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The Top 10 San Gimignano Tours and Activities 2026

San Gimignano, Italy

The Cool Shore Excursions Top 10 San Gimignano list brings together the best tours, activities, and things to do in the area. Each one has been traveler-tested by people like you and handpicked to deliver the most fun for the best prices in San Gimignano.

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Tuscan Cooking Class

I'm Katia and me and my uncle Fulvio run the Tuscan cooking class in our family farmhouse. We are 4 km far from the fantastic …More

1Top 10 Tour Ranked using exclusive Cool Shore Excursions data that may include activity quality, traveler reviews, overall popularity, and availability.

I'm Katia and me and my uncle Fulvio run the Tuscan cooking class in our family farmhouse. We are 4 km far from the fantastic...

3 hours Free Cancellation
5.0 (647)
from
$149
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Wine and food tasting in an organic family winery

Guided tour of our winery estate near San Gimignano: vegetable garden, orchard, vineyard, olive grove, Vin Santo aging room (vinsantaia), historic cellar, and a collection …More

2Top 10 Tour Ranked using exclusive Cool Shore Excursions data that may include activity quality, traveler reviews, overall popularity, and availability.

Guided tour of our winery estate near San Gimignano: vegetable garden, orchard, vineyard, olive grove, Vin Santo aging room (vinsantaia), historic cellar, and a collection...

2 hours 45 minutes Free Cancellation
5.0 (153)
from
$92
Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti …More

3Top 10 Tour Ranked using exclusive Cool Shore Excursions data that may include activity quality, traveler reviews, overall popularity, and availability.

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti...

6 hours Free Cancellation
4.9 (75)
from
$80
5 Wine Tastings in San Gimignano

Full immersion in the world of wine. The experience is created for those who want to get closer to the Tuscan tradition of producing of …More

4Top 10 Tour Ranked using exclusive Cool Shore Excursions data that may include activity quality, traveler reviews, overall popularity, and availability.

Full immersion in the world of wine. The experience is created for those who want to get closer to the Tuscan tradition of producing of...

2 hours Free Cancellation
4.8 (56)
from
$75
Vintage Fiat 500 Tour: Lunch and 2 Wine tastings in the Chianti

Experience Chianti like a true Italian icon. Sit back and relax as your professional private driver takes you through the most scenic roads around Chianti …More

5Top 10 Tour Ranked using exclusive Cool Shore Excursions data that may include activity quality, traveler reviews, overall popularity, and availability.

Experience Chianti like a true Italian icon. Sit back and relax as your professional private driver takes you through the most scenic roads around Chianti...

7 hours Free Cancellation
4.6 (38)
from
$171
Superior Wine Tasting in San Gimignano

The tasting of the five wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests, …More

6Top 10 Tour Ranked using exclusive Cool Shore Excursions data that may include activity quality, traveler reviews, overall popularity, and availability.

The tasting of the five wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests,...

1 hour 15 minutes Free Cancellation
4.9 (20)
from
$55
Organic Wine Tasting with Panoramic Chianti Classico Views

Exceptional Organic Wines: Sip your way through a guided tasting of our acclaimed organic Chianti Classico and Supertuscan wines, hosted by our friendly wine experts. …More

7Top 10 Tour Ranked using exclusive Cool Shore Excursions data that may include activity quality, traveler reviews, overall popularity, and availability.

Exceptional Organic Wines: Sip your way through a guided tasting of our acclaimed organic Chianti Classico and Supertuscan wines, hosted by our friendly wine experts....

1 hour 15 minutes Free Cancellation
4.8 (28)
from
$40
Food and Wine Lesson and Wine Tasting in San Gimignano

The tasting of the six wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests, …More

8Top 10 Tour Ranked using exclusive Cool Shore Excursions data that may include activity quality, traveler reviews, overall popularity, and availability.

The tasting of the six wines and their combinations will be presented and served in our equipped and comfortable tasting room, where all our guests,...

2 hours Free Cancellation
5.0 (11)
from
$74
From San Gimignano: Tuscany Wine tour by Tuk Tuk with Lunch

What a better gift for your lover or best friend than visit Tuscany on board of a convertible Tuk Tuk for 2 to explore the …More

9Top 10 Tour Ranked using exclusive Cool Shore Excursions data that may include activity quality, traveler reviews, overall popularity, and availability.

What a better gift for your lover or best friend than visit Tuscany on board of a convertible Tuk Tuk for 2 to explore the...

4 hours Free Cancellation
4.8 (19)
from
$171
Family-Friendly Tuscany Day Tour for Wine Lovers and Non-Drinkers

Discover the authentic flavors of Tuscany on our Family-Friendly Tuscany Tour — a perfect mix of food, wine, and fun for all ages! Travel through …More

10Top 10 Tour Ranked using exclusive Cool Shore Excursions data that may include activity quality, traveler reviews, overall popularity, and availability.

Discover the authentic flavors of Tuscany on our Family-Friendly Tuscany Tour — a perfect mix of food, wine, and fun for all ages! Travel through...

7 hours Free Cancellation
4.9 (16)
from
$171
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