The 15 Best Wine Experiences in Florence

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Siena Cathedral and the guided walk: the part that pays off

★★★★★★★★★★5.0 · 21,634 reviews · 11 to 12 hours (approx.) · from $114Our pick

Florence day trip to Siena, San Gimignano and Pisa, plus Chianti winery lunch and tasting. Guided history, free time, optional tower climb.

“The day was great! Our tour guide was absolutely amazing! He even helped me find my phone when it went missing! The tour is perfectly described on the Viator app as to what you will do for the day. Personally all in our group said if we did it again we wouldn’t go to Pisa and would have really wanted to stay longer in the other two towns. The wine tasting and lunch is an absolute must!!”

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Cooking Classes, Pasta, Pasta Making Classes, Tour Reviews, Wine Tours, Workshops

Florence: Pasta Cooking Class with Unlimited Wine

2.Pasta Cooking Class with Unlimited Wine

★★★★★★★★★★4.9 · 10,285 reviews · 3 hours · from $21Best value

Learn fresh pasta in Florence’s medieval tower, make 3 shapes, match 3 sauces, and eat with unlimited Tuscan wine for $21 in 3 hours.

“An absolutely fantastic experience and highly recommend it. Our chef Andrea shared great knowledge and made the experience fun. Would definitely do it again”

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Chianti Wine Tours, Florence Wine Tastings, Food & Drink, Tour Reviews, Tours, Wine Tours

Florence: Chianti Wineries Tour with Wine Tasting

3.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 8,301 reviews · from $56

Half-day Chianti tour from Florence with two winery visits, vineyard walks, and tastings of up to 7 wines plus Tuscan bites on a GT bus.

“Great experience! Our guide Constantino and driver Ricardo were both fantastic. Both wineries were a good experience and had delicious wines”

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Florence Wine Tastings, Food & Drink, Tour Reviews, Tuscany Countryside Tours, Wine Tours

Small-Group Wine Tasting Experience in the Tuscan Countryside

4.Small-Group Wine Tasting Experience in the Tuscan Countryside

★★★★★★★★★★5.0 · 7,392 reviews · 4 hours 45 minutes (approx.) · from $107

Small-group Chianti Classico tastings from Florence, two winery visits, wine and olive oil pairings, plus time to shop in the hills.

“Wonderful, very nice, wine is great, beautiful landscape, guide and driver very nice, bus arrived on time, sufficient time on every stop. Plenty of wine and cheese”

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Cooking Classes, Pasta, Pasta Making Classes, Tour Reviews, Wine Tours, Workshops

Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

5.Pasta & Tiramisu Cooking Class with Unlimited Wine

★★★★★★★★★★4.9 · 6,708 reviews · 3 hours · from $56

Florence pasta and tiramisu hands-on class with unlimited wine. Learn fresh pasta, eat what you make, end with limoncello or coffee.

“We absolutely loved the experience! Definitely the highest point of our trip. The class was SUPER fun, as much wine as you could drink, the food was amazing! Couldn’t recommend more.”

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Cooking Classes, Pasta, Pasta Making Classes, Tour Reviews, Wine Tours, Workshops

Florence: Pasta Cooking Class with Unlimited Wine

6.Pasta Cooking Class with Unlimited Wine

★★★★★★★★★★5.0 · 6,413 reviews · 3 hours (approx.)

Make fresh pasta from scratch in a medieval Florence tower, then eat three dishes with matching sauces, plus unlimited Tuscan wine.

“A really fun evening making pasta. It was surprisingly tasty and the group size was good, not too big and with other people to chat to as we made the pasta. For what was included I thought this was great value for money and was a really fun evening.”

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1-Day Tours, Day Trips from Florence, Lunch Experiences, Pisa Tours, San Gimignano Tours, Siena Tours, Tour Reviews, Wine Tours

Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

7.Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

★★★★★★★★★★4.5 · 6,006 reviews · 12 hours (approx.) · from $78

Florence to Siena, San Gimignano, and Pisa in one long day with a Tuscan lunch and wine pairing. Towers, Duomo, Leaning Tower photos.

“What a great day! Sienna cathedral is stunning - a must visit. The wine pairing was very entertaining and good fun and the meal was tasty. San Gimignano was beautiful and I would really recommend going up the tower for some stunning views. The leaning tower of Pisa speaks for itself. The organisation of a big group was well managed and the tour guides were exceptional, keeping everyone updated in English and Spanish. All in all a great day.”

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Day Trips from Florence, Florence Wine Tastings, Food & Drink, Tour Reviews, Tours, Wine Tours

SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

8.SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

★★★★★★★★★★5.0 · 5,088 reviews · 7 to 9 hours (approx.) · from $157

Small-group 4x4 wine safari from Florence with off-road vineyard access, cellar tours, olive oil tastings, and Tuscan meals.

“Thank you Ginny and Fabio! Lovely relaxing tour and day - we enjoyed and highly recommend! Great food and wine (generous pours)”

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Evening Experiences, Food, Food & Drink, Tour Reviews, Tours, Wine Tours

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

9.Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

★★★★★★★★★★5.0 · 5,015 reviews · 3 hours 30 minutes (approx.) · from $149

Taste Tuscan wines, Prosecco and a Negroni lesson on a small-group Florence sunset walk through Oltrarno wine windows and gelato.

“I’ve now done this tour twice and both times were unforgettable. If you’re a food lover or just want to learn more about the Tuscan culinary culture, this tour is a must do. From start to finish the tour, struck the perfect balance between delicious food, drinks, local history and authentic Florentine atmosphere. What I loved most was that even on my second time, there were new delights and insights to experience. Every step featured real Italian classics and none of it felt touristy! Our guide was not only friendly, but genuinely passionate about Tuscan food traditions.”

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Day Trips from Florence, Lunch Experiences, Pisa Tours, San Gimignano Tours, Siena Tours, Tour Reviews, Wine Tours

From Florence: Siena, San Gimignano, Pisa & Lunch at Winery

10.Siena, San Gimignano, Pisa & Lunch at Winery

★★★★★★★★★★4.8 · 4,538 reviews · 12 hours · from $112

Florence day trip to Siena, San Gimignano, and Pisa with a Chianti winery lunch and wine tasting, plus time to wander and photos.

“Mirella was an excellent guide! She has a wealth of knowledge while being super helpful and friendly. The places we visited were beautiful and the experience got even better thank to Milly!”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

11.San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

★★★★★★★★★★4.5 · 4,432 reviews · 11 hours (approx.) · from $83

San Gimignano, Monteriggioni, Chianti winery lunch and wine tasting, plus Siena with optional cathedral access, all by coach from Florence.

“We had a day trip to San Gimignano and Siena. The tour was amazing and well-managed. All thanks to Alessandra and Enrico. The lunch and wine tasting experience were good. The guided visit to Siena was merged with another language, thus, making it difficult to understand.”

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Chianti Wine Tours, Lunch Experiences, Pisa Tours, San Gimignano Tours, Siena Tours, Tour Reviews, Wine Tours

Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

12.Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

★★★★★★★★★★4.6 · 4,354 reviews · 12 hours · from $77

Florence to Pisa, San Gimignano, Siena and Chianti hills in one guided day, with optional lunch and wine pairing included.

“I highly recommend this tour! Everything was perfectly organized from start to finish. The bus was comfortable, and the scenery along the way was absolutely stunning. The guides were friendly, attentive to every detail, and provided excellent explanations in both English and Spanish. The places we visited were beautiful and full of charm. If you choose the option with lunch included, you’ll enjoy a delightful meal at a lovely restaurant, complete with a small wine tasting. Every stop was worth it. A truly unforgettable experience. I would definitely do it again without hesitation!”

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Chianti Wine Tour from Florence

13.Chianti Wine Tour from Florence

★★★★★★★★★★4.5 · 3,979 reviews · 5 hours (approx.) · from $59

Half-day Chianti Wine Tour from Florence with coach ride, 2 organic winery visits, vineyard and cellar tours, and tastings of 6 to 7 wines.

“Not a lot of time spent at each winery. There is a steep hill to climb to get to one of the wineries.”

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From Florence: Small Group Wine Tasting Tour to Tuscany

14.Small Group Wine Tasting Tour to Tuscany

★★★★★★★★★★4.9 · 3,902 reviews · 4.5 hours · from $105

Small-group wine and olive-oil tastings in Chianti Classico. Visit 2 famed wineries from Florence, with food pairings and hill views.

“Leo was a lovely and knowledgeable tour guide. We felt well taken care of and the wineries we visited were fantastic! The small group size made for an especially convivial and intimate experience.”

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Chianti Wine Tours, Day Trips from Florence, San Gimignano Tours, Siena Tours, Tour Reviews, Tours, Wine Tours

From Florence: San Gimignano, Siena, and Chianti Wine Tour

15.San Gimignano, Siena, and Chianti Wine Tour

★★★★★★★★★★4.5 · 3,762 reviews · from $164

A 9-hour small-group Tuscany tour from Florence, mixing Siena, San Gimignano, and Chianti with lunch and five wine tastings.

“Our guide (I believe it was Emma) was incredibly lovely, funny and had lots of knowledge of Siena especially since it’s her hometown. The bus was comfy and seemed brand new, air conditioning was a relief too! The trip is very long, so I think the last stop was tough since it was nearly two hours, could’ve done just an hour I think.”

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