Top activities
Top landmarks
Trip ideas
Nearby places
Port schedule

Top Siena Wine Tasting & Winery Tours

Tasting of the Best Wines in Siena in an Etruscan Crypt

Taste the best Tuscan and national wines, accompanied by a selection of tasty local pecorino cheeses in a suggestive Etruscan crypt. My wine shop is …More

Taste the best Tuscan and national wines, accompanied by a selection of tasty local pecorino cheeses in a suggestive Etruscan crypt. My wine shop is...

1 hour Free Cancellation
5.0 (8)
from
$143
Complete tasting of Castello di Bossi

We will have a tasting of the main labels of the Castello di Bossi, one of the Italian excellence in wine production. What will we …More

We will have a tasting of the main labels of the Castello di Bossi, one of the Italian excellence in wine production. What will we...

1 hour 30 minutes Free Cancellation
5.0 (5)
from
$103
Lunch in a Tuscan vineyard with wine tasting

Enjoy a unique lunch experience in the picturesque setting of the Poggio ai Laghi vineyard, paired with Wine Tasting and a great Wine Expert who …More

Enjoy a unique lunch experience in the picturesque setting of the Poggio ai Laghi vineyard, paired with Wine Tasting and a great Wine Expert who...

2 hours Free Cancellation
5.0 (6)
from
$64
Dinner with wine tasting at Poggio ai Laghi winery

A wine expert who will guide you through the tasting journey. Wine tasting that includes 2 Spumante and 3 Red Wines. Olive Oil tasting that …More

A wine expert who will guide you through the tasting journey. Wine tasting that includes 2 Spumante and 3 Red Wines. Olive Oil tasting that...

2 hours Free Cancellation
5.0 (7)
from
$64
Private Ebike Tour in Chianti

Unsurprisingly, Tuscany is one of the favorite destinations for cycling enthusiasts: the views, the scent of the trees along the avenues, and the typical colors …More

Unsurprisingly, Tuscany is one of the favorite destinations for cycling enthusiasts: the views, the scent of the trees along the avenues, and the typical colors...

6 hours Free Cancellation
5.0 (4)
from
$274
Suvereto Wine Experience PRIVATE TOUR from SIENA

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences * …More

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences *...

10 hours Hotel pickup offered
5.0 (2)
from
$276
Private Off Road Wine Tour in Chianti from Siena

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads, …More

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads,...

6 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$340
Brunello di Montalcino wine experience with a sommelier

This private tour is designed to offer an authentic experience with maximum comfort and local insight. It starts directly from your hotel in a fully …More

This private tour is designed to offer an authentic experience with maximum comfort and local insight. It starts directly from your hotel in a fully...

5 hours Hotel pickup offered Free Cancellation
5.0 (3)
from
$228
Cooking Class: Italian Authentic Recipes with Lunch

Want to get your hands dirty with dough? This is the cooking class experience for you! You will learn how to cook simple and delicious …More

Want to get your hands dirty with dough? This is the cooking class experience for you! You will learn how to cook simple and delicious...

3 hours Free Cancellation
4.7 (3)
from
$87
By Ebike: Visit an Art Park and Wine Taste in the Classic Chianti

E-bike tour that takes you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in a slow and …More

E-bike tour that takes you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in a slow and...

5 hours 20 minutes Free Cancellation
5.0 (2)
from
$176
Montalcino: Brunello Wine Tasting with Tuscan Specialities

What makes this experience truly unique is the intimate atmosphere of Paradiso di Cacuci, a family winery nestled among the rolling hills of Montalcino, far …More

What makes this experience truly unique is the intimate atmosphere of Paradiso di Cacuci, a family winery nestled among the rolling hills of Montalcino, far...

1 hour Free Cancellation
5.0 (4)
from
$86
Wellbeing landscapes: Fonteverde Spa in San Casciano dei Bagni

Landscapes of wellbeing: an exclusive couple experience enjoying the landscapes of wellbeing, the Spa “Fonteverde” and typical products tasting or aperitif. …More

Landscapes of wellbeing: an exclusive couple experience enjoying the landscapes of wellbeing, the Spa “Fonteverde” and typical products tasting or aperitif....

6 hours Free Cancellation
4.3 (4)
from
$101
Assisi, Deruta & organic gourmet lunch at the olive oil farmhouse from SIENA

Go on an artistic, spiritual quest to Assisi and discover the divinity in the air and in Giotto's brushstrokes, which depict the life of Saint …More

Go on an artistic, spiritual quest to Assisi and discover the divinity in the air and in Giotto's brushstrokes, which depict the life of Saint...

9 hours Hotel pickup offered
5.0 (2)
from
$230
Val d Orcia Gourmet Food Tour from Siena

A private tour in a small boutique winery with wine tasting. Gourmet food experience in a local home. Enjoy a taste of several local and …More

A private tour in a small boutique winery with wine tasting. Gourmet food experience in a local home. Enjoy a taste of several local and...

7 hours Hotel pickup offered
5.0 (2)
from
$98
The Maremma

Maremma is considered the new Eldorado for its powerful and elegant wines, wild and shining landscapes. The typical local cuisine is Mediterranean. The people of …More

5.0 (1)

The Maremma

Maremma is considered the new Eldorado for its powerful and elegant wines, wild and shining landscapes. The typical local cuisine is Mediterranean. The people of...

8 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$869
Private Grape stomping in Chianti from Siena

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of …More

Harvest has always been a time of celebration in the countryside: after months of hard work, the ripening of the grapes marks the beginning of...

5 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$278
Tuscan Wine Tasting and Local Cheeses

- A wine expert who will guide you through the tasting journey. - Wine tasting that includes 2 Spumante and 2 Red Wines, and 5 …More

- A wine expert who will guide you through the tasting journey. - Wine tasting that includes 2 Spumante and 2 Red Wines, and 5...

1 hour 30 minutes Free Cancellation
5.0 (1)
from
$41
Wine and Horses

Our business stands out for offering a unique experience that combines equestrian adventure with the sophistication of wine tasting. We are committed to taking travelers …More

Our business stands out for offering a unique experience that combines equestrian adventure with the sophistication of wine tasting. We are committed to taking travelers...

1 day Free Cancellation
4.0 (2)
from
$343
Private Montalcino and Pienza Tour from Siena

Travelling through the Val d’Orcia is an unforgettable experience. Your eyes will be dazzled by the colours and harmony of this landscape, unsurprisingly listed as …More

Travelling through the Val d’Orcia is an unforgettable experience. Your eyes will be dazzled by the colours and harmony of this landscape, unsurprisingly listed as...

6 hours Hotel pickup offered Free Cancellation
4.0 (3)
from
$324
Siena, San Gimignano and Monteriggioni Wine Tasting and Tour

Uncover the soul of Tuscany on this 8-hour private tour through three of its most iconic towns: Siena, San Gimignano, and Monteriggioni. Travel in style …More

Uncover the soul of Tuscany on this 8-hour private tour through three of its most iconic towns: Siena, San Gimignano, and Monteriggioni. Travel in style...

8 hours Free Cancellation
from
$196

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

Recent tour reviews
Activity name

Discover Siena