The Top 10 Siena Tours and Activities (Updated May 2024) (Updated 2024)

The Cool Destinations Top 10 Siena is the original Best of Siena list. These hand-picked tours, activities, and things to do have been fun-tested by travelers like you to provide the most excitement for the best prices in Siena.

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1Top 10 Tour Ranked using exclusive Cool Destinations data that may include activity quality, traveler reviews, overall popularity, and availability.
Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch
71
Our driver guide will collect you at your accommodation, ( No meeting points, we pick you up at your place! ) setting off toward Montalcino....
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8 hours Hotel pickup offered Free Cancellation Instant Confirmation
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US$304.97
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US$304.97
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2Top 10 Tour Ranked using exclusive Cool Destinations data that may include activity quality, traveler reviews, overall popularity, and availability.
Chianti and San Gimignano - 2 Wineries with Pairing Lunch
32
Our driver guide will collect you at your accommodation, ( No meeting points, we pick you up at your place! ) setting off toward the...
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8 hours Hotel pickup offered Free Cancellation Instant Confirmation
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US$292.72
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US$292.72
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3Top 10 Tour Ranked using exclusive Cool Destinations data that may include activity quality, traveler reviews, overall popularity, and availability.
Cities, Cheese and Wine Tour in Pienza & Montepulciano
20
Pienza and Montepulciano Wine Tour - Experiences 1-day exciting trip in Valdorcia Join us for a firsthand look into the wine cellars producing world-class reds, including...
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1 to 8 hours Hotel pickup offered Free Cancellation Instant Confirmation
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US$293.44
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US$293.44
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4Top 10 Tour Ranked using exclusive Cool Destinations data that may include activity quality, traveler reviews, overall popularity, and availability.
Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch
64
To fully experience la "Bella vita", you need to get out of the city. Taste the local wines & tour the cellars of select family-run,...
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8 hours Hotel pickup offered Free Cancellation Instant Confirmation
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US$280.47
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US$280.47
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5Top 10 Tour Ranked using exclusive Cool Destinations data that may include activity quality, traveler reviews, overall popularity, and availability.
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
676
Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover...
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9 hours Free Cancellation
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US$220.91
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US$220.91
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6Top 10 Tour Ranked using exclusive Cool Destinations data that may include activity quality, traveler reviews, overall popularity, and availability.
Tuscany Hiking Tour from Siena Including Wine Tasting
65
Leave Siena behind and hike part of Via Francigena, an ancient pilgrimage route through rural Tuscany, followed by a wine tasting in the village of...
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4 hours Free Cancellation
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US$67.36
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US$67.36
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7Top 10 Tour Ranked using exclusive Cool Destinations data that may include activity quality, traveler reviews, overall popularity, and availability.
Small-Group San Gimignano and Volterra Day Trip from Siena
100
Embrace the medieval charms of Tuscany's towns on a full-day trip to San Gimignano and Volterra from Siena. With an attentive local guide, walk round...
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8 hours Free Cancellation
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US$220.91
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US$220.91
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8Top 10 Tour Ranked using exclusive Cool Destinations data that may include activity quality, traveler reviews, overall popularity, and availability.
Wine Tour with Wine Tasting in Siena
182
In the hills of the gorgeous Tuscan countryside, just 2kms away from the medieval center of Siena, this Educational Wine Tour and Tasting 'Vine, Wine...
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3 hours Free Cancellation Instant Confirmation
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US$104.32
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US$104.32
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9Top 10 Tour Ranked using exclusive Cool Destinations data that may include activity quality, traveler reviews, overall popularity, and availability.
Siena Food Tour - Do Eat Better Experience
59
Siena is one of Tuscany's best-loved cities, a fixed stop for those in the Chianti region. A destination for many visitors, Siena is internationally known...
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3 hours Free Cancellation Instant Confirmation
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US$111.68
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US$111.68
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10Top 10 Tour Ranked using exclusive Cool Destinations data that may include activity quality, traveler reviews, overall popularity, and availability.
Tuscan Cooking Class in Central Siena
215
Tuscan Cooking Class. Cooking Class of traditional Tuscan meal from starter to dessert including a fresh home-made pasta at the end of the lesson dinner with all...
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4 hours Free Cancellation Instant Confirmation
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US$147.28
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US$147.28
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