Along the way, the downstairs bartender tried to fool us into thinking she was the manager, then she admitted that the manager wouldn't be back until Monday (It was a Saturday night). Not only was the staff at Viva more friendly, but the food was out of this world delicious! I would highly recommend Viva Argentinian Steakhouse next door to Nine One Five due to better pricing, professional staff, and much more creative and varied menu selections (better pricing as well). Nine One Five seems to have gone downhill, and to be honest, I don't know that they were ever anything more than an overpriced, flavorless kitchen in the back and an incompetent and rude staff up front.
Florida M — Google review
The server was great, she greeted us well and gave few local recommendations, etc., good restaurant ambiance and environment but food was super underwhelming and we did not have fulfilling experience. The food was tangy, soury, oily and burnt. I would not recommend this place to anyone. Very disappointed.
Siddharth S — Google review
Great upscale food and drink in Key West. Nice casual house inside and good small patio or deck outside. Casual and not too big. We came here every day on a recent trip to grab a drink and appetizer at the bar. We cannot speak for the whole restaurant experience, but we had superb service from the various bartenders and enjoyed great appetizers and well-prepared drinks. Great selection. It's an old house, so a bit small. My only complaint is that parts of the restaurant have poor A/C. Restrooms were like 100 degrees. Fix that and you've got it all covered. V
Chris M — Google review
Balcony cocktails and exceptional food on Duval. Andy and Agnus are friendly and enthusiastic about there bar and restaurant atop 915. Romantic tables and nooks inside and out, and a great balcony for people watching a light dinners and drinks with friends. The food is gourmet. Thoughtfully designed menu and very consistent— walnut pistachio tacos are a vegan’s dream. And the Burger is so fresh, perfectly lean, and cooked it doesn’t need an oz of sauce on it, though you can add it if you must. I also love the gnocchi—sauce is stellar. Eggplant dish is also great
Ben P — Google review
Hubby and I absolutely loved this place. We had the littleneck clams and the lobster ravioli...so delicious! Our hostess/server, Natalie, was awesome. They were also very friendly to our little furbaby.
Angela W — Google review
we arrived first for a party of 6. It is first come first serve here up stairs above 915 restaurant. The first server we had was great and friendy, the second who took over once the rest of our party arrived was not the best. They have a wrap around porch for seating and a small bar inside. we sat outside in a corner and could overlook duval street people. we had a couple fancy cocktails that tasted like key lime pie and I had a twist on the manhattan, pretty much a old fashioned and manhattan mixed, not bad but so so . they had a few others we tried that were very good also. we got small plates to share, like cheese and meat spread, fish tacos, truffle fries, all very good. everyone stuffed their faces. all in all the second server was not the best and kinda short tempered with everyone but the ambiance and the drinks/food were very good. we'd go back.
Ian G — Google review
The lamb chop is amazing. Probably the best I've ever had. Chorizo and clams were great as well. The staff was very friendly and helpful. Will be back for sure.
Mike H — Google review
915 Duval St #5, Key West, FL 33040, USA•Tips and more reviews for Point 5

45Whistle Bar

4.1
(155)
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4.0
(173)
•
Mentioned on 
2 lists 
Bar
The Bull & Whistle Bar in Key West is a unique three-in-one experience. The ground floor features the lively Bull bar, adorned with murals and often bustling with crowds. Upstairs, the Whistle Bar offers a more relaxed atmosphere with large windows and a balcony for prime people-watching on Duval Street. This popular spot also hosts holiday celebrations and rooftop parties, drawing both locals and tourists alike.
Another long standing business on Duval Street that attracts a lot of tourists, especially to the Whistle Bar on the 2nd floor and if you dare, to the 3rd floor where clothing is optional but you have to give your cellphone to the security guards while you are there. They are very strict about no photos there nor any funny business. We sat on the balcony so that we could watch the Duval Street action diwn below us. We each had a drink and chatted with other patrons about Duval Street and the best places to go to. Everyone was laughing and having a good time the bartender was friendly and service was great. Parking is not easy to get in this highly busy area. Try the side streets and walk thete. There's so much to see that you won't mind the short walk.
Astrida M — Google review
Shoot a few games of pool....people watch on the balcony. Life is good. Bartenders are always great. El Jefé, wife n dad had a great time last weekend.
Jeff S — Google review
In a neon-lit corner of Key West, where the humidity clings to skin like an old friend who's had one too many, the Whistle Bar on Duval Street stands as a testament to Florida's particular brand of organized chaos. This isn't a place that whispers; it bellows its intentions through blue LED lighting, wooden latticework, and a peculiar spider-like decoration that looms from the ceiling like some maritime guardian. The space unfolds as a living collage—part beach shack, part dive bar sanctuary—where ocean-themed artwork competes with what appears to be a Klimt-inspired painting that would raise eyebrows at MoMA. Here, the aesthetic can best be described as "whatever washed ashore and looked interesting." Patrons perch on wooden barstools like sailors resting at port, nursing drinks served by bartenders who've likely heard every story the Atlantic has to offer. The bar's layout reveals itself as a labyrinth of wooden dividers and cramped corridors that create distinct social microclimates: the pool table zone with its verdant overhead lighting; the main bar area where elbows touch and conversations blend; and the coveted balcony spots that offer prime viewing of Duval's nightly human parade. "It's cozy, let's say," remarks a sunburned tourist, wedged between a wooden post and someone's enthusiastic gesticulation. For the ambulatorily challenged, Whistle Bar presents itself less as a destination and more as an Olympic event. The uneven wooden floors, narrow passages, and high seating create what accessibility advocates might generously call "a beautiful mess." Those requiring mobility assistance would be wise to arrive with a patient companion—or perhaps during the unlikely quiet of early afternoon. The surrounding ecosystem of Duval Street enhances the Whistle Bar experience. The nearby Garden of Eden provides an atmospheric soundtrack that bleeds through the walls, while The Bull—described by locals as the Whistle's "rowdy cousin"—stands ready for those seeking to escalate their evening. Together, they form what one bartender calls "the Duval debauchery triangle." Despite (or perhaps because of) its physical limitations and haphazard design elements, Whistle Bar maintains a devoted following. The unpretentious "come as you are" atmosphere attracts a democratic mix of tourists and locals. On any given night, you might find silver-haired retirees exchanging philosophical musings with tattooed twenty-somethings over surprisingly affordable drinks. As midnight approaches, the bar transforms further. The ceiling fans whirl ineffectively against the heat generated by dancing bodies, and conversations grow louder to compete with the ambient noise. Through it all, the bartenders maintain the steady rhythm of pouring, mixing, and sliding drinks across worn wooden surfaces that have absorbed decades of spilled stories. "If you don't like it, you're probably too uptight for Duval anyway," offers a regular, raising his glass in a toast to nothing in particular. For those seeking an Instagram-perfect setting with curated cocktails and mood lighting, look elsewhere. But for travelers hungry for authenticity—for a place where memories are made in real time rather than through filters—the Whistle Bar delivers with chaotic precision. Just remember to watch your step on the way out.
Jeremy E — Google review
It's in a great location. The upper wraparound deck is a great place to people watch. The deck above that is downright scandalous. Enjoy!
Joe W — Google review
This was our 3rd time being there and our 3rd time with rude bartenders with terrible service. We left $10 on a $55 dollar tab for 2 of the same basic drinks and a beer not some special drinks that would take skill or time. After writing the tip, the tall older bald bartender literally grabbed the bill from me circled the tip and said "20% is the minimum tip for average service" then walked off. We over tipped for the service we received in the first place as he was rude and sat on his phone while we waited at the bar for him. I really hope the owners or managers read this. You are losing business because of this person. I know for a fact the 4 of us sure won't be back. And we'll remove this place from the list of local recommendations that we give to thousands of our customers yearly. This was on 9.4.25 around 10pm on the second floor.
M L — Google review
Didn't have a chance to have any food or drink. I walked into the bar I don't feel 10 people in the whole bar. About 5 sitting at the bar stools. That's including the couple that sat next to me after I sat down. The bartender walk past me three times looked at me but she was getting somebody else a drink and I waited patiently then she walks up to the couple that sat down after I sat down and started asking them for a drink and I said ma'am I was next he started yelling at me and I'm not joking she started yelling at me hey I am really busy watch your mouth. I did not cuss I never cuss. She was the rudest person I think I've ever met especially someone in the service industry. I immediately got up and walked out of the bar. I'm on vacation I do not need that kind of an attitude.
James E — Google review
This is a good spot to go hang out and party. There three floors of fun. The rooftop bar features a "clothing optional" attire. There is definitely lots to see up there. Oh and please no cell phones or pictures! If that's too rowdy, then head down to the second floor where there's a balcony that overlooks the street below. It's an awesome spot for people watching.
Deneva S — Google review
Nothing fancy here, what you will find is reasonably priced drinks and friendly bartenders. Decent place to play a game of pool and enjoy cold beers. Great people watching from this 2nd story wrap around porch. One flight down will get you some good live entertainment. Or one flight up you'll find yourself over dressed if you miss the sign. Rooftop bar is clothing optional, don't get excited nothing you haven't seen before. 😁
Robert D — Google review
437 Caroline St, Key West, FL 33040, USA•https://bullkeywest.com/•(305) 296-4545•Tips and more reviews for Whistle Bar
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46The Roost

4.7
(320)
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4.7
(71)
•
Mentioned on 
2 lists 
$$$$affordable
Cocktail bar
The Roost is a charming liquor store and bar located near Duval Street in Old Town Key West. It offers classic craft cocktails, fine wine, and small bites, making it a perfect spot for everyone. The place also features an extensive liquor store with various options to choose from. One of the highlights of The Roost is its standout mixologist named Annette, known for her exceptional drinks and vibrant personality that adds to the bar's appeal.
King Paul was an amazing bartender! He told my group all the great places to go for the rest of our stay. Highly recommend the Maria-rita, it was delicious. It's a cozy bar with a great atmosphere. The drinks are strong and tasty! I would highly recommend it if you are in the area!
Brenna P — Google review
Had the Blowin’ smoke up your glass while my boyfriend drank the lonesome dove. Great drinks with decent quality spirits. Think a little more outdoor seating would do this place very well, but totally understand the environment. Quality of the drinks really shines through here.
Teala S — Google review
Roost is the best place in Key West for an upscale happy hour—our caviar and cosmopolitan, crafted perfectly by Jess, made the experience unforgettable. From the elevated ambiance to top-tier cocktails, this spot sets the standard for refined indulgence.
Derek K — Google review
Almost didn’t want to post a review…because we want to keep this gem to ourselves! We have walked by hundreds of times, but decided tonight to stop in…so glad we did! Rob and Katie are the BEST! Great Old Fashioned special, nice wine list, and wow what an amazing Parmesan cheese plate! We will be back soon 😊
Alex S — Google review
Phenomenal craft cocktail bar! Best Old Fashioned and Bloody Mary in town — and if you’re a tequila fan, don’t leave without trying the Maria Rita. It brings together my three favourite flavours — citrus, berries, and chili — in the most perfect balance. Hands down, the best cocktail I’ve ever had!! Add to that the extraordinarily warm welcome and the friendly, homely vibe — it’s a must-stop, not to be missed!🥃🔥
Soraya B — Google review
Relaxing, cozy atmosphere with great drinks and fantastic service. Always love the fact that they use Stoli Elit vodka for their drinks and their Mules are some of the best we’ve ever had. Enjoyed a cosmo as well, which was delicious. Plenty of seating space and comfortable setting to enjoy a drink. The bartenders were all very welcoming and friendly as always!
Jonathan A — Google review
My filthy martini with caviar stuffed olives was PERFECTION! BEST martini I’ve ever had. The service was wonderful as well! I’ll definitely go back!
Kari B — Google review
I went there for happy hour caviar specials. They claim that they had a refrigeration glitch and didn’t have any caviar or anything else that needed to be refrigerated available. Very disappointed. Bowen the bartender was very friendly and skilled at making cocktails.
N S — Google review
508 Fleming St, Key West, FL 33040, USA•http://theroostkw.com/•(305) 294-2600•Tips and more reviews for The Roost

47Dons' Place

4.4
(118)
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4.0
(24)
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Mentioned on 
2 lists 
$$$$cheap
Bar
ATM
Convenience store
Liquor store
Dons' Place is a popular drinking spot that has been open since 1998. It features both an inside air-conditioned bar and an outside tiki bar, offering a variety of entertainment options such as pool, darts, corn hole, ping pong, and foosball. The bar is known for its affordable drinks and laid-back atmosphere, making it a favorite among locals and visitors alike.
Dive bar that catered to locals. Cheapest drinks on the whole island. Never overcrowded. Indoor and outdoor bars. Spent $22 for 4 rum drinks! Pool tables inside, ping pong and cornhole outside. Very friendly locals that can give you tips and advice on what to do on the island.
Chris — Google review
Ice cold beer and jager after work! Doritos on point! Crisp and delicious! Anyone getting off work at 3am is happy to land here!! Night cap! Great juke box selection! 10 stars if I could!
Paulena H — Google review
This is the worst bar for Bills fans. I just went there to check it out before game day and they absolutely hate the Bills. All I heard about was wide right. 13 seconds and how Miami is better than the Bills. Please do not go there if you are expecting a welcomed atmosphere for Bills fans.
Paul W — Google review
Best pool table on the island!! Greatest Jukebox selection! Bartenders are the most laid back locals! All the love!! Boomer is the best!!
Jake S — Google review
What can one say about Dons. Atmosphere is like a warm hug….Bartenders like Boomer, or Pauly make You feel like family❤️
Henry L — Google review
A great hole in the wall place with patrons who were kind to visitors from Ohio. Becca was an excellent barmaid and very kind and informative!
Leeanne J — Google review
Doug was more than professional. He treats everyone with respect. Love coming to Dons.
Danielle H — Google review
Dons is the best local hangout! Been following Polly since her Jacks days! Ice cold beers and all the bartenders rocks!
Mickey S — Google review
1000 Truman Ave, Key West, FL 33040, USA•http://www.donsplacekeywest.com/•(305) 296-8837•Tips and more reviews for Dons' Place

48Flying Monkeys

4.6
(1112)
•
Mentioned on 
2 lists 
$$$$affordable
Bar
Flying Monkeys Saloon is a lively bar located at the historical Fogarty House, offering a varied pub menu and famous for its frozen cocktails. Situated on Duval Street, it's an ideal spot for people-watching while enjoying refreshing drinks. The outdoor seating provides a great atmosphere, with fans and misters to keep guests comfortable. The bar's location makes it convenient for visitors to explore other Key West attractions nearby.
We stopped at Flying Monkeys/Fogarty’s and loved it! The ribs were tender and flavorful, and the buffalo chicken hit the spot. The drinks were strong, the vibe was fun, and the service was great. Definitely worth a visit if you're in Key West!
Candace C — Google review
This was a fun place with an extensive menu of frozen drinks. You can get a refillable cup to save on refills. While the drinks were sweet it was refreshing on the hot days.
Susan B — Google review
Contrary to our yearly tradition, we decided to try Flying Monkey Bar & Restaurant on Duval Street this time – and we were more than impressed! The quality of the food and the friendliness of the staff really stood out to us. Here you get absolutely delicious food for a very fair price. We had the Cuban steak, which my daughter declared to be the best steak she has ever eaten. Our other dishes, including the Caesar salad with mahi mahi and my husband’s Cuban-inspired meat , were also excellent. The Beverage and Food Manager himself stopped by our table several times to make sure everything was perfect, which made the experience even more special. We will definitely come back during the remaining three days of our stay. Thank you for such a wonderful dining experience
Anne-Kathrin A — Google review
The food had its own flavors instead of only the key west flavor. The pigeons were a little large but better to much than not enough. The personalities of the staff were energetic and fun. And they never seemed rushed even though it was pretty busy. I live in the keys and will venture down there now often
Lee M — Google review
Location is great. Right on Duval. We sat outside on a hot day, but they had plenty of fans, shade and misters helping to make it bearable. Service was great. Our server was nice and very attentive The food was very good. Started with the tex mex rolls. Very good start. I had the crusted chicken Romano, while my wife had the key lime shrimp. Both werewvery delicious Like most outdoor seating in key west, you have roosters running around trying to get at your food. One actually jumped on our table. A great experience overall
John — Google review
This was recommended to us by a friend to try. We had the Dolphin sandwich and it was delicious! The Mahi wasn't fishy tasting and the key lime pie was so fresh and amazing! We will now recommend it to others. The service was fast and the staff are so friendly and great. So, if your in Key West, you need to put this on your list of places to eat. You will not be disappointed.
Crissy B — Google review
Dinner way exceeded exectations. The Cobb salad and Mahi sandwich were delicious and portions were oversized. Loved the carmelized onions on the sandwich which is the first I have seen that. Cobb salad was perfect and super filling for the Mrs. The best surprise there was the service. Tim our server was spot on perfect. He was friendly , professional and did not miss any step in service. Thanks Tim!! The manager also came to touch our table and say hello and was very pleasant and hospitable. The food and cocktail prices were very reasonable for Key West. Great place to people watch right on Duval Street. Be careful they make strong drinks there but also great. Frozen was awesome and I got brain freeze from it. Thanks to all the Flying Monkies that made this a great experience!!!
Rob G — Google review
The drinks were delicious with a floater on top. I would recommend a floater, because our Pina Colada and our Rum Runner was so cold and think, the extra shot helped make it drinkable. The service was really good, as was the food. We had conch fritters, eggrolls and Mahi bites. They were all good, but the conch fritters were my favorite by far. Thanks!
Derryk W — Google review
227 Duval St, Key West, FL 33040, USA•http://fogartysofkeywest.com/•(305) 294-7525•Tips and more reviews for Flying Monkeys

49Bourbon Street Pub

4.2
(248)
•
Mentioned on 
+1 other list 
Gay night club
Bar
Disco club
Gay bar
Pub
Bourbon Street Pub is a vibrant New Orleans-themed gay destination in Key West, offering an array of entertainment and activities. Established in 1995, it has evolved into a complex with four bars, including the popular outdoor Garden Bar and pool area exclusively for men, where clothing is optional. Adjacent to the pub is the all-male guesthouse called New Orleans House, providing rooms with views of the lively pool area.
Very New Experience! I came with friends and we were welcomed and had a great time! We spent the entire day in the back (pool/bar/garden). Our bartender was Nick and he was very attentive, made great drinks and was super informative! We will absolutely return!
Michael L — Google review
Bryan was an amazing bar tender making our experience escalated! What a great performance by Jeff Moss!!
Sandra B — Google review
A great gay gem bar in Key West. I truly enjoy Jeff Moss Thursday to Sunday singing and entertaining the masses. I also enjoy Carl behind the bar! A great spot to stop for a drink, or several.
Jordan U — Google review
Such a great place to go and relax and also have a good night out in town. From karaoke nights to private dancing places by the pool. I really was able to party, relax, recuperate and do it all over again. Recommended to go on low season if you want to enjoy the views, streets, markets and so on. Otherwise expect big masses of people shopping and I have been there at different times of the year so believe me there is a big difference and a time for everyone. The staff is very attentive and their rooms are very clean. I loved it 😍.
Louie — Google review
Visiting from Northern California. First night I’m denied being served by the back bartender. I have 10 more nights for my birthday next week. I won’t return
John S — Google review
Bryan was amazing! Had a wonderful time enjoying the garden bar! The service is top shelf and he kept the energy up and made everyone want to stay! Love this place! Bryan is AWESOME!
Larry M — Google review
Wandered into bourbon and discovered the bar bar, brian the bartender was so nice … he explained the bar history of the bar …. He was very comforting to talk to … I stayed for awhile enjoyed the atmosphere …. Brian made my experience magical …. Thx brian !!
Frankie S — Google review
Dark & spooky New Orleans feel. Mixed gay bar up front. All are welcome. Men only at the clothing optional pool bar out back.
Frank E — Google review
724 Duval St, Key West, FL 33040, USA•http://bourbonstpub.com/•(305) 294-9354•Tips and more reviews for Bourbon Street Pub

50Mallory Square

Mentioned on 
2 lists 
Town square
Mallory Square in Key West is renowned for its spectacular sunset celebration, offering visitors the chance to witness one of the most stunning sunsets over the Gulf of Mexico. While enjoying this natural spectacle, guests can also indulge in cocktails and explore an array of food vendors while being entertained by performers and artists. Although some performers have been affected by the pandemic, the Sunset Celebration at Mallory Square remains a must-see experience, drawing both locals and tourists alike.
Key West, FL 33040, USA•Tips and more reviews for Mallory Square
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