Wine Tasting Experiences

TUSCANY

10 Best Wine Tasting Experiences In Tuscany

Tuscany's standouts.

The 10 wine tasting experiences 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 Tasting Experiences In Tuscany

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

2.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.

“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.”

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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

3.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.

“Guide was informative and fun. The wines were good as was the food served. The grounds and estate were lovely. Met lovely people from across the world and had great conversations. Only adults on this tour but they were of all ages. Highly recommend”

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Chianti Wine Tour from Florence

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

4.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.

“we enjoyed it very much and recommend it.The wine was great and the places we visited were excellent. The people was very nice with excellent explanations”

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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

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

4.5

Tuscany day trip from Florence with Siena, Chianti wine tastings and lunch, plus San Gimignano towers. Small-group transport and 5 wines.

“The experience couldn’t get any better. Marco is an excellent guide and a person! Highly recommended. I went by myself, but made very good friends along the way 💫 Italy is mesmerizing and do not hesitate to take this tour 🥰🌟 p.s. I would recommend to get lunch at the winery. Grazie”

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

Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch - Getting From Florence: Piazzale Montelungo and the Bus Rhythm

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

4.6

Florence day trip to San Gimignano and Siena UNESCO sites plus a Chianti winery lunch with three wine tastings and optional cathedral entry.

“Absolutely loved San Gimignano… by far the favorite party of this trip. If I was to do it over I would skip the winery and stay here for more time. sienna was lovely as well. The wine tasting and lunch was average but the small towns were definitely the highlight. Aaron and Alexandra were great…”

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Half day Chianti Vineyard Escape from Florence with Wine Tastings

Half day Chianti Vineyard Escape from Florence with Wine Tastings - The big coach reality: group size, walking, and comfort

From Florence: Chianti Wine Tour with Tastings

From Florence: Chianti Wine Tour with Tastings - Two winery stops in one half-day: why this format works

9.From Florence: Chianti Wine Tour with Tastings

4.4

Half-day Chianti wine tour from Florence with two wineries, ancient cellars, Chianti tastings, pecorino snacks, and scenic Chianti roads.

“Great! The bus tour guide was lovely and so funny. She gave tips for our stay in Florence in general as well as the tour. The hosts of both wineries were also very engaging and knowledgeable and the wines were fantastic. The charcuterie bits were also delicious.”

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Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence - Winery stop one: the Chianti-region tasting school experience

10.Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

5.0

Florence to Chianti and San Gimignano in 7 hours: tastings at 2 wineries, oil and vinegar, plus 1.5 hours in the medieval town.

“The communication, and experience as a whole was excellent. Emanuele was superb and the two different wine experiences made it even more enjoyable. The views, amazing and finishing off at San Gimignano was a delight being able to have some free time to venture out.”

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