Wine Tours

TUSCANY

10 Best Wine Tours In Siena

Most booked first.

Our shortlist of the 10 most-booked wine tours around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.

10 Best Wine Tours In Siena

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

From Florence: San Gimignano, Siena, and Chianti Wine Tour - Starting point in Florence: meet near the Baptistery

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

Most Popular★ 4.5

Florence to Siena, San Gimignano, and Chianti in one full day with guided history, five wine tastings, and a Tuscan lunch.

“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”

3,762 reviewsFrom $164.26by My Tour in Italy

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Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena - Stop 1: Tuscan vineyards, cellars, and your first Brunello tasting

2.Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

★ 5.0

Small-group Brunello trip from Siena with 3 winery tastings, free time in Montalcino, Sant’Antimo abbey, and a hearty included lunch.

“Giorgia was an excellent guide to the best wine we experienced in Italy! She was full of interesting facts and history of the region. It made the experience lively and educational. She made sure all in the tour were included in conversation and all of us had a great time! Our favorite winery was Fattoria…”

952 reviews9 hours (approx.)From $217.67by Tuscan Escapes by Papilio SRL

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From Siena: Brunello di Montalcino Guided Wine Tour W/ Lunch

From Siena: Brunello di Montalcino Guided Wine Tour W/ Lunch - Montalcino Hill Town Time: Fortress Views and Easy Browsing

Siena: A Wine Tour and Tasting Experience

Siena: A Wine Tour and Tasting Experience - Stop 2 in the Cellar: From Crushing to Bottling (and Why It Matters)

6.Siena: A Wine Tour and Tasting Experience

★ 5.0

Organic vineyard and cellar tour outside Siena with four wine tastings, olive oil, and a light lunch in a small English group.

“This was a great tour that showcased wines and olive oils of the region. A lot of wineries focus on their own history and processes, but this one went into a lot of general wine principles, including proper tasting methods, pairing, etc. The light lunch was very delicious as well. Highly recommend this tour.”

352 reviews3 hours (approx.)From $102.84by Az. Agr. La Lastra

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From Siena: Tuscany Hills Wine Tour

From Siena: Tuscany Hills Wine Tour - The Monteriggioni start and the Chianti winery tasting you’ll remember

Wine Class – Tuscan Classics

Wine Class - Tuscan Classics - How the class actually teaches you to taste (swirl, smell, sip, repeat)

9.Wine Class – Tuscan Classics

★ 5.0

Two hours in central Siena to learn Tuscan wine basics through a guided tasting of 6 wines plus local bites in English.

“Very educational, and with a good portion of humor! Everyone in the class received a portion of personal attention.”

264 reviews2 hours (approx.)From $72.59by Papilio srl

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A Brunello Cooking Class with Vineyards View Winery

A Brunello Cooking Class with Vineyards View Winery - Getting there from Siena or Florence without turning the day into a hassle

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