Siena

TUSCANY · DESTINATION

10 Best Siena Tours In Tuscany

Tuscany's standouts.

The 10 siena 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 Siena Tours In Tuscany

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

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

Most Popular★ 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”

3,762 reviewsFrom $164.26by My Tour in Italy

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From Siena: Tuscany Hills Wine Tour

From Siena: Tuscany Hills Wine Tour - Monteriggioni and Chianti: the drive that makes the wine taste better

Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better

Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better - Wine Pairing That Actually Teaches You Something

7.Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better

★ 5.0

Small-group food and wine walk in Siena with Tuscan charcuterie, pici cacio e pepe, pappa senese, and sweet ricciarelli.

“Jacobo was a fabulous tour guide— excellent communication via What’s App, and excellent job of guiding us through this good tour! Foods were extraordinary! You will not walk away hungry! Be sure to request Jacobo!”

203 reviews3 hours (approx.)From $88.32by Do Eat Better Experience

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Siena: San Gimignano, Chianti & Montalcino Small-Group Tour

Siena: San Gimignano, Chianti & Montalcino Small-Group Tour - San Gimignano’s towers and Vernaccia: your time to explore

Siena: Horseback Riding Tour in the Tuscany Countryside

Siena: Horseback Riding Tour in the Tuscany Countryside - The ride: from vineyards to rivers to cypress roads in about 1.5 hours

9.Siena: Horseback Riding Tour in the Tuscany Countryside

★ 4.8

A small-group Siena horseback ride through vineyards, rivers, olive groves, and cypress roads, with guide-led nature stories and optional picnic or wine.

“There was a taxi strike at the train station, and they were kind enough to pick us up from the train station so we could make the ride in time. The horses are great, guide was amazing. I would definitely recommend this ride for beginners and anyone looking for a relaxing trail ride.”

177 reviewsFrom $74.31by Colle Pinzuto Horseriding

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Hidden Castles & Chianti Wine Experience– Small Group

Hidden Castles & Chianti Wine Experience– Small Group - Entering Chianti Country: Minivan Ride, Meeting Point, and Motion-Sickness Reality

10.Hidden Castles & Chianti Wine Experience– Small Group

★ 4.5

A 5-hour small-group Chianti day from Siena with two winery tastings, olive oil, and free time in hilltop villages.

“Our guide Luca was very knowledgeable and gave great information all day throughout the tour. He had good recommendations for restaurants in the cities we visited, and explained the different wines and products very well. The tour itself was nice, with visits to two wineries and some cities with impressive views over the hillside in…”

172 reviews5 hours (approx.)From $59.13by myTour in Italy

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