Castellina In Chianti

Castellina in Chianti is a comune of c. 2,800 inhabitants in the province of Siena, in the Italian region Tuscany, located about 35 kilometres south of Florence and about 15 kilometres northwest of Siena. It is part of the Chianti Hills, between the valleys of the Arbia, Pesa and Elsa rivers. Wikipedia.
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Castellina In Chianti Trip Planner

Castellina In Chianti Trip Planner

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Top attractions in Castellina In Chianti

Tenuta Casanova - Luxury Wine Estate
1. Tenuta Casanova - Luxury Wine Estate
5.0
(1261)
Wine cellar
Food & Drink
Slide 1 of 8
⭐️⭐️⭐️⭐️⭐️ THIS IS A MUST DO!!! Located in the breathtaking region of Castellina of Chianti, Tenuta Casanova or Casanova Winery sits peacefully and remarkably. We were first greeted by the animals on property including a friendly peacock as you can see. 🦚 Next, our delightful guide and sommelier walked us through the barreling rooms of their different vintages and aged balsamic vinaigrette.🍷The best part is she allowed us to explore and enjoy the beautiful property and views while preparing our tasting/pairing. What came next was truly remarkable and unforgettable. Learning about the different wines alongside the food pairings was exquisite. 🍾 Easy to fall in love - A pink tuscan champagne 🍷 Casanova Chianti - A Classico made with 98% Sangiovese 🍷 Dincanto Merlot - A delicious Merlot that pairs well with a hearty meal 🍷 Magnificat - “Pope Wine” A limited run of 300 bottles from a vineyard 175 years old. I could not give you a favorite because each were as delicious as the next. My wife and I had an excellent time and were very grateful for the experience. 2nd to none and made our entire Italy Trip. 🚨Pro Tip: Cash required for tasting/pairing and you must order 150 fluid ounces (about 6 bottles or the large magnificat. Book it. you will not regret it! ❤️ 🌅 🍇
Tenuta Casanova is truly a hidden gem in the heart of Tuscany. From the moment we arrived, we were welcomed like family and treated to an experience that was both luxurious and authentic. The property itself is breathtaking—rolling vineyards, historic charm, and the kind of beauty that feels straight out of a movie. The wine and balsamic tastings were unforgettable, each paired with thoughtful explanations and perfectly prepared dishes. Every sip and bite told a story of passion, tradition, and excellence. It’s clear how much care and love goes into everything here, from the estate’s production to the way guests are hosted. This wasn’t just a visit—it was an experience that left us with memories we’ll carry forever. If you’re in Italy, do not miss Tenuta Casanova. Absolutely world-class!
⭐️⭐️⭐️⭐️⭐️ An Unforgettable Tuscan Experience at Tenuta Casanova We had an absolutely fabulous wine tasting experience at Tenuta Casanova! From the moment we arrived, we were welcomed like family. The setting is breathtaking — classic Tuscan countryside with panoramic views of vineyards and olive trees. The tasting itself was so much more than just wine. Each pour was paired with delicious, home-prepared organic food that showcased the estate’s own ingredients — including their incredible balsamic vinegar and olive oil. Every bite and sip told a story of passion, tradition, and quality - a truly Dincanto (you’ll learn what that means) experience…and the lasagna 🤩🤩🤩 Oksana, our host, was warm, knowledgeable, and genuinely enthusiastic about sharing the wines and way of life. You can truly feel the heart behind everything Tenuta Casanova does. If you're looking for an authentic, immersive, and delicious Tuscan experience, Tenuta Casanova is a must-visit. We left with full hearts, happy taste buds, and more than a few bottles to take home!
Simple but perfect, “homey”, simple, but complex. The setting is breathtaking — rolling hills, olive groves, and a true sense of Tuscan warmth - it rained in the morning then dried up so we got the most beautiful views. The hosts, were incredibly welcoming but passionate. Each wine, from the fresh and lively white “Easy to Fall in Love” to the elegant Chianti Classico Riserva, reflected care, tradition, and respect for the land. The son’s Dincanto Super Tuscan was a winner. The simple pairing of fresh bread, local cheese, tomatoes, and their own olive oil and aged balsamic was perfection. Lasagne with béchamel, instead of ricotta, was perfection. A genuine, heartfelt experience that captures the beauty of Tuscany. Bonus: a great setting for couple or group photos, including the peacocks, cats, and fruit trees.
Our family of 10 visited for a traditional cooking class and we had a wonderful time! The visit started with a tour of the property and the cellars. The cooking class was so enjoyable. Ricardo was our host and he was so friendly and made our visit an absolute pleasure. Our cooking class was followed by lunch with a wine pairing - everything was delicious. The scenery was spectacular and the history of the winery is very unique and special. This was a highlight of our trip to Italy and we enjoyed every moment of it!!!
We had an amazing experience at Tenuta Casanova today! Elisa did an incredible job sharing the rich family history and teaching us about the fascinating process behind their farm, which produces homemade balsamic vinegar, olive oil, and wine. Every part of the visit was both educational and enjoyable. The five wines paired with lunch were absolutely delicious, and the food itself was outstanding. The staff were also wonderfully accommodating of my husband’s dairy allergy, which made the experience even more special. Since he doesn’t drink wine, his lunch was only €40 (compared to €80 for the full wine tasting and lunch). Such a beautiful and memorable experience — we will truly cherish it forever. Highly recommend!
Tenuta Casanova – A Truly Magical and Unique Winery! We had an unforgettable experience touring Tenuta Casanova with the wonderful Oksana, who shared the rich history of the estate and the inspiring mission of the owners, Rita and Riccardo. Their dedication goes far beyond wine—they are deeply committed to helping children in need in Kenya. Riccardo, a private chef, offers an exclusive opportunity to enjoy a gourmet dinner that he prepares entirely from scratch for up to 10 guests. Be sure to reserve in advance—this is a rare treat! If you’re interested in Italian cooking, Rita hosts incredible 6-hour cooking classes, where you’ll not only learn authentic techniques but also spend two delightful hours enjoying the dish you’ve prepared. And don’t miss their balsamic vinegar—it’s absolutely extraordinary and unlike anything else! We highly recommend visiting this charming, privately-owned winery. It’s a truly special place that offers so much more than just great wine.
Had an awesome experience at this winery. From the moment we got there we were welcomed warmly. Serena did a wonderful job taking us on a tour of the winery, telling us stories and history of the winery and her family that runs it, and introducing us to each wine and food with stories behind everything. This winery is so special and has very admirable virtues. The way they make the wine, olive oil, and balsamic vinegar is spectacular. Everything we had during our experience was so delicious. From the wines, to the olive oil, to the fresh eggs, honey, and balsamic vinegar, everything was excellent. They have great deals on their products if you visit too. We left with the honey and a bottle of wine but wish we could’ve taken more! We did the simple wine tasting and tour which was around an hour and a half total. We were so sad to leave! We will be coming back and cannot wait to return! If you are looking for a winery to go to, please look no further, this is the one, you will not be disappointed!
Via delle Volte
2. Via delle Volte
Sights & Landmarks
Points of Interest & Landmarks
Sant'Agnese Farm
3. Sant'Agnese Farm
4.9
(68)
Wine cellar
Food & Drink
Slide 1 of 8
What a spectacular and unique experience. The wine tasting paired with lunch is truly unique. If I was to describe this winery, this farm, these people … it’s passion. I’ll never forget experience here, and the wine, well, it’s incredible.
Such a special place. We came for lunch and the wine tasting (reservations are required!!) and it was perfect. I indicated in my reservation that I had a dairy allergy, and all of my food was catered to me. The wine is all delicious - we ordered several to the US. The food was incredible, can clearly taste how fresh the ingredients are. There's just something about this place that gives it a little bit extra, the warmth is palpable. It was my birthday and they sang to me with a candle in (dairy-free) gelato. I couldn't recommend it higher. It was a truly perfect experience that we will be talking about forever.
My husband and I traveled to Italy for our honeymoon. Our travel agent booked lunch for us at Sant’Agnese Farm. The boutique winery is absolutely beautiful! The views are spectacular, the staff is so friendly and knowledgeable, and the food and wine are delicious! They treated us like family. They made the experience fabulous and we were so excited to be able to purchase wine and have it shipped to the US. The staff made the ordering process easy. We cannot wait to return and order more wine!
We rocked up without a reservation and we’re really lucky that two people who had booked didn’t show and so it was meant to be! (The place was recommended by our hotel staff @Locanda la piazza who were both lovely and knowledgeable and who’s recommendations we trusted.) The staff at Sant’Agnese Farm were incredibly welcoming and friendly also. The food was absolutely fantastic and super tasty, with some incredible olive oils and balsamic vinegars including a 30year old which we also bought as a momento of our trip. The views and setting is great even though it was a lil cold and raining on the day we went it didn’t take away from the experience but I can only imagine how much more wonderful it would be with warmth and sunshine! We also enjoyed the wine tasting and found them to be very generous on this side of things. We also bought a bottle of wine. If is ideal if you are visit these places that you understand there is an opportunity for you to purchase and more so they prefer it if you buy cases and are set up to arrange shipping too so you don’t have to worry about a thing. We certainly didn’t have the budget on this occasion for a case but still bought two items and very much looking forward to opening them upon our return home. Would recommend this place is WELL worth a visit and could be even more fun if there is a large group of you...that way you could also split the cost of shipping and case of wine ;-) Enjoy! GG :-)
The most amazing food and wine. The hosts had beautiful hospitality. A truly authentic Italian experience. A must do if you are in the region.
One of the best experiences in Italy. The owners are amazing people and our guide Alice was one of the happiest/knowledgeable people I have met here so far. 10/10 experience, would definitely recommend
This place was magical for us. Really nice people. The setting is just perfect. They are very generous with the wine, oil etc. The menu is all locally grown. Some pics for you.
Incredible place! My wife and I went on a tour and tasting as part of our honeymoon and the selections were amazing. They did not hold back and were very generous with the wine, even opening up some premium bottles to share that were outside of the tasting menu. The food that came with it was incredible too. The quality across the board was top tier. Their olive oil, balsamic, wine, etc. were all phenomenal. Couldn’t recommend this place enough! They also didn’t pressure you to buy/ship anything either but trust me… we walked out of there with more than a case of a wine!
Poggio Amorelli
4. Poggio Amorelli
4.9
(1137)
Winery
Food & Drink
Slide 1 of 8
This was the perfect experience! I absolutely loved how intimate this was. My family (including my husband and two teens) did the wine tasting and light lunch and could not have been happier. The tour was informative but not lengthy, and the history and process was interesting. The total group was small and it felt personal. We did sit out in the beautiful patio and despite heat wave temperatures, we’re comfortable with the breezes, outdoor fans and shade. The “light lunch” was delightful and much more than we expected. It was beyond the value of what we paid. It was fresh and probably one of my favorite meals we had on our Italy trip. The tasting were generous and paired wonderfully with the meal.There were so many options to choose from when trying to find a great experience in Chianti. This was definitely the perfect spot for what I was looking for. Would happily return here!
An incredible experience with Fransesco, our host, who provided impeccable service. The view from the vineyard terrace is splendid. The food and wine are excellent, and the wine + meal package is a must. Our favorites were the pasta with ragu, the 20-year-old balsamic vinegar, the Riserva red wine, the sparkling white wine, and the tiramisu for dessert. We visited several vineyards in Tuscany, and this one is one of our favorites. Salute!
Lovely wine tasting experience in Chianti! The property and people are beautiful and we had a very educational tour and tasting that included wine, balsamic, and olive oil all made on property as well as delicious bites to pair! Would definitely visit again if we are in the area and would recommend as a stop in your wine tasting tour of Tuscany!
Absolutely wonderful! My wife and I came here on our last full day in the Tuscany region and we could not have asked for a better experience. Gloria kindly greeted us at the front desk. Thomas - the ginger Italian :) - was our tour guide through the fermentation vats and cellar. He also educated us at the wine tasting. We had five different wines plus sampled their olive oil and balsamic vinegar. Thomas was very personable and a joy to have as our host. All questions were answered and the whole experience was laid back. After the wine tasting we relaxed on the patio overlooking the vineyards and hills to the south. It was a bit chilly, yet sunny and pleasant outside. Gloria then offered us some espresso and blankets for the patio. Such hospitality. Everything was done with a genuine smile. This place, the people, and of course their wine are an absolute must if you are in the area!
If you’re reading this do yourself a favour and book the wine tasting and lunch experience immediately! We could not have had a better experience with Tomas (the “ginger” - his words not mine!) leading the way. The quality of the tasting and descriptions provided, the tour of the delightful winery and the actual wine and outstanding lunch left all 12 of us huge fans. That the owner dropped by and the warm welcome by the staff also contributed to a memorable experience.
We had a wonderful wine tasting experience at Poggio Amorelli Winery. We sampled five different types of wine, along with their exquisite olive oil and balsamic vinegar. The tasting was truly enjoyable — we fully embraced the moment and felt genuinely happy throughout. This is a place you definitely shouldn’t miss; if you do, you’ll regret it. Everyone was very kind and answered all of our questions in great detail. The family who runs the winery is also incredibly warm and welcoming. Plus, they have the cutest dog and cat — a lovely touch that made the experience even more special. :)
Francesco was absolutely amazing! We honestly thought he was the owner because of how passionate, attentive, and professional he was. He made us feel so well taken care of always focused on our tastes, super friendly, and truly passionate about what he does. We’ll definitely be back and will recommend Poggio Amorelli to everyone!
Absolutely a dream experience here. Gorgeous grounds and views, wonderful service. The food and wines are divine - the "light" lunch is a full meal. Come hungry! Such a special experience - can't wait to come home to the box of wines and balsamic we ordered! Thank you to Tommaso!
Rocca di Castellina in Chianti
5. Rocca di Castellina in Chianti
4.6
(1285)
Museum
Sights & Landmarks
Slide 1 of 8
This was a great visit! Spectacular sweeping views with interesting artifacts! The Castle is easily accessible and fairly priced. We enjoyed our visit so much that we will probably visit again when we return in the future.
Beautiful caste with rich history.
Linked into the fantastic museum next door, the castle had a wonderful art exhibition on when we visited. However walk up the tower to see the amazing views. Breathtaking. (There are a lot of steps!).
Really small little village. Perfect stop following the SR222 from Florence to Siena (or the other way around). Worth a visit for a drink and to enjoy a really nice, old tusany village on top of a mountain with a nice castell and church.
If you appreciate history and medieval architecture san gimignano is not to be missed. For those less interested there are tons of great shops and restaurants.
Nice town. Castle worth a visit, great views from the top
splendidly preserved medieval castle. the views from the top are spectacular. you need a ticket for the archeological museum next door to get access to the tower (6 euro).
The building itself is beautiful but inside it is mainly a museum to their local soccer team with a few Etruscan relics.
Tumulo di Montecalvario
6. Tumulo di Montecalvario
4.3
(124)
Archaeological museum
Sights & Landmarks
Slide 1 of 8
Large tomb, with a diameter of more than fifty meters with four burial chambers arranged according to the cardinal points. Car parking about 5 mins walk away. Nice view and walk into town..
no entry fee. You can walk on, around and go inside the burial mound. If visiting Castellina then worth the 5 min walk.
Not much info provided
(Translated by Google) This modest Etruscan tomb is a typical example of this type of burial in Tuscany. Located a few steps from the charming, tiny and uncontaminated town of Castellina in Chianti, it is worth a visit in every season of the year. An ideal starting point to admire the unique landscape of Chianti. Recommended for everyone, including families with children. (Original) Questa tomba etrusca modesta costituisce però un esempio caratteristico di sepoltura di questa tipologia in Toscana. Situata a pochi passi dalla graziosa, minuscola e incontaminata cittadina di Castellina in Chianti, merita una visita in ogni stagione dell'anno. Punto di partenza ideale per ammirare il paesaggio unico del Chianti. Consigliato per tutti, anche famiglie con bambini.
(Translated by Google) A few minutes from the historic center of Castellina, free entrance and parking nearby, it is also possible to walk for 10 minutes, the tombs are obviously empty but they are characteristic, there are 4 of them (Original) A pochi minuti dal centro storico di Castellina, ingresso libero e parcheggio vicino, è fattibile anche 10 min a piedi, le tombe sono logicamente vuote ma sono caratteristiche, ne sono 4
(Translated by Google) A different place where you can breathe the ancient history of Tuscany. Just outside Castellina in Chianti you can easily reach the necropolis on foot which is located on this small peak called Montecalvo. The Etruscan tombs are positioned in the four cardinal points and are accessible, they can be visited without paying any ticket. They are well kept, but it's a shame that there is no lighting inside as they are completely dark. They are obviously empty since the archaeological finds discovered are preserved in the archaeological museum of Castellina. (Original) Un luogo diverso si respira la storia antica della Toscana. Poco fuori da Castellina in Chianti si raggiunge facilmente a piedi la necropoli che è posizionata su questa piccola cima chiamata Montecalvo. Le tombe etrusche sono posizionate nei quattro punti cardinali e sono accessibili, si possono visitare senza pagare nessun biglietto. Sono ben tenute, peccato però che non ci sia illuminazione dentro in quanto sono completamente buie. Sono ovviamente vuote poiché i reperti archeologici rinvenuti sono conservati al museo archeologico di Castellina.
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