Florence · WINE TOURS

15 Wine Tastings in Florence Worth Booking

71 tours  ·  from $15

Every trip has one free day too few. These 15 wine tastings justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Starting at Santa Maria Novella Station
1-Day Tours, Florence Day Trips, Florence Wine Tastings, Lunch Experiences, Pisa and Lucca Day Trips, Siena and San Gimignano Day Trips, Tour Reviews, Wine Tours

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

1.Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

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

Meet Walkabout Florence Tours at Santa Maria Novella Station for a full day through Tuscany. Guides such as Alex, Sara, Davide, and Manolo lead the group to Siena, San Gimignano, Pisa, and a Chianti winery lunch with four wine tastings. Expect plenty of walking, free time, and a maximum group size of 40.

“We went on this day trip during our honeymoon in October 2025. This excursion was an outstanding experience thanks to our tour guide, Giancarlo. He was engaging, informative, funny, and knowledgeable. Siena, San Gimignano, Pisa, and lunch at the winery were beautiful. It is a long day so be sure to dress comfortably. This day trip was one of the highlights of our trip. We highly recommend going on this tour.”

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Florence: Pasta Cooking Class with Unlimited Wine - From flour to three kinds of pasta
Cooking Classes, Florence Cooking Classes, Florence Wine Tastings, Pasta, 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

In a medieval tower near Brunelleschi’s Dome, chef instructors such as Andrea, Victoria, Antonio, and Valentino guide you through ravioli, tortelli, pappardelle, and sauces. You cook, eat everything, and pair it with Tuscan wine or soft drinks during this lively three-hour Florence class.

“Awesome experience. Antonio was a great guide and chef!”

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Florence: Chianti Wineries Tour with Wine Tasting - Meeting at Piazzale Montelungo
Chianti Tours, Florence Wine Tastings, Food & Drink, Tour Reviews, Tours, Wine Tastings in Chianti, Wine Tours

Florence: Chianti Wineries Tour with Wine Tasting

3.Chianti Wineries Tour with Wine Tasting

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

Travel by comfortable coach from Florence to two Chianti wineries for guided tours, vineyard walks, and tastings of up to seven wines. Guides such as Martina, Cecilia, Giulia, and John have led recent departures, while local producers explain wine, food, and Tuscan traditions.

“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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Small-Group Wine Tasting Experience in the Tuscan Countryside - First winery: vineyard, cellar, and three wines
Florence Wine Tastings, Food & Drink, Tour Reviews, Tuscan Farm and 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

Leave Florence from Santa Maria Novella for two Chianti Classico wineries, guided vineyard and cellar visits, six wine tastings, olive oil, and Tuscan snacks. Guides such as Matteo, Leo, Leonardo, and Jonathan are known for making the ride lively and easy for first-time tasters. Expect about 4 hours 45 minutes.

“Two great establishments in the Chianti region! Leo was the best! Comfortable van, easy link-up--highly recommended”

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Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine - From flour-covered table to a proper Italian meal
Cooking Classes, Florence Cooking Classes, Florence Gelato and Tiramisu Classes, Florence Wine Tastings, Pasta, 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

Spend three hours in a Florence restaurant making fresh pasta and tiramisu from scratch. Hosts such as Alessandro, Amber, Clive, and Narghess guide beginners through the work, then serve your meal with wine, coffee, or limoncello.

“Our guide Amber was incredible. She was humorous and made the class super enjoyable. Would highly recommend!”

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Florence: Pasta Cooking Class with Unlimited Wine - From flour to three kinds of pasta
Cooking Classes, Florence Cooking Classes, Florence Wine Tastings, Pasta, 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.)

In central Florence, your chef guides you through ravioli, tortelli, and pappardelle from flour to dinner inside a 13th-century tower near the Duomo. The three-hour class suits beginners, vegetarians, families, couples, and solo visitors, with Tuscan wine, soft drinks, and all equipment included.

“This was a fun and awesome experience, especially for the price! The chef was very engaging and helpful. You get put in a room with a lot of people so if you’re looking for a more intimate experience, this isn’t it, but if you’re down to have fun with other people and get to know them, then it’s great.”

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - Siena Cathedral is worth a ticket if time allows
1-Day Tours, Florence Day Trips, Florence Wine Tastings, Lunch Experiences, Pisa and Lucca Day Trips, Siena and San Gimignano Day Trips, 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

From Florence, visit Siena, San Gimignano, and Pisa by air-conditioned coach. Choose guided Siena touring and a three-course winery lunch with wine pairing. Expect a long, well-paced day with plenty of walking, free time, and guides such as Jacopo, Sara, or Constantine depending on departure.

“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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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - The 9-hour Full-Day Chianti Wine Safari
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

Leave Florence with an English-speaking sommelier such as Ginevra, Sara, Alex, or Fabio and head into Tuscany by air-conditioned 4x4. Choose Chianti, Val d’Orcia, morning, or sunset tours, with winery tastings, olive oil, salumi, cheese, and a traditional meal.

“Fabio was an excellent guide! I always recommend Walkabout Tours for anyone visiting Florence/Tuscany.”

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Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe - Starting with Prosecco in Piazza Santo Spirito
Evening Experiences, Florence Sunset and Evening Tours, Florence Wine Tastings, 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

Spend 3.5 hours in Florence’s Oltrarno tasting Prosecco, Tuscan wines, pecorino, Parmigiano, gnudi pasta, Tuscan soup, wild boar stew, a Negroni, and artisan gelato. English-speaking guides such as Antonella, Martino, Sara D, Dimitri, and Ellie lead the small group through local shops and historic eateries.

“This was a fantastic unique, authentic Florentine experience. We loved every place we stopped. Delicious wine, food and fun! Our guide Sara D. Was the best.”

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From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Meeting the coach at Santa Maria Novella
Florence Wine Tastings, Lunch Experiences, Pisa and Lucca Day Trips, Siena and San Gimignano Day Trips, 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

Travel from Florence by comfortable coach to Siena, San Gimignano, Pisa, and the Chianti Hills. Expect a guided Siena walk, Siena Cathedral entry, free time in three towns, and an optional winery lunch with four regional wines. Guides such as Alessandro, Sara, and Alex are known for lively storytelling.

“Wonderful, enriching day trip. Lunch was delightful, more than expected, with a gorgeous view. Our guide, Davido, was enthusiastic, knowledgeable, attentive and fun! It was amazing to be at Pisa for sunset, as the light was perfect. I wouldn’t change a thing. It would be hard, however, for folks with accessibility issues as there is a lot of walking and hills to deal with.”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano and its forest of towers
1-Day Tours, Chianti Tours, Florence Day Trips, Florence Wine Tastings, Food & Drink, Lunch Experiences, Siena and San Gimignano Day Trips, Tour Reviews, Wine Tastings in Chianti, Wine Tours

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

Leave Florence by coach for San Gimignano’s towers, Monteriggioni’s medieval walls, a Chianti winery lunch with three wines, and Siena’s cathedral and Campo. Choose between free exploration and added Siena guiding. Expect hills, uneven streets, and a full 11-hour day.

“We have been to Italy many times and have been on dozens of tours. This tour was - by far - the worst tour ever. There were 75-80 people on our tour. Who would ever sign up for a tour, anywhere, with that many people? We were loaded onto a double decker bus and the tour company paired our English speaking tour with a Spanish speaking tour. Every discussion/announcement was in 2 languages. Moving that many people from one location to the next was an effort and took away from the time that could have been spent in any of the location stops. One of the worst parts of the…”

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Starting at Piazzale Montelungo
Chianti Tours, Florence Wine Tastings, Lunch Experiences, Pisa and Lucca Day Trips, Siena and San Gimignano Day Trips, Tour Reviews, Wine Tastings in Chianti, 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

This 12-hour coach tour links Pisa, San Gimignano, Chianti, and Siena from Florence. Expect a busy but well-planned day, English or Spanish guidance, Siena touring options, and a three-course Tuscan lunch with three wines and Vin Santo if selected.

“We had an excellent trip, thanks to our fabulous guides. The bus was easy to access, and the time spent at each location was perfectly spaced.”

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Chianti Wine Tour from Florence - First Winery: A Small Organic Producer
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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

Leave Florence by air-conditioned coach for two organic Chianti wineries. You will taste six or seven Tuscan wines, bruschetta, cheese, salami, olive oil, and balsamic vinegar, with vineyard and cellar visits led by local producers. Guides such as Aaron, Alessandra, or Cristina may lead the English tour.

“Both wineries were amazing! Lots of Knowledge about making the wine and very personal wanted you to ask questions and just talked to you during the tour. Tommas from the second location super friendly and did an excellent job! Both shipped to the US and you could buy another glass while you walked around the site. Both had some snacks at the venues, but would eat lunch or dinner before going.”

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From Florence: Small Group Wine Tasting Tour to Tuscany - First winery: three wines and fresh olive oil
Florence Wine Tastings, Food & Drink, Tour Reviews, Tours, Wine Tours

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

Travel from Florence to Chianti Classico in an air-conditioned minibus, stopping at two wine estates for cellar visits, about six wine tastings, olive oil, and Tuscan snacks. Guides such as Jason, Jonathan, Leo, and Raffaele are known for lively commentary, though the guide varies by departure.

“Alex and Jason was excellent. Wines were amazing! Would highely recommend”

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Siena, San Gimignano and Chianti Wines Day Tour from Florence - A short hour in San Gimignano
Chianti Tours, Florence Day Trips, Florence Wine Tastings, Siena and San Gimignano Day Trips, Tour Reviews, Tours, Wine Tastings in Chianti, Wine Tours

Siena, San Gimignano and Chianti Wines Day Tour from Florence

15.Siena, San Gimignano and Chianti Wines Day Tour from Florence

★★★★★★★★★★4.5 · 2,542 reviews · 10 hours 30 minutes (approx.) · from $78

Spend about 10.5 hours exploring three Tuscan towns from Florence by air-conditioned coach. See Siena’s Piazza del Campo and Duomo, wander San Gimignano, stop at Monteriggioni, and taste two or three Chianti wines with regional snacks. Choose guided Siena sightseeing or more free time.

“Ronaldo and Roberto did a great job of getting us to our destinations and communicating things to do at each stop. This tour is a large group tour on a coach bus. We still kept to our schedule. Siena is beautiful along with the other stops. The only thing i wish were different was the order of the stops. It was close to dark when we arrived to San Gimignano and would have preferred to be in Siena in the evening. Thanks for conducting the tour, so we could see more on our Italy trip!”

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