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Top Siena Wine Tasting & Winery Tours

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Siena Tours

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Siena: Val d’Orcia Wine Tour with Lunch & Brunello

Discover the enchanting allure of Tuscany's most renowned winery region, where every step through the picturesque landscapes of Pienza and Montepulciano is a delightful fusion …More

4.1 (94)

Siena: Val d’Orcia Wine Tour with Lunch & Brunello

Discover the enchanting allure of Tuscany's most renowned winery region, where every step through the picturesque landscapes of Pienza and Montepulciano is a delightful fusion...

10 to 11 hours Free Cancellation
4.1 (94)
from
$147
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

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 …More

4.9 (1,035)

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

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...

9 hours Free Cancellation
4.9 (1,035)
from
$217
A Brunello Cooking Class with Vineyards View Winery

Brunello Cooking Class with Chef Alexandra - Cooking class with a view in the morning, followed by Lunch pairing with Brunello wines! With the guidance …More

Likely to Sell Out
Likely to Sell Out
5.0 (351)

A Brunello Cooking Class with Vineyards View Winery

Brunello Cooking Class with Chef Alexandra - Cooking class with a view in the morning, followed by Lunch pairing with Brunello wines! With the guidance...

4 hours Free Cancellation
5.0 (351)
from
$296
Siena: A Wine Tour and Tasting Experience

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 …More

5.0 (377)

Siena: A Wine Tour and Tasting Experience

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...

3 hours Free Cancellation
5.0 (377)
from
$97
Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in a medieval Castle in the heart of Montalcino. …More

4.8 (121)

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in a medieval Castle in the heart of Montalcino....

1 hour 30 minutes Free Cancellation
4.8 (121)
from
$67
Classic Wine Tasting with Traditional Tuscan Products

There are places you visit and others you live. A few minutes from Siena, between the Chianti hills and the Crete Senesi, the experience slowly …More

Likely to Sell Out
Likely to Sell Out
4.9 (68)

Classic Wine Tasting with Traditional Tuscan Products

There are places you visit and others you live. A few minutes from Siena, between the Chianti hills and the Crete Senesi, the experience slowly...

1 hour 30 minutes Free Cancellation
4.9 (68)
from
$32
Siena walking tour with lunch & Chianti wine

I will take you for a wonderful walk and show you historical Cafes, local deli, mediaeval alleys, secret medieval caves and the "the oldest bank …More

4.8 (99)

Siena walking tour with lunch & Chianti wine

I will take you for a wonderful walk and show you historical Cafes, local deli, mediaeval alleys, secret medieval caves and the "the oldest bank...

2 hours 30 minutes Free Cancellation
4.8 (99)
from
$98
Exclusive Wine Tasting in the Historic Center of Siena

Explore the fascinating world of Tuscan sparkling wines with us! Book our unique experience now and discover what makes our business so special. During the …More

Likely to Sell Out
Likely to Sell Out
5.0 (41)

Exclusive Wine Tasting in the Historic Center of Siena

Explore the fascinating world of Tuscan sparkling wines with us! Book our unique experience now and discover what makes our business so special. During the...

1 hour Free Cancellation
5.0 (41)
from
$40
Hidden Castles & Chianti Wine Experience– Small Group

Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta, …More

4.6 (159)

Hidden Castles & Chianti Wine Experience– Small Group

Visit two charming family-run wineries in the heart of the Chianti region, learn about local winemaking traditions, and taste 7 exquisite wines paired with bruschetta,...

5 hours Free Cancellation
4.6 (159)
from
$56
San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting

Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore …More

4.6 (180)

San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting

Experience Tuscany in a day from Florence: San Gimignano, Monteriggioni, Chianti, and Siena. 11-hour coach tour through medieval towers, walled hamlets, and rolling vineyards. Explore...

11 hours Free Cancellation
4.6 (180)
from
$91
Guided Winery Tour and Wine Tasting in Siena

Winery Tour and Wine Tasting in Siena with Afternoon Meal. Immersed in the magical atmosphere of rural Tuscany, just a stone's throw from the old …More

5.0 (75)

Guided Winery Tour and Wine Tasting in Siena

Winery Tour and Wine Tasting in Siena with Afternoon Meal. Immersed in the magical atmosphere of rural Tuscany, just a stone's throw from the old...

2 hours 30 minutes Free Cancellation
5.0 (75)
from
$86
Small-Group Chianti Trip with Wine Tasting from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian …More

5.0 (83)

Small-Group Chianti Trip with Wine Tasting from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian...

8 hours Free Cancellation
5.0 (83)
from
$217
Siena Underground Wine tasting in a Medieval Cave

For real wine lovers, This is a wine tasting experience hosted by a Sommelier. This tour offers you an exclusive wine tasting in a Medieval …More

5.0 (59)

Siena Underground Wine tasting in a Medieval Cave

For real wine lovers, This is a wine tasting experience hosted by a Sommelier. This tour offers you an exclusive wine tasting in a Medieval...

1 hour Free Cancellation
5.0 (59)
from
$86
Savor Siena Food and Wine Tour

Savor Siena offers a chance to not only taste, but to learn about Tuscany’s wealth of foods, with a particular focus on what's Sienese. See …More

4.9 (38)

Savor Siena Food and Wine Tour

Savor Siena offers a chance to not only taste, but to learn about Tuscany’s wealth of foods, with a particular focus on what's Sienese. See...

2 hours Free Cancellation
4.9 (38)
from
$69
Montalcino: Brunello Wine Tasting Experience

Enjoy 1.5 hour wine tasting experience in an elegant medieval Castle in the heart of Montalcino. Together with an expert sommelier, don't miss the chance …More

4.5 (59)

Montalcino: Brunello Wine Tasting Experience

Enjoy 1.5 hour wine tasting experience in an elegant medieval Castle in the heart of Montalcino. Together with an expert sommelier, don't miss the chance...

1 hour 30 minutes Free Cancellation
4.5 (59)
from
$37
Private Off Road Wine Tour in Chianti

Discover the highlights of Chianti Classico while riding through Tuscany’s backroads in a Land Rover Defender. There is a special kind of magic in driving …More

5.0 (20)

Private Off Road Wine Tour in Chianti

Discover the highlights of Chianti Classico while riding through Tuscany’s backroads in a Land Rover Defender. There is a special kind of magic in driving...

6 hours Free Cancellation
5.0 (20)
from
$313
Small group Chianti Classico & Brunello wine region from Siena

This is a semi-private which means a maximum of 6 people in tour, so you will have a private vehicle and all the attention you …More

4.9 (31)

Small group Chianti Classico & Brunello wine region from Siena

This is a semi-private which means a maximum of 6 people in tour, so you will have a private vehicle and all the attention you...

5 hours 30 minutes Free Cancellation
4.9 (31)
from
$207
Chianti Grand Tasting: Signature Wines, Oils & Balsamics in the

Embark on a sensory journey at Poggio ai Laghi, nestled in the heart of Tuscany, Italy. This unique tasting tour is not just about savoring …More

4.8 (35)

Chianti Grand Tasting: Signature Wines, Oils & Balsamics in the

Embark on a sensory journey at Poggio ai Laghi, nestled in the heart of Tuscany, Italy. This unique tasting tour is not just about savoring...

1 hour 30 minutes Free Cancellation
4.8 (35)
from
$57
Small Group E-Bike Chianti Tour with farm lunch from Siena

Follow your experienced guide on a ride through the Chianti hills on comfortable and easy to use Electric Bikes: you must have cycling experience to …More

4.8 (41)

Small Group E-Bike Chianti Tour with farm lunch from Siena

Follow your experienced guide on a ride through the Chianti hills on comfortable and easy to use Electric Bikes: you must have cycling experience to...

6 hours Free Cancellation
4.8 (41)
from
$217
San Gimignano, Chianti, and Montalcino Day Trip from Siena

Spend an unforgettable day exploring Italy’s iconic hill-towns and world-class wineries. Starting from Siena, wander the medieval streets of San Gimignano, soak in the vineyards …More

4.5 (125)

San Gimignano, Chianti, and Montalcino Day Trip from Siena

Spend an unforgettable day exploring Italy’s iconic hill-towns and world-class wineries. Starting from Siena, wander the medieval streets of San Gimignano, soak in the vineyards...

11 hours Free Cancellation
4.5 (125)
from
$177

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