Tuscany & Chianti Wine Tours


WINE REGION

15 Best Tuscany & Chianti Wine Tours

The pours worth the trip.

The 15 most-loved tuscany & chianti wine tours, gathered in one place. The ones worth giving a day to, with what they pour, who runs them and what they cost.

15 Best Tuscany & Chianti Wine Tours

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - The Coach Ride and Time Windows That Shape the Day
1-Day Tours, Florence, Florence Wine Tours, Lunch Experiences, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tours, Winery & Vineyard Tours

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

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

A full Tuscany day trip from Florence with guided Siena Cathedral, Chianti winery lunch and tastings, free time in San Gimignano, and Pisa.

Most Popular★ 5.0

“Way too much walking from bus to sites. San Gimignano was a waste of time. Long walk to the bathroom was it. Siena was wonderful one of the most beautiful cathedrals we have ever seen. The winery stop was great, the food was terrific and the staff great.”

21,634 reviews11 to 12 hours (approx.)From $114.88by Walkabout Florence Tours

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Florence: Chianti Wineries Tour with Wine Tasting - The Coach Ride: How the 5.5 Hours Actually Feel
Florence, Florence Wine Tours, Food & Drink, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours, Winery & Vineyard Tours

Florence: Chianti Wineries Tour with Wine Tasting

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Florence: Chianti Wineries Tour with Wine Tasting - The Coach Ride: How the 5.5 Hours Actually Feel
Florence, Florence Wine Tours, Food & Drink, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours, Winery & Vineyard Tours

Florence: Chianti Wineries Tour with Wine Tasting

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Small-Group Wine Tasting Experience in the Tuscan Countryside - Stop One in Chianti: Vineyard Tour, Production Areas, Barrel Room
Florence, Florence Wine Tours, Food & Drink, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

Small-Group Wine Tasting Experience in the Tuscan Countryside

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

Small-group Chianti wine tasting from Florence with visits to two estates, tastings, olive oil, cheese, and cold cuts.

★ 5.0

“I went on this tour with my adult daughter and we were so pleased. First of all, Matteo was fantastic, crafting an awesome experience. We visited two wineries, both filled with history and beauty-- and fantastic wines. We were so captivated by some of the wines at the 2nd stop that we ordered six bottles…”

7,392 reviews4 hours 45 minutes (approx.)From $107.63by Prestige Rent

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Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing - A Winery Lunch Outside San Gimignano: 3 Courses and a Real Wine Break
1-Day Tours, Florence, Florence Wine Tours, Lunch Experiences, Tour Reviews, Tuscany & Chianti Wine Tours, Wine & Tapas Pairings, Wine Tours

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

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Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - From Rome into Val d’Orcia: the scenery bonus
1-Day Tours, Food & Drink, Lunch Experiences, Rome, Rome Wine Tours, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

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6.Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

Rome to Tuscany in one day with Montepulciano, Pienza, Val d’Orcia scenery, and a Tuscan farm lunch plus wine tastings.

★ 4.5

“Flavio, our guide was awesome. The two hour bus ride was broken up by a nice little visit to grab some souvenirs. The wine was delicious in the lunch was wonderful. I would highly recommend. It is an entire day and there is some walking.”

5,232 reviews12 hours (approx.)From $83.44by City Wonders Ltd

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SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - The Ride Out of Florence: 4WD Comfort and Real Countryside Time
Florence, Florence Wine Tours, Food & Drink, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

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

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San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting - Coach Day From Florence: What the Schedule Really Feels Like
1-Day Tours, Florence, Florence Wine Tours, Food & Drink, Lunch Experiences, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

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

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

San Gimignano, Monteriggioni, Chianti wine tasting lunch, and Siena Cathedral on a long Florence coach day with guided stops.

★ 4.5

“Just a delightful tour. The right amount of time to wander the streets and do a couple of activities in each location. The wine was quite nice and the food was good. Our guide hit all the important details with professionalism. The perfect small town Tuscan tour outside Florence.”

4,432 reviews11 hours (approx.)From $83.27by CAF Tour and Travel

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Chianti Wine Tour from Florence - Winery Stop Two in Sienese Chianti Classico: Vineyard Walk, Cellars, Aromatic Garden
Florence, Florence Wine Tours, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tours

Chianti Wine Tour from Florence

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11.Chianti Wine Tour from Florence

Chianti wine and food from Florence: two organic tastings on the Via Chiantigiana, with hilltop views and guided flights.

★ 4.5

“The half day tour was fun but was a bit chaotic going back and forth between Italian, English and Spanish. The group was divided into groups once we reach the wineries but was so loud at the first stop I couldn’t understand a word our guide was saying. The second stop, each group was a…”

3,979 reviews5 hours (approx.)From $59.13by CAF Tour and Travel

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From Florence: Small Group Wine Tasting Tour to Tuscany - First winery stop: olive oil tastings plus guided cellar time
Florence, Florence Wine Tours, Food & Drink, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

From Florence: Small Group Wine Tasting Tour to Tuscany

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From Florence: San Gimignano, Siena, and Chianti Wine Tour - The “9 hours” reality check: travel time and how to pace yourself
Siena, Siena Wine Tours, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tours

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

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

Siena and San Gimignano in one day, plus a Chianti estate with five wine tastings and a truffle lasagna lunch, from Florence.

★ 4.5

“Oh such a lovely day it was and our guide Lyla was very communicative and made the tour very fun. Our driver, Antonio, was also a very sweet person. She explained about the very interesting history of places and the wines too. There was intern from the company who also gave a lot of information…”

3,762 reviewsFrom $164.26by My Tour in Italy

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Florence: S. Gimignano, Siena, Chianti Wine Tasting & Lunch - Monteriggioni Walled Village: A Bonus When It’s Included (Season Rules Apply)
Florence, Florence Wine Tours, Food & Drink, Lunch Experiences, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

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

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From Florence: Chianti Half-Day Wine Tour with Tasting - Poggio ai Laghi: your first tasting, Tuscan snacks, and a guided cellar tour
Florence, Florence Wine Tours, Food & Drink, Half-Day, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

From Florence: Chianti Half-Day Wine Tour with Tasting

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