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Day 1
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1-Day Gloucester Itinerary

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Wanderlog staff
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• updatedAug 20, 2025

Gloucester in 1 day

If you only have 1 day to spend in Gloucester, we’ve narrowed down the top places you should check out to get the best experience of your time here.
Gloucester is one of America’s oldest seaports, known for its working fishing harbor, maritime heritage, and classic New England coastal scenery. Visitors can explore historic sites and maritime museums, stroll the harborfront, and see landmarks like the Fishermen’s Memorial. Nearby beaches such as Good Harbor and Wingaersheek offer sandy shores and views of lighthouses and rocky headlands. Seasonal whale-watching cruises and fresh local seafood add to its appeal as a coastal getaway.
With favorites like Markouk Bread, Seaport Grille, and Duckworth's Gloucester, we’ll make sure you don’t miss out on all the must sees. We even included some of our favorite food spots around the area, like Markouk Bread and Delaney's Pizza so you can get the best taste of Gloucester while you’re here. To see our full list of food recommendations, check out our best restaurants post. If you're traveling on a budget, you can check out our cheap eats post.
Looking for other day-by-day itineraries in Gloucester?
  • 2-Day Gloucester Itinerary
  • 3-Day Gloucester Itinerary
  • 4-Day Gloucester Itinerary
  • 5-Day Gloucester Itinerary
Visiting Gloucester? See our Gloucester Trip Planner.
Feel free to follow our itinerary exactly or tailor it to your own needs — happy wandering!
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Table of contents
  • Gloucester in 1 day
  • 1-day itinerary

Day 1

1-day itinerary
With only 1 day to squeeze in as much activities as you can, we strategically grouped the must-sees, Good Harbor Beach and Cape Ann Whale Watch with surrounding point of interests to make sure you don’t leave Gloucester without getting the most bang for your time. Combining the average time spent at each location and traveling time in between, it should fill up about 7 hours of your day.
1

Good Harbor Beach

4.7
(2840)
•
4.6
(718)
Public beach
Outdoor Activities
Beaches
Good Harbor Beach is a small yet stunning beach known for its prime swimming conditions and picturesque surroundings. The white sand, clear waters, and scenic views make it an ideal spot for a relaxing day by the shore. During low tide, visitors can explore Salt Island or the nearby Annisquam River to discover diverse marine life. The beach provides amenities such as restrooms, showers, and a concession stand offering snacks and beach toys.
One of my favorite beaches in MA. At noontime, tide is low, and you can walk out to the island and explore!!! No dogs allowed on the beach in the summer starting April 1 or $300 fine. Also, you need parking passes to come if you are not a resident.
Kristy J — Google review
Great beach! We love coming here for the soft sand and fun waves. During low tide there are tide pools and a river the kids can explore, plus an island you can reach via a sandbar. During high tide there’s still plenty of beach. The parking is great - plentiful and stretches across the whole beach, making it easier to spread out and you never have to walk far.
Jessica M — Google review
☀️🌊🏖️🦀🐚 Good Harbor Beach is a great beach with plenty of space for lots of people! We had a great time at Good Harbor Beach and caught lots of ☀️! At low tide you can walk across to the island and maybe find some 🦀 The food stand can be slow to order and receive your food so plan accordingly. My lobster roll and fries took 30 minutes to be ready but that was pretty common for everyone there. Overall we had a great time at Good Harbor and will make this one of our top beaches in the area!
Logan — Google review
We visited Good Harbor Beach in July and really loved it! We booked our parking spot a few days in advance, so when we arrived, we just had to show our reservation — super easy and convenient. We went early in the morning, which allowed us to park close to the beach entrance. People start arriving around noon, so depending on what time you like to enjoy the beach, parking and getting a good spot can be easier or a bit more challenging later in the day. The beach itself is very beautiful, with calm waters that are perfect for families with kids. We had such a relaxing and fun day, and we’ll definitely be coming back next summer!
Nathy K — Google review
Although the parking is limited and prices are salty, after 3-3:30pm the parking is free and there's always spaces to park. Short distance between parking lot and the beach, well maintained bathrooms but not so well maintained showers. Clearly a popular beach, by the crowd today. The water was ice cold in early August on a 80F Sunday. The tide rises suddenly in the afternoon, it's a beautiful scene to admire while sunbathing. Very pleasant beachn!
Livia L — Google review
Good parking, well stocked bathrooms, convenient snack stand, helpful walkway mat in the sand leading from the snack stand to the start of the beach, making getting to the beach earlier for anyone with mobility challenges. The views are beautiful, and the beach is clean. My only complaint was people smoking cigarettes which ruined the enjoyment of the fresh air. Also, Keep an eye on your French fries and snacks for some assertive sea gulls.
Nora K — Google review
First time coming here and it was enjoyable. We got there for 8am so there was plenty of parking, I do think $45 with tax $47 this year for parking for non residents is terrible! I did enjoy the fact that there are little waves here so its not a quiet beach. Walking the beach at low tide in the morning was nice, you can go to the puddles around the rocks to see what's in there and also cross the water to the island and climb it which we did not do. There's bathrooms with changing rooms, a food area, and an area that sells beach accessories. The beach at low tide looks very large but when it starts to come i it does get quite narrow. The seagulls are very vicious come lunch time, I saw a few attack people while eating their food.
ELOCIN R — Google review
Good Harbor Beach is a stunning stretch of beautiful white sand facing the Atlantic Ocean, making it one of Gloucester’s most beloved coastal gems. The beach offers perfect conditions for boogie boarding and surfing, while at low tide, visitors can walk out to Salt Island, and at high tide, enjoy body surfing. The beach is well-equipped with concession stands, restrooms, and showers, plus lifeguards on duty from Memorial Day weekend to Labor Day. The wide sandy expanse is perfect for long, leisurely strolls by the ocean’s edge, and the views include Salt Island, Thacher Island, and Saratoga Creek.
J G — Google review
99 Thatcher Rd, Gloucester, MA 01930, USA•http://gloucester-ma.gov/index.aspx?nid=299•Tips and more reviews for Good Harbor Beach
4 min · 1.7 mi
2

Cape Ann Whale Watch

4.8
(2710)
Whale watching tour agency
Boat tour agency
Fishing charter
Historical landmark
Sightseeing tour agency
Cape Ann Whale Watch offers tours to Stellwagen Bank led by knowledgeable guides, providing the opportunity to observe humpback whales and other marine life. The company operates from April through winter, allowing visitors to witness these majestic creatures in their natural habitat. In addition to whale watching, guests can also enjoy a variety of attractions in the area. One such attraction is the Hammond Castle Museum, an unexpected European-style castle on Cape Ann built by John Hays Hammond, Jr.
Enjoyed my tour. We got to see 8-9 humpbacks, a small great white, a finback whale. One whale breached and one got very close. Every trip is different. It’s takes a hour just to get out of the bay. Pretty large boat so I didn’t get motion sickness. They have younger crew that are educators that go around and interact with the guests for educational tidbits and questions. The naturalist who guided us was really good, easy to understand with lots of knowledge. She did not rush the tour and really wanted us to see everything we could possibly see, our tour was 4.5 hrs. Boarding started 30 min before and we left a few minutes early. They sell some stickers, pins, magnets, etc. at the end so bring cash if interested. Restrooms onboard and lots of seating, although you will be moving around to spot the wildlife. 9/18/25
Jackie T — Google review
My daughters and I had our 3rd exceptional adventure Oct 18, 2025 with Cape Ann Whale Watch on Saturday. Not only did we see many whales, one of which Tina (?) had not seen since 2023, but we had the 5% experience of seeing a large pod of white striped or white sided dolphins who were playing, jumping around the boat and giving us a magnificent show. The whales kept drawing us with the trumpeting sound that we never heard before. It was remarkable! The knowledge of the guide seems unsurpassed and the smoothness of the ride, despite the significant waves, spoke highly of our Captain. The crew also graciously made sure everyone was okay throughout the trip. We’ll book again next year. And the year after. Absolutely the best whale watch you could hope for!!!!
J R — Google review
Went on the whale watch on Sep 14 (1:45 PM). Parking was free and well-organized — staff guided us right to a spot, which was a big relief. The boat left exactly on time, and the guide was amazing, sharing details and facts throughout the trip. After a 30–45-minute ride, we spotted a humpback whale and even two whales swimming together! The whole trip lasted about 3–4 hours and was an unforgettable experience. Highly recommend Cape Ann Whale Watch! 🌊🐋
Deepika S — Google review
Wonderful experience! We got to see Humpbacks breaching! The naturalist was very knowledgeable and explained everything we were seeing. She knew the names of the whales. We saw a total of 4 Humpbacks. The weather was perfect and the boat was comfortable! Highly recommend!
Karen H — Google review
We saw a total of 4 whales and a pod of dolphins on this trip! The staff was amazing! The boat was super clean and accommodated a lot of people very easily. Very very knowledgeable staff and very focused on conservation and education. They have a full galley that is cash only and the guy who runs it is so dang sweet!! I will definitely come back!!!
Amber M — Google review
Went on 10/07/25. We had 10 humpback whale sightings and some dolphins in a pod. Absolutely incredible experience. We were on the boat around 5 hours. It was about 2 hours before we spotted any whales. Great staff. Everything was well explained and they took turns so both the right and the left side of the boat could see the sightings. The views into and out of the bay were breathtaking.
Erica P — Google review
It was on the 1st Sep Labour Day and we got the ticket through group on coupn and they the slot on Monday instead of Sunday where we wanted to visit ..it was good experience.. but the journey would be not so exciting unless you enjoy the ride on the sea . The whale watch company had been very nice and gone many extra miles to try and show us the whales which fructified where we Saw 3 instead of 1. It was nice experience .. please make sure to have some food proper if possible as it might get late .. they have some small and good cafeteria.. for those who is sea sick or motion sickness Might feel Little difficult as the boat is small And have vibrations .. we saw some who brought poncho to protect from the water splashes in between .: you can see the sun and nice views
Venkata T — Google review
Great experience. They did reschedule/cancel my trip twice due to possible incomming weather and I had to call both times to reschedule, but they were able to get me in last minute on what they said was likely their last trip of the season. I did not want to miss out on this as it was to be a highlight of my trip. They guarantee you'll see whales or you get to keep coming until you do which is weird because I bet a lot of their customers are traveling, but didn't have to worry about that because we saw whales. I did get nauseous at the end but it was still worth it. The announcer who talked about the whales was very knowledgeable.
Natalie S — Google review
415 Main St, Gloucester, MA 01930, USA•http://www.seethewhales.com/•(978) 283-5110•Tips and more reviews for Cape Ann Whale Watch
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2
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0
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4 min · 0.19 mi
3

Seaport Grille

4.6
(2767)
•
4.3
(1198)
$$$$affordable
Seafood restaurant
American restaurant
Grill
Located in Gloucester, Seaport Grille is a charming waterfront eatery offering a diverse menu featuring surf 'n' turf, pizzas, burgers, and signature drinks. The restaurant boasts a picturesque location by the harbor with stunning waterfront views. Its cozy blue interior and ample indoor seating create a relaxed beachy ambiance. The restaurant takes pride in using the freshest ingredients to prepare classic seafood dishes served in generous portions.
we stopped there while on vacation. Good place to eat. View from inside was good of the harbor. Didn't get to sit on the patio, since it was lunch time. EXCELLENT service, waitress took time to tell us about the items on the menu. wife had Lazy Mans Lobster Bake, I had Seared Scallops on a bed of Lobster Risotto. Appetizer of Calamari.
Tim O — Google review
Seaport Grille is a famous seafood restaurant right on the coast of downtown Gloucester, overlooking the ocean and docks. The staff were friendly, though it did take a bit to order food, the food came out quite quick beyond that. There was plenty of seating even at prime lunch hours, so we were able to be seated quite quickly. We got an assortment of foods, including their lobster roll. The lobster roll is priced at market value, which was around $30 when we got it. The lobster roll was a good size, with a good amount of lobster to eat. Personal preference is that we like ours hot, but this was served cold, but still pretty enjoyable. It just felt the bread overwhelmed the lobster at times, but was still delicious to eat. The clam chowder was good, consistency was on the watery side rather than thick but had a great flavor. The caesar salad plate was large, and tasted great and fresh. We also got a side of fries, which were like puffed up potato wedges, though we got too much and had to take it home. Overall, it was an enjoyable meal and well deserves its hype.
Nick S — Google review
A 4 star restaurant with partial views of the harbor (if you look beyond the parking lot), outdoor/shaded seating available , good service and decent food. We ordered fried scallops, haddock tacos with flour tortillas and the bacon cheeseburger. The total bill without tip was $76 or about $25 per person. The scallops were delicious whereas the broccoli was saturated in butter. The Haddock tacos were great, and the cheeseburger was decent. The fries are more like slim wedged potatoes and were okay.
Steve S — Google review
My husband and I went here for lunch because it came highly recommended on social media and it was decent! The oysters Rockefeller were my favorite part. We housed our food because we were pretty hungry after a long day of walking but the entrees were definitely a bit Boston market esque. Still tasty, comfort food but nothing extraordinary. We ordered the seafood trio and haddock dishes which came topped with a yummy breadcrumb mixture. They also are super generous with their wine pours :) The water views are nice if you get a window seat but we still enjoyed our booth. The staff is all very pleasant and our waitress was so kind and appropriately attentive. I would be curious to try a different spot next time but still very much enjoyed eating here and would recommend grabbing a reservation.
Jen B — Google review
A tiny wait but that made me excited to give it a try. Packed in a Thursday!!!! Did not disappoint. The clam chowder was excellent as was the fried fish plate. Took my dessert to go but it looks delicious. Will visit again in my return trip to Gloucester.
Linda W — Google review
I really wanted to like this place. I think I might be being a little generous with my stars…Great location, friendly staff. If you love giant portions this might be the place for you. Could not finish our dishes. I wish we’d have known we could have planed our order a little differently. I love ordering Calamari when I’m traveling. This was pretty good. The wedge salad was good, it could have need dressed with a third of the dressing. The tuna salad was enormous and I think they may have served me a whole cucumber.
Nicholas A — Google review
Great location on the water. Was told it would be 20 minutes for a table. It took an hour. The lobster pie was good. The swordfish was not so good. The picatta sauce was blend and thin. The other entries were just average. Was hoping for something more.
Jim T — Google review
Good food and service. We went for dinner and had the filet mignon and macaroni with pulled pork. Portions are big. For dessert we had the coconut cake which was delicious. Server was really nice. Plenty of parking.
Kaleny N — Google review
6 Rowe Sq, Gloucester, MA 01930, USA•https://seaportgrillegloucester.com/•(978) 282-9799•Tips and more reviews for Seaport Grille
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Where to eat

Even the most seasoned adventurers need a break to chow down some food. Close to Cape Ann Whale Watch, these restaurants are about a 2-minute walk away.

Markouk Bread

4.9
(126)
•
4.1
(18)
Lebanese restaurant
Markouk Bread is a Lebanese restaurant known for its flavorful and authentic dishes. The menu features staples like spiced, stuffed flatbreads, kabobs, falafel, rice, and salad. The storefront offers mostly takeout options but the food is exceptional. Customers praise the fresh and delicious meals such as chicken wraps, falafel, zaatar manoushies with vegetables, and tabouli.
Excellent lunch! Our first time here! Lovely ladies serving us. We had a chicken wrap and falafel! Absolutely delicious! The food was fresh and very tasty. They made the chicken right in the spot and creates the wrap with that ever we wanted. The sauce was exceptionally tasty! Looking forward to going again on our next visit.
BusyB — Google review
We were looking for a quick bite before our whale watch & I’m so glad we found this place. Delicious flavorful food and the wraps were huge! Say yes to the feta add on. Everything was handmade with care. Delightfully friendly owners. Wish we lived closer!
Jenny — Google review
This is a great little authentic Lebanese restaurant with homemade dishes. The owner is a skilled cook and baker. We had 2 zaatar manoushies with vegetables and a side of tabouli. Everything was delicious and highly recommended.
Ned G — Google review
We bought our dinner twice there within five days, because the food was so delicious, that we had to come back. Chicken dinner, chicken wrap and beef wrap are all extremely tasty and excellent value for money. The people serving and cooking here work all hard to make a fantastic job, but still are so relaxed, friendly and generally in a good mood, so it is enjoyable to even sit in a while and watch your food getting prepared. They even recognised us on our second visit and did an excellent service job. Highly recommended, this definitely was the best food we had within a week staying in Gloucester.
Erwin W — Google review
I got a chicken kabob wrap and Mediterranean salad. Both where very delicious and well seasoned- citrusy and herbaceous. Enjoyed the meat being a bit charred. Many ready made cold sides and salads in the fridge that you can pick up quickly. Workers were kind enough to make my food quickly so I could make it to my whale watching tour promptly. Many thanks.
Jackie T — Google review
Very tasty Lebanese dishes and friendly owners. A lot of people started coming in as we ordered so it's a really popular place. A nice change of pace if you need a break from clams and lobster in Gloucester.
Jasmine G — Google review
Where do I even begin? These are the best dolmas I've had in Massachusetts. I bought just a side thinking the star of the show was my falafel wrap. Don't get me wrong the falafel wrap was good but if I could venture back this way I'd stock up on the domas. The mousakaa - amazing. It's more of a takeout counter but if you're lucky and in small company you can dine in. They work very hard behind the counter so I entertained myself with the magazine they had on the table. I love this spot it's a seaside dream. If you had a cozy cafe I'm sure it would get flocked over by the tourists but I'm sure your team is plenty busy as is. I will be back 💕
イザベルyzzi — Google review
The food here is so authentic and delicious. I love great food. I was only in town for a week but came here 3 times!!
Patty H — Google review
338 Main St, Gloucester, MA 01930, USA•http://www.markoukbread.com/•(978) 283-3500•Tips and more reviews for Markouk Bread

Delaney's Pizza

4.4
(111)
•
4.3
(28)
$$$$cheap
Pizza restaurant
Delaney's Pizza is a popular spot on the North Shore, known for its delicious and satisfying pies. The pizzeria opens at 4:00 pm, and it's recommended to place an order about 30 minutes in advance due to its popularity. They offer only one size of pizza, which yields about 8 slices. Customers rave about the fresh ingredients used in their pizzas and appreciate the small team that ensures quality.
There is no debate about who has the best pizza in Gloucester, it’s been Delaney’s forever. Every single pizza they have is superior. The thin crust, the sauce, everything about it is perfect for a pizza. The chicken bacon ranch pizza though is on another level, highly recommend trying this one. My go-to pizza in town and always has been 🍕
Michael M — Google review
Ordered a large cheese pizza. Me and my wife love pizza and have eaten from restaurants all over the north east. When I got it, it cost more than the menu price they had on the counter and it felt really light. They gave me the inflation excuse. Recieved what we would consider a medium thin crust pizza. It was decent but would not get again. Especially not for $14.50
Andrew — Google review
One of the best pizza I have eaten in a long time. They only open from 4:00pm and you have to order about 30mn in advance, they only have one size which make about 8 slices. We ordered 3 pies for 5 people, a vegetarian, pepperoni and cheese and the Delaney's Special which pretty much all-dressed and probably 10 000 calories 😉😀 but so tasty and awesome. Sorry for the pics, we couldn't wait to get started.
Maxence R — Google review
Delicious pizza and great topping options: even eggplant!
Kathy L — Google review
The smell outside the pizza shop is what drew me in, it smells so enticing, and the pizza does a lot of things right. I think the sauce is interesting, not to sweet not too much basil or pepper and not bland. The cheese is great and it's not too greasy. The problem I have is with their crust. It's thin crust which I'm fine with but it didn't have much to write home about. There wasn't much crunch to it and it was just very dull. It definitely would not be my first choice, but if someone offered I wouldn't be a grump about it.
Austen G — Google review
Great pizza, even better people. THANK YOU!!
Connor L — Google review
This was the rare place that was open at 8p and chose this place because of the reviews. It was a good pizza
Mary A — Google review
Only gave them 1 star would've given 0 but you can't. Its not good at all and its a pathetic excuse for "pizza". The garlic bread wasn't even garlic bread it was just a pizza covered in cheese. Wouldn't recommend this place to anyone. Come to NY we know how to make pizza.
Eileen M — Google review
332 Main St, Gloucester, MA 01930, USA•https://www.delaneyspizza.com/•(978) 282-7878•Tips and more reviews for Delaney's Pizza
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Rooms
1
Adults
2
Children
0
Travelers
2

Duckworth's Gloucester

4.7
(119)
•
4.7
(417)
Permanently Closed
$$$$expensive
American restaurant
Restaurant
Duckworth's Gloucester is a locally sourced New-American bistro that offers innovative, full meals with tasting-sized portions of food and wine. The restaurant has recently undergone a transformation and now offers quality takeout meals. The menu features dishes like steak with chimichurri sauce, roasted sweet potatoes, smoked pork belly tacos with roasted green tomato sauce, pickled onion, and salsa sides. The upscale yet unpretentious restaurant provides impeccable service and a lovely wine list.
Awesome place for a quality takeout meal experience! I knew Duckworth's as a bistro and while that is SADLY missed, its newest incarnation is not to be missed. A great addition to (East) Gloucester! We had two entrée dishes: 1. steak with chimichurri sauce and roasted sweet potatoes as well as 2. smoked pork belly tacos with some amazing roasted green tomato sauce, pickled onion and salsa sides. Pricing is fair since what you are getting is innovative, full meals. And the portions are right. Next time we will pick up some baked goods, desserts, and/or fresh bread (from Iggy's of Boston). The store itself is adorable, with fun sundries to buy: kitchen towels, straw hats, glassware, etc. They have a few tables to sit at if you prefer to eat there but we were just looking for an easy evening meal. Also, we ran into some of the original DW bistro staff, notably Michelle who was at the register. Congrats on the new endeavor, DW team, and those looking for a good meal, stop in!
Furniture R — Google review
I have only been there a few times but it is one of my favorite places in Gloucester! The sandwiches and pastries are great, a big variety of unique foods that are worth the money. Also very nice inside, seems like a great place to relax and enjoy some amazing food.
Karina D — Google review
This is where we go to celebrate. The best restaurant I've been to on the North Shore. The food is delicious (we've been here 5 or 6 times and it's consistently excellent), and this is the place to pair it with a bottle of wine. Our waiter has been knowledgeable and kind. The setting is intimate, so get a reservation well ahead of time.
Steve P — Google review
Always the finest time here. Service is impeccable. The menu is not gigantic, but every single thing on it is something I want to eat! Lovely wine list. Home made super decadent desserts (I’m lookin at you chocolate bourbon pecan pie!) finished off our amazing meal. Been going for more than a decade and never have had a bad bite. Bravo!
Hallie B — Google review
Went here for dinner with my aunt and cousin. Our server Colleen was awesome! Super friendly and put us at ease. The food was amazing. We ordered all the salads. The frize was the favorite. We split three half portions of entrees. Hanger stake was killer, duck was delicious, and the salmon was to die for. Recommend all three l. Finished the meal with a Banana cake. WOW. Also love the half/full portion option.
Hunter S — Google review
Excellent. They were so accommodating of my wife's gluten intolerance. Many gluten free options, and each better than the next. Service was perfect, they spent so much longer than they needed to talking through the changing menu items. I grew up 10 minutes away and couldn't believe I'd never been.
Taylor H — Google review
Service was excellent; our waiter was patient and explained everything. Leave a large budget, though! Even without desserts (and with half a glass of wine each) it came to $90. I had excellent salmon with carrot sauce, roasted carrots, and risotto. Most importantly, you can get EVERYTHING in a half portion (even the wine!) There are only 10 tables so make a reservation! Also had wonderful soups (we tried the creamy mushroom and also a cold cucumber soup.) I highly recommend Duckworth's.
Gwendolyn S — Google review
I was taken there to celebrate my Birthday. What an experience! Everything was fantastic. Between the 3 of us, we had the Salmon, Mushroom soup, the cesar Salad, Fish Stew (i think) and we had to try more than one dessert! Banana Cake was to die for; Bread pudding was so good I did not want to share.. I can't say enough about the food and the service. I can't wait to go again.
Frances C — Google review
197 E Main St, Gloucester, MA 01930, USA•https://www.duckworthsgloucester.com/•(978) 282-4426•Tips and more reviews for Duckworth's Gloucester

Surfside Subs

4.4
(298)
•
3.9
(65)
$$$$affordable
Sandwich shop
Surfside Subs is a well-known spot among Cape Ann residents, but it remains a hidden gem for tourists exploring Rockport and Gloucester. Situated near Long Beach, Surfside Subs offers excellent takeout options. Their pizza stands out as some of the finest on Cape Ann, featuring a wonderfully thin and perfectly cooked crust. Customers can enjoy their meal outdoors at picnic tables or in Adirondack chairs in the parking area since there is no indoor seating available.
This is a great place to get food. Their pizza and subs are delicious, and their lobster rolls are the best I've ever had. Great staff, and food come out quick, too. Highly recommend Surfside Subs!
Lucas ル — Google review
I can only speak to the Thursday lobster roll special which is totally worth it! $13.99 for large buttered roll with a generous amount of fresh lobster claw meat, served with chips and pickles. Can’t go wrong. Not the best ambience as you’re on the corner of a busy intersection, and it’s counter service only and very no nonsense.
Anne C — Google review
Casual take out location offering your typical Italian Cuisine. Limited parking. Staff not overly friendly. Price of Lobster Roll on road-side sign advertised $19.99 but the menu board inside stated they were $24.99. Food was decent but nothing to rave about. The next door ice cream take out is an added bonus at this location.
Sara M — Google review
One of the best lobster rolls I’ve ever had. I’m usually a hot butter lobster roll person, but the cold mayo lobster roll was absolutely delicious. Sweet, flavorful lobster meat and the right amount of mayonnaise. Bun is toasted with butter to perfection. My heart wants the tiniest bit more lobster meat, but for the price it is a steal and I’m just greedy!! My husband got a delicious Italian sub (and he’s a big sandwich guy so he recognizes a good one). 10000% getting food from here again.
Rachel L — Google review
We had two meals out while visiting Gloucester - here and at a pricey waterfront place. This place was better. Lobster rolls the best I have had. This is where the locals go.
G P — Google review
My husband said this was his favorite lobster roll out if 5 total places we tried in the northeast. I had a bacon lettuce tomato and it was also delicious.
Kris H — Google review
We loved, loved, loved the food here! The cheese steak was legit and the pizza was the best we had in New England. There isn't seating inside, but there are picnic tables outside and Adirondack chairs in the parking lot. Make sure you save room for ice cream from the Dairy Maid next door.
Shawn C — Google review
We were driving around and happened to see this place right around lunch time. We were craving for lobster rolls, so we decided to give it a try. It was a decent lobster roll and I think $27 was a fair price. It had a generous amount of lobster but nothing really special about it.
Ludmila S — Google review
147 Thatcher Rd, Gloucester, MA 01930, USA•http://www.surfsidesubsgloucester.com/•(978) 281-1700•Tips and more reviews for Surfside Subs
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Popular road trips from Gloucester

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What's the weather like in Gloucester?

It depends on when you visit! We've compiled data from NASA on what the weather is like in Gloucester for each month of the year: see the links below for more information.

  • Weather in Gloucester in January
  • Weather in Gloucester in February
  • Weather in Gloucester in March
  • Weather in Gloucester in April
  • Weather in Gloucester in May
  • Weather in Gloucester in June
  • Weather in Gloucester in July
  • Weather in Gloucester in August
  • Weather in Gloucester in September
  • Weather in Gloucester in October
  • Weather in Gloucester in November
  • Weather in Gloucester in December

All road trips from Gloucester

  • Gloucester to New York City drive
  • Gloucester to Washington DC drive
  • Gloucester to Montreal drive
  • Gloucester to Toronto drive
  • Gloucester to Philadelphia drive
  • Gloucester to Newport drive
  • Gloucester to Niagara Falls drive
  • Gloucester to Baltimore drive
  • Gloucester to Quebec City drive
  • Gloucester to Portland drive
  • Gloucester to Ogunquit drive
  • Gloucester to Conway drive
  • Gloucester to Plymouth drive
  • Gloucester to Ottawa drive
  • Gloucester to Williamsburg drive
  • Gloucester to Pittsburgh drive
  • Gloucester to Cleveland drive
  • Gloucester to Mystic drive
  • Gloucester to Atlantic City drive
  • Gloucester to Gettysburg drive
  • Gloucester to Provincetown drive
  • Gloucester to Falmouth drive
  • Gloucester to Acadia National Park drive
  • Gloucester to Virginia Beach drive
  • Gloucester to Halifax drive
  • Gloucester to Hartford drive
  • Gloucester to Hershey drive
  • Gloucester to Richmond drive
  • Gloucester to Brooklyn drive
  • Gloucester to Ocean City drive

Explore nearby places

  • Gloucester
  • Rockport
  • Ipswich
  • Marblehead
  • Salem
  • Danvers
  • Newburyport
  • Hampton
  • Hull
  • Boston
  • Somerville
  • Rye
  • Hingham
  • Cambridge
  • Salem
  • Brookline
  • Quincy
  • Lexington
  • Lowell
  • Kittery
  • Portsmouth
  • Concord
  • York
  • York Beach
  • Westford
  • Natick
  • Nashua
  • Ogunquit
  • Merrimack
  • Provincetown
  • North Truro

All related maps of Gloucester

  • Map of Gloucester
  • Map of Rockport
  • Map of Ipswich
  • Map of Marblehead
  • Map of Salem
  • Map of Danvers
  • Map of Newburyport
  • Map of Hampton
  • Map of Hull
  • Map of Boston
  • Map of Somerville
  • Map of Rye
  • Map of Hingham
  • Map of Cambridge
  • Map of Salem
  • Map of Brookline
  • Map of Quincy
  • Map of Lexington
  • Map of Lowell
  • Map of Kittery
  • Map of Portsmouth
  • Map of Concord
  • Map of York
  • Map of York Beach
  • Map of Westford
  • Map of Natick
  • Map of Nashua
  • Map of Ogunquit
  • Map of Merrimack
  • Map of Provincetown
  • Map of North Truro

Gloucester throughout the year

  • Gloucester in January
  • Gloucester in February
  • Gloucester in March
  • Gloucester in April
  • Gloucester in May
  • Gloucester in June
  • Gloucester in July
  • Gloucester in August
  • Gloucester in September
  • Gloucester in October
  • Gloucester in November
  • Gloucester in December

Looking for other day-by-day itineraries in Gloucester?

Check out our other curated itineraries that are also filled with jam-packed days:

  • 2-Day Gloucester Itinerary
  • 3-Day Gloucester Itinerary
  • 4-Day Gloucester Itinerary
  • 5-Day Gloucester Itinerary

Day itineraries for nearby cities

  • 1-Day Boston Itinerary
  • 1-Day Salem Itinerary
  • 1-Day Cambridge Itinerary
  • 1-Day Provincetown Itinerary
  • 1-Day Portsmouth Itinerary
  • 1-Day Somerville Itinerary
  • 1-Day Nashua Itinerary
  • 1-Day Rockport Itinerary
  • 1-Day Ogunquit Itinerary
  • 1-Day York Itinerary
  • 1-Day Quincy Itinerary
  • 1-Day Lowell Itinerary
  • 1-Day Concord Itinerary
  • 1-Day Newburyport Itinerary
  • 1-Day Marblehead Itinerary
  • 1-Day Hampton Itinerary
  • 1-Day Natick Itinerary
  • 1-Day Ipswich Itinerary
  • 1-Day Brookline Itinerary
  • 1-Day Lexington Itinerary
  • 1-Day Kittery Itinerary
  • 1-Day Danvers Itinerary
  • 1-Day Hingham Itinerary
  • 1-Day Merrimack Itinerary
  • 1-Day Hull Itinerary
  • 1-Day Rye Itinerary
  • 1-Day Westford Itinerary
  • 1-Day North Truro Itinerary
  • 1-Day Salem Itinerary
  • 1-Day York Beach Itinerary
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