Italy · CHIANTI WINE TOURS

The 15 Best Chianti Wine Tours from Florence

34 tours  ·  from $41 a head

Chianti starts twenty minutes past the Florence ring road and runs to Siena. These 15 compare the half-day cellar runs against the full days with lunch, priced, timed and clear on how many estates you actually reach.

Florence: Pisa, Siena, San Gimignano, and Chianti Experience - Pisa and the Leaning Tower area
Chianti Wine Tours, Florence Tours, San Gimignano Tours, Tour Reviews

Florence: Pisa, Siena, San Gimignano, and Chianti Experience

1.Pisa, Siena, San Gimignano, and Chianti Experience

★★★★★★★★★★4.5 · 8,393 reviews · 12 hours · from $52Our pick

See Pisa, San Gimignano, Siena, and Chianti in one day with transport, optional wine lunch, local guides, and free time.

“The trip was absolutely wonderful. Everything exceeded our expectations, the places we visited were beautiful, the atmosphere was amazing, and we truly enjoyed every moment. It was an experience we will remember fondly!!”

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

Florence: Chianti Wineries Tour with Wine Tasting

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - San Gimignano: Towers, Alleys, and a Quick First Look
1-Day Tours, Chianti Wine Tours, Day Trips in Florence, Florence Tours, Food & Drink, Food Tours in Florence, Lunch Experiences, San Gimignano Tours, Tour Reviews, Wine Tours, Wine Tours in Florence

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

Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Starting at Piazzale Montelungo near Florence’s station
Chianti Wine Tours, Florence Tours, Lunch Experiences, Tour Reviews, Wine Tours, Wine Tours in Florence

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

Chianti Wine Tour from Florence - The scenic road into Sienese Chianti Classico
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Chianti Wine Tour from Florence

5.Chianti Wine Tour from Florence

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

Review of the Chianti Wine Tour from Florence, with two organic wineries, Tuscan tastings, scenic Via Chiantigiana views, and practical tips.

“The tour was worth it from beginning to end. The scenery, the trip up the mountain and through the villages, the wine tasting and explanations with the hors d'oeuvres, and the views are Unforgettable.”

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From Florence: San Gimignano, Siena, and Chianti Wine Tour - Meeting at Florence’s Duomo
Chianti Wine Tours, Florence Tours, San Gimignano Tours, Tour Reviews, Tours, Wine Tours, Wine Tours in Florence

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

Siena, San Gimignano and Chianti Wines Day Tour from Florence - Monteriggioni: a small fortress with a short visit
Chianti Wine Tours, Florence Tours, San Gimignano Tours, Tour Reviews, Tours, Wine Tours, Wine Tours in Florence

Siena, San Gimignano and Chianti Wines Day Tour from Florence

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

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

Review of the Florence to Siena, San Gimignano and Chianti wine tour, with itinerary details, costs, group size, tips and honest advice.

“Great trip. We were a lot (double decker bus). Siena was great. Had to hurry if you do cathedral inside and panoramic view. Wine was fun. And San Gimignano was cute. Siena def was the highlight. Probably would have skipped the first stop to have more time at the other stops.”

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Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch - Meeting in Florence at Piazzale Montelungo
Chianti Wine Tours, Florence Tours, Food & Drink, Food Tours in Florence, Lunch Experiences, Tour Reviews, Wine Tours, Wine Tours in Florence

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

8.S. Gimignano, Siena, Chianti & Wine Tasting Lunch

★★★★★★★★★★4.6 · 2,427 reviews · from $89

Review of a Florence day trip to San Gimignano, Siena, Monteriggioni, and Chianti, with wine tasting, lunch, practical tips, and value advice.

“The trip was great! San Gimignano and Siena were both beautiful. Our guide was kind and knowledgeable. The bus ride was SMOOTH and we had plenty of free time the whole day. Plus I had the best gelato I’ve ever tasted in Siena once again! Siena is a must see!!!”

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Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti - Siena: the strongest part of the sightseeing
1-Day Tours, Chianti Wine Tours, Day Trips in Florence, Florence Tours, San Gimignano Tours, Tour Reviews

Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

10.Tuscany: Day Trip to Pisa, Siena, San Gimignano, and Chianti

★★★★★★★★★★5.0 · 2,283 reviews · 12 hours (approx.) · from $78Top rated

Review of a 12-hour Tuscany day trip from Florence to Siena, San Gimignano, Pisa, and Chianti with lunch and four wine tastings.

“I signed up for English speaking but the tour was combined with Spanish speakers. I find people on the bus are rude (talking)while the tour guide speaks the other language. I think because the guide needs to speak in two languages, they cut short the information given. Also 50 people is too many for a tour that contains a lot of walking. Speaking of that, we spent about 20 minutes each way in each stop walking from to/from parking to tour beginning. That’s 2 hrs wasted! Tour guides need to speak slower while speaking in other languages.”

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Half day Chianti Vineyard Escape from Florence with Wine Tastings - First winery: tastings, cellar details, and local foods
Chianti Wine Tours, Florence Tours, Half-Day, Tour Reviews, Wine Tours, Wine Tours in Florence

Half day Chianti Vineyard Escape from Florence with Wine Tastings

Chianti Vespa Tour with Lunch from Florence & E-car Option - Riding through Chianti’s country roads
Chianti Wine Tours, Florence Tours, Lunch Experiences, Motorbike & Scooter Rentals, Scooter Rentals, Scooter Rentals in Florence, Tour Reviews, Tours

Chianti Vespa Tour with Lunch from Florence & E-car Option

Tuscany Bike Tours Through the Chianti Hills with Wine Tasting - Riding through olive groves and vineyards
Bike Tours in Florence, Chianti Wine Tours, Cycling Tours, Florence Tours, Food & Drink, Food Tours in Florence, Tour Reviews, Tours, Wine Tours, Wine Tours in Florence

Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

Essence of Chianti Small Group Tour with Lunch and Tastings from Florence - Riseccoli: an organic family estate above the vines
Chianti Wine Tours, Florence Tours, Lunch Experiences, Tour Reviews, Tours

Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

14.Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

★★★★★★★★★★5.0 · 1,269 reviews · 8 hours (approx.) · from $180

Review of the Essence of Chianti tour from Florence, with three wineries, Tuscan lunch, Greve village, wine tastings, value, tips, and FAQs.

“This is the number one wine tour to get the ideal Tuscany countryside experience. 3 stops. 4 wines (at least) at each stop. Beautiful views. The pacing of the trip is perfect with not too short or too long at any stop. None of the driving segments are very long. Davide gave great entertainment and history the whole time. The full day felt like a short half day! Recommended for ALL”

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From Florence: Chianti Wine Tour with Tastings - First stop: a small organic winery near Florence
Chianti Wine Tours, Florence Tours, Tour Reviews, Tours, Wine Tours, Wine Tours in Florence

From Florence: Chianti Wine Tour with Tastings

15.Chianti Wine Tour with Tastings

★★★★★★★★★★4.4 · 1,025 reviews · from $62

Review of a half-day Chianti wine tour from Florence with two organic wineries, cellar visits, Tuscan tastings, scenic hills, and practical tips.

“Awesome trip! The guide was fabulous, a sweet lady! She led a great tour. Both wineries were very good. I normally do not like tours, but this one was a home run. It was great to chill on the bus and take in the scenary.”

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