REVIEWS · CHIANTI WINE TOURS

Chianti Wine Tours from Florence: Our 15 Favourites

24 tours  ·  from $41 a head

Chianti Classico starts twenty minutes out of Florence and the good half-days reach two estates without rushing either. The 15 below are priced and compared on whether lunch is a plate or a meal, and how far into the hills you actually get.

Florence: Chianti Wineries Tour with Wine Tasting - The Second Winery: A Different View of Chianti
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Florence: Chianti Wineries Tour with Wine Tasting

1.Chianti Wineries Tour with Wine Tasting

★★★★★★★★★★4.5 · 10,071 reviews · 5 - 5.5 hours · from $41Our pick

Visit two Chianti wineries from Florence, taste up to seven wines, sample Tuscan foods, and enjoy beautiful countryside for $41.

“Fantastic tour.of two diverse wineries. The first was a traditional authentic experience, while the second was more polished corporate style experience - both were excellent. Zora was a wonderful guide, directing us through the process. Highly recommend.”

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - Monteriggioni, a fortress in miniature
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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

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

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

Review of a full-day Tuscany tour from Florence to San Gimignano, Siena, Monteriggioni, and Chianti, with lunch and wine tasting.

“Visited lovely little villages and had free time to explore. Tour leader was friendly and helpful. Lunch was acceptable (appetiser was good, pasta main was average and no desert as promised, just a small biscuit). Wine was really nice but too expensive to buy. Overall worthwhile.”

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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Pisa and the Field of Miracles in 80 minutes
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Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch

Chianti Wine Tour from Florence - First Winery: Organic Wine and Local Bites
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Chianti Wine Tour from Florence

4.Chianti Wine Tour from Florence

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

Explore Chianti from Florence with two winery visits, Tuscan tastings, scenic roads, expert hosts, and practical tips before booking.

“The bus trip TO the wineries is a valuable part of the trip! Put your phone away and gaze out the window, imagining the hundreds of years farmers harvested and artists captures the warm sunlight on the rolling hills. The wineries were charming and the tastings expertly hosted—and yet also very accessible to all wine drinkers. A great time; highly recommend!”

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From Florence: San Gimignano, Siena, and Chianti Wine Tour - Siena: grand squares and a tight schedule
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From Florence: San Gimignano, Siena, and Chianti Wine Tour

5.San Gimignano, Siena, and Chianti Wine Tour

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

Review of a full-day Tuscany tour from Florence to Siena, Chianti, and San Gimignano, with wine, lunch, free time, and practical tips.

“We had an incredible adventure through Chianti and surrounding towns. Marco was an excellent guide who is very knowledgeable of Tuscan and Italian history. San Gimingnano was the highlight filled with delicious treats and sights of the picturesque rolling hills.”

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Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch - Two hours among San Gimignano’s medieval towers
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Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch

From Florence: Chianti Half-Day Wine Tour with Tasting - Poggio ai Laghi: the first winery sets the tone
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From Florence: Chianti Half-Day Wine Tour with Tasting

7.Chianti Half-Day Wine Tour with Tasting

★★★★★★★★★★4.5 · 3,031 reviews · 6 hours · from $58

Taste seven Tuscan wines, oils, cheeses, and salami at two Chianti wineries, then visit Monteriggioni on a scenic half-day trip from Florence.

“Excellent wine tour. Well organised. Luca and Luciano were amazing. We really enjoyed ourselves. Even the visit to Monteriggioni was very interesting.”

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Siena, San Gimignano and Chianti Wines Day Tour from Florence - Meeting the coach near Santa Maria Novella
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Siena, San Gimignano and Chianti Wines Day Tour from Florence

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

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

See Siena, San Gimignano, Monteriggioni, and taste Chianti wines on a full-day Tuscany tour from Florence.

“So we'll planned. No details are left to chance. They do such a good job of informing you of starting points, scheduling meetups etc. Our host Alex was wonderful and very knowledgeable. Seemed as though he was enjoying himself as much as we were. My family and I all agree that we will use Viator for all our tours on future Italian vacations.”

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Half day Chianti Vineyard Escape from Florence with Wine Tastings - Following the Chianti Road into the hills
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Half day Chianti Vineyard Escape from Florence with Wine Tastings

9.Half day Chianti Vineyard Escape from Florence with Wine Tastings

★★★★★★★★★★4.5 · 2,196 reviews · 5 hours (approx.) · from $53

Escape Florence for five hours of Chianti scenery, two winery visits, wine tastings, olive oil, Tuscan snacks, and cellar tours.

“Everything about this excursion was great! Fantastic communication leading up to it. Both wineries were awesome in their own way. The first was more of a small family business while the second seemed a little "classier." Great views at both. Comfy ride. If you're looking for an escape from the city, I highly recommend!”

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Tuscany Bike Tours Through the Chianti Hills with Wine Tasting - Leaving Florence at 8:30 a.m.
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Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

From Florence: Chianti Tour with Two Wine and Food Tastings - Second Winery: More Wine, More Food, and More Time
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From Florence: Chianti Tour with Two Wine and Food Tastings

11.Chianti Tour with Two Wine and Food Tastings

★★★★★★★★★★4.5 · 1,205 reviews · 5 hours · from $58

Taste Chianti wines, Tuscan snacks, and organic winery traditions on a scenic five-hour trip from Florence for $58.

“Great tour, well air-conditioned bus and friendly and informative tour guide (thanks, Keiko!) Wines were lovely and the locations are gorgeous. Recommend this tour group!”

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From Florence: Private Chianti Hills Tour with Tasting - The drive from Florence through the Chianti hills
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From Florence: Private Chianti Hills Tour with Tasting

Chianti Wineries Tour with Tuscan Lunch and San Gimignano - The first winery: the personal touch
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Chianti Wineries Tour with Tuscan Lunch and San Gimignano

13.Chianti Wineries Tour with Tuscan Lunch and San Gimignano

★★★★★★★★★★5.0 · 793 reviews · 8 hours (approx.) · from $229

Review of the Chianti wineries tour from Florence, with wine tastings, Tuscan lunch, San Gimignano, transport, pricing, and practical tips.

“Tour was excellent! Daniel the tour guide was the best, he explained everything, took pictures, played great car music & so polite. Wineries were amazing, breads, cheeses, meats, vegetables & the best pasta we ever ate, so much delicious wine & food.”

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Tuscany Day Trip: Chianti & Cooking Class Small Group - Monteriggioni and the limits of a 30-minute stop
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Tuscany Day Trip: Chianti & Cooking Class Small Group

14.Tuscany Day Trip: Chianti & Cooking Class Small Group

★★★★★★★★★★4.5 · 770 reviews · 11 hours 30 minutes (approx.) · from $167

Review of a Florence day trip through Chianti with medieval villages, a Tuscan cooking class, lunch, wine tastings, and practical booking advice.

“Amazing tour! Lots of time in each place, and the tour guide Emma was so enthusiastic, knowledgeable and energetic that it was extra enjoyable!”

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Florence: Chianti Wine Region Vespa or Fiat Topolino Tour - Starting in Florence and getting ready to ride
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Florence: Chianti Wine Region Vespa or Fiat Topolino Tour

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