15 Wine Tours in Florence Worth Booking

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

/ August 8, 2026

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 $114.88Our pick

Tuscany day trip from Florence with Siena, San Gimignano and Pisa, plus Chianti winery lunch and wine tasting. Big sights, long day.

“Prob our least favorite excursion we have done this trip. Trip should be condensed to one stop (like Pisa) and maybe lunch/winery. However, our Tour guide was EXCELLENT. It’s just not the best trip we’ve ever done by far.”

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Florence: Pasta Cooking Class with Unlimited Wine

/ August 8, 2026

2.Pasta Cooking Class with Unlimited Wine

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

Make three kinds of fresh pasta in a medieval Florence tower, eat what you make, and enjoy unlimited Tuscan wine for $21.

“Such fun, the best thing we did as a family and skill for future. I took my two teenage daughters they loved it, the atmosphere was great shouting “yes chef” having a laugh. Loving the wine. Highly recommended and so cheap too!”

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Florence: Chianti Wineries Tour with Wine Tasting

/ August 8, 2026

3.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 8,301 reviews · from $56.37

Half-day Chianti tour from Florence with two cantinas, vineyard walks, and wine tastings plus Tuscan snacks in the hills.

“The tour was fantastic! Our guide Gulia was very knowledgeable about wine, and the region. She made everyone feel welcomed! The wine tastings and vineyards were great! An amazing experience!”

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Small-Group Wine Tasting Experience in the Tuscan Countryside

/ August 8, 2026

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

★★★★★★★★★★5.0 · 7,392 reviews · 4 hours 45 minutes (approx.) · from $107.63

Small-group Chianti wine tasting from Florence: 2 wineries, vineyard and barrel-room visits, olive oil pairings, and scenic countryside rides.

“An excellent wine tour into the Tuscany countryside! Wonderful wine, food and views. Winery host were very informative about their wines.”

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Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

/ August 8, 2026

5.Pasta & Tiramisu Cooking Class with Unlimited Wine

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

A hands-on Florence cooking class making fresh pasta and tiramisu in a local restaurant, with wine tastings and a coffee or limoncello.

“Our chef instructor, Narghess, was great. She was funny, friendly and very patient. Her English was exceptional and she knew many humorous American idioms. She kept us in stitches. She also was very generous with the libations during our pasta prep. After we made two types of pasta, we retired to a table in the adjacent restaurant. Here our pasta was cooked and topped with delicious sauces appropriate to each dish. We also enjoyed red and white wine with our dinner. Everyone left full and content.”

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Florence: Pasta Cooking Class with Unlimited Wine

/ August 8, 2026

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 unlimited Tuscan wine in about 3 hours.

“We had an amazing time learning how to make pasta! The instructor was wonderful and explained everything in great detail. He also demonstrated everything. There were (older) families, couples and friend groups in our class. Everyone had a great time!!”

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

/ August 8, 2026

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

★★★★★★★★★★4.5 · 6,006 reviews · 12 hours (approx.) · from $78.60

A packed 12-hour Tuscany loop from Florence to Siena, San Gimignano, Pisa, plus a winery lunch with optional wine pairing.

“This tour has a great overview of the Tuscany area. Beautiful sights of small towns, learn about its history along the way, and have a delicious wine tasting/lunch. There is a fair amount of walking, so wear comfortable shoes.”

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

/ August 8, 2026

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

★★★★★★★★★★5.0 · 5,088 reviews · 7 to 9 hours (approx.) · from $157.21

Small-group 4WD wine safari from Florence, with off-road vineyard stops, guided tastings, and Tuscan lunch in Chianti or Val d'Orcia.

“I 100% recommend this tour. The places we visited were beautiful, and the food was excellent. It is definitely worth it, so don’t think twice.”

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Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

/ August 8, 2026

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

★★★★★★★★★★5.0 · 5,015 reviews · 3 hours 30 minutes (approx.) · from $149.95

Florence sunset food and wine walking tour with Prosecco, four Tuscan wines, Negroni demo, wine windows, and gelato, $149.95.

“Eli was fantastic. She guided us on a wonderful food and wine journey through Florence. Her knowledge and passion elevated the experience providing unique insights and history. Highly recommend!”

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

/ August 8, 2026

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

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

Florence to Siena, San Gimignano, Pisa, and a Chianti winery lunch, with guided walks, free time, and a value-packed 12-hour route.

“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

/ August 8, 2026

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

★★★★★★★★★★4.5 · 4,432 reviews · 11 hours (approx.) · from $83.27

San Gimignano towers, Monteriggioni walls, Chianti lunch and 3-wine tasting, then Siena cathedral and plazas on a Florence day trip.

“This tour was well worth it. We enjoyed discovering the medieval towns inTuscany, lunch was tasty, bus was comfortable. The three staff assigned to our tour were Alexandra, Stella & Nino and they were all lovely & wonderful! Highly recommended tour!”

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

/ August 8, 2026

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

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

12-hour Tuscan day trip from Florence with Pisa, Siena, San Gimignano, Chianti countryside, plus optional lunch and wine pairing.

“Our guide, Aaron and Fabi, were excellent guides! Ferdinand was an amazing driver! I highly recommend this tour!”

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Chianti Wine Tour from Florence

/ August 8, 2026

13.Chianti Wine Tour from Florence

★★★★★★★★★★4.5 · 3,979 reviews · 5 hours (approx.) · from $59.13

Chianti wine tour from Florence with two organic wineries, guided tastings and local food, plus a scenic Via Chiantigiana coach ride.

“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

/ August 8, 2026

14.Small Group Wine Tasting Tour to Tuscany

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

Small-group Chianti Classico wine and olive oil tasting from Florence, 2 estates, 6 wines sampled with local food pairings.

“This was a great relaxing evening. This is a nice tour for when you need a break from the museums and running to different spots. Although more insight into the wine making process would have been great, we knew what we signed up for. The wine was delicious, but we took away a new appreciation of really good aged local balsamic. It was terrific with the Pecorino cheeses and paired nicely with the classicos. Highly recommend!”

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