Wine Tours

TUSCANY

10 Best Wine Tours In Tuscany

Tuscany's standouts.

The 10 wine tours travellers book most often across Tuscany. Each one with the price you pay, the operator behind it and the day you actually get when you turn up.

10 Best Wine Tours In Tuscany

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

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery - Meeting in Florence: Santa Maria Novella at 7:45am

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

Most Popular★ 5.0

Florence day trip to Siena, San Gimignano, and Pisa plus Chianti winery lunch and wine tasting with guided stops and free time.

“enjoyed the tour tremendously, Sara our guide and Emilio our driver did a fantastic job. This tour was like a tasting menu of places in Tuscany. We really enjoyed the tour, the only downside was the rain which no one has control over. We had bought tickets to climb the leaning tower of Pisa and…”

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

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Florence: Chianti Wineries Tour with Wine Tasting

Florence: Chianti Wineries Tour with Wine Tasting - Piazzale Montelungo Meeting Point: Easy to Find, Close to the Action

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

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting - Tempio di San Biagio: Renaissance architecture you can spot right away

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

★ 4.5

Rome to Tuscany for Montepulciano, Pienza, and Val d’Orcia views, plus a Tuscan farm lunch with wine tasting incl. Brunello.

“This was my second trip with City Wonders, tour guide Flabio was an excellent tour guide. I loved seeing the Christmas markets in Montepulciano. I plan to go back by myself to continue exploring this place. The pasta we got and wine were good as well. Pretty awesome experience. Highly recommend”

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

SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence - Val d’Orcia for Brunello and Montepulciano: A Longer Day With Two Big Reds

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

★ 5.0

Off-road Tuscan wine safaris from Florence with 4WD vineyard drives, expert tastings, olive oil, and a real farm lunch or dinner.

“The tour was a lot of fun, Aldo was very knowledgeable about the area, wine, olive oil and the wineries we visited. Each winery was unique and both wine & olive oil, and lunch was delicious. I would highly recommend this tour!”

5,088 reviews7 to 9 hours (approx.)From $157.21by Walkabout Florence Tours

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

From Florence: Siena, San Gimignano, Pisa & Lunch at Winery - Siena on foot: Piazza del Campo, the Duomo, and what to look for

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

★ 4.8

Florence day trip covering Siena, San Gimignano, Pisa, plus a Chianti winery lunch with wine tasting and time to roam.

“Really enjoyed the tour! Sara was knowledgeable and authentic and definitely displayed a love of her homeland. She was great with English and our limited Italian. Sara was very thoughtful of our comfort and answered questions of all on the tour! It was an excellent experience!”

4,538 reviews12 hoursFrom $112by Walkabout Tours

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

Florence: Pisa, Siena, S. Gimignano, Chianti Wine & Lunch - Getting to the bus: Piazzale Montelungo basics (don’t wing it)

Chianti Wine Tour from Florence

Chianti Wine Tour from Florence - First Winery Stop in Chianti Classico: Organic, Cozy, and Food-Forward

7.Chianti Wine Tour from Florence

★ 4.5

Two organic Chianti wineries, expert-led tastings, and Via Chiantigiana views from Florence. Food included and you can buy bottles home.

“Very organized wineries. They had everything prepared for our visit and gave us all the important information. Beautiful landscapes and friendly staff.”

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

From Florence: Small Group Wine Tasting Tour to Tuscany - The Minibus Ride: Views, Stories, and Why Small Groups Matter

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

From Florence: San Gimignano, Siena, and Chianti Wine Tour - Fortezza Medicea stop: the small walk that sets the tone

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wines

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wines - Montepulciano’s Streets (Plus San Biagio’s View Pause)

10.Rome: Tuscany & Montepulciano Day Trip with Lunch & Wines

★ 4.7

A Rome-to-Tuscany day trip packed with Montepulciano, Pienza, and a vineyard lunch with Brunello tastings and local wine pairings.

“Amazing day! I am happy I chose this tour. Max the local tour guide who lives in Montepulciano was awesome!!! Beautiful place to visit and the lunch was okay but the wines worth it!”

3,004 reviews11 - 12 hoursFrom $81by City Wonders Ltd.

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