Top Tuscany Wine Tasting & Winery Tours

Q: Got any more Tuscany trip ideas?

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Q: What are the most popular styles of Tours and Activities in Tuscany?

Based on our sales data over the past year, the most popular styles of tours and activities in Tuscany are: Tuscany Cultural & Theme Tours Tuscany Luxury & Special Occasions Tuscany Luxury Tours Tuscany Cultural Tours Tuscany Historical & Heritage Tours View all tour styles in Tuscany →

Experience the unique history of the Marquis Gondi and the Bossi Estate: where one of the most ancient Florentine families continue to produce wine for …More

Florence, Italy

5.0 (2)

Wine Tasting Activity at Chianti Rufina

Experience the unique history of the Marquis Gondi and the Bossi Estate: where one of the most ancient Florentine families continue to produce wine for...

1 hour Free Cancellation

5.0 (2)

from
$24

San Gimignano: Chianti wine tasting and lunch

A few steps from San Gimignano do not miss a special food and wine experience: a tasting of the best Chianti wines with lunch included …More

San Gimignano, Italy

5.0 (2)

San Gimignano: Chianti wine tasting and lunch

A few steps from San Gimignano do not miss a special food and wine experience: a tasting of the best Chianti wines with lunch included...

2 hours Free Cancellation

5.0 (2)

from
$79

Tour of San Gimignano and Private Wine Experience in Chianti

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in …More

Florence, Italy

5.0 (2)

Tour of San Gimignano and Private Wine Experience in Chianti

Visit one of the most famous Italian wine areas, San Gimignano, with your private group followed by a wine tasting at a family-owned winery in...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$221

San Gimignano: Vineyard and Cellar Tour with Wine Tasting

This tour is not a simple wine tasting, but you will have the opportunity to be accompanied by the producer in the vineyards and in …More

San Gimignano, Italy

5.0 (2)

San Gimignano: Vineyard and Cellar Tour with Wine Tasting

This tour is not a simple wine tasting, but you will have the opportunity to be accompanied by the producer in the vineyards and in...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$51

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is …More

Florence, Italy

5.0 (2)

Wine Tour of two Chianti wine estates on the hills of Florence

This tour grants the access to authentic historical wineries producing high quality wines of two different Chianti subzones. In this private tour the guest is...

5 hours Free Cancellation

5.0 (2)

from
$333

Private Assisi & Sagrantino Wines Experience from Florence

True travelers are always driven by a desire to discover new places. This same curiosity inspires those who visit the birthplace of the famous Saint …More

Florence, Italy

5.0 (2)

Private Assisi & Sagrantino Wines Experience from Florence

True travelers are always driven by a desire to discover new places. This same curiosity inspires those who visit the birthplace of the famous Saint...

13 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$744

"Hands in dough" Cooking Class with Lunch

Learn how to make authentic homemade pasta and prepare your own lunch. Discover secrets and techniques of local traditional cuisine. All the dishes will be …More

San Gimignano, Italy

5.0 (2)

"Hands in dough" Cooking Class with Lunch

Learn how to make authentic homemade pasta and prepare your own lunch. Discover secrets and techniques of local traditional cuisine. All the dishes will be...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$125

Chianti Lovers Two Wineries Tour With Lunch from Florence

Travel through the Chianti Classico hills, located in the heart of Tuscany’s Chianti wine district and lunch with tipical products. This day trip from Florence …More

Florence, Italy

5.0 (2)

Chianti Lovers Two Wineries Tour With Lunch from Florence

Travel through the Chianti Classico hills, located in the heart of Tuscany’s Chianti wine district and lunch with tipical products. This day trip from Florence...

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$222

Light lunch and wine tasting in the hills of Lucca with sommelier

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be …More

Lucca, Italy

5.0 (2)

Light lunch and wine tasting in the hills of Lucca with sommelier

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$142

Private Chianti Classico wine tour - 2 wineries + lunch

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be …More

Lucca, Italy

5.0 (2)

Private Chianti Classico wine tour - 2 wineries + lunch

I am Simone Vergamini, "Best Sommelier of Tuscany 2023", 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022, and it will be...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$307

Cooking Class of Local Food in a Tuscan Farm

Discover the secrets of Tuscan cuisine in Vinci, in our historic "Podere" between history and breathtaking landscapes. Enjoy local flavors from our gardens while sipping …More

5.0 (2)

Cooking Class of Local Food in a Tuscan Farm

Discover the secrets of Tuscan cuisine in Vinci, in our historic "Podere" between history and breathtaking landscapes. Enjoy local flavors from our gardens while sipping...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$114

Italian Cooking Class in Florence - a market to table tour

Discover the essence of Italy through our "Market to Table" cooking class. Immerse yourself in Florence's vibrant San Lorenzo food market, guided by our expert …More

Florence, Italy

5.0 (2)

Italian Cooking Class in Florence - a market to table tour

Discover the essence of Italy through our "Market to Table" cooking class. Immerse yourself in Florence's vibrant San Lorenzo food market, guided by our expert...

5 hours Free Cancellation

5.0 (2)

from
$280

Florence Uncorked Wine Tasting Experience

This experience is unique because it combines an immersive exploration of Tuscan wine with a deep dive into its historical context. Guests not only taste …More

Florence, Italy

5.0 (2)

Florence Uncorked Wine Tasting Experience

This experience is unique because it combines an immersive exploration of Tuscan wine with a deep dive into its historical context. Guests not only taste...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$56

Small Group Vespa Tour: Medieval Villages, Lunch and Wine Tasting

Ride the original Vespa, the iconic Italian scooter through the scenic hill sides of Tuscany, an immersion into the Italian “Dolce Vita”. No Experience Required. …More

Florence, Italy

5.0 (2)

Small Group Vespa Tour: Medieval Villages, Lunch and Wine Tasting

Ride the original Vespa, the iconic Italian scooter through the scenic hill sides of Tuscany, an immersion into the Italian “Dolce Vita”. No Experience Required....

7 to 8 hours Free Cancellation

5.0 (2)

from
$228

Tuscany Landscapes, Castels & Chianti Wine District

Drive through the breathtaking Tuscan countryside along the ancient Cassia Vetus, an old Roman road lined with rolling hills, vineyards, and olive groves. Your journey …More

Florence, Italy

5.0 (2)

Tuscany Landscapes, Castels & Chianti Wine District

Drive through the breathtaking Tuscan countryside along the ancient Cassia Vetus, an old Roman road lined with rolling hills, vineyards, and olive groves. Your journey...

6 hours Free Cancellation

5.0 (2)

from
$394

Florentine Steak with Wines in San Gimignano Winery from Florence

TOUR HIGHLIGHTS • Taste some of the library reserve vintage wines including other wine from the current release vintage • Eat the Fiorentina Steak paired …More

Florence, Italy

5.0 (2)

Florentine Steak with Wines in San Gimignano Winery from Florence

TOUR HIGHLIGHTS • Taste some of the library reserve vintage wines including other wine from the current release vintage • Eat the Fiorentina Steak paired...

4 hours Free Cancellation

5.0 (2)

from
$294

Horseback Riding and Winery Lunch Experience in San Gimignano

TOUR HIGHLIGHTS • Explore San Gimignano, vineyards and olive groves on a horseback ride • Take in the fascinating and warm landscape of the San …More

Florence, Italy

5.0 (2)

Horseback Riding and Winery Lunch Experience in San Gimignano

TOUR HIGHLIGHTS • Explore San Gimignano, vineyards and olive groves on a horseback ride • Take in the fascinating and warm landscape of the San...

4 hours 30 minutes Free Cancellation

5.0 (2)

from
$523

Florence: San Lorenzo Farmers Market Food Tour with Wine Tasting in 4 hours

An English-speaking guide will accompany us in this culinary adventure; we will start from the Central Market to try traditional recipes and meet food artisans. …More

Florence, Italy

5.0 (2)

Florence: San Lorenzo Farmers Market Food Tour with Wine Tasting in 4 hours

An English-speaking guide will accompany us in this culinary adventure; we will start from the Central Market to try traditional recipes and meet food artisans....

4 hours Free Cancellation

5.0 (2)

from
$102

Montepulciano and Chianti in 1 day + lunch&transfer from Florence

Discover Montepulciano and Chianti areas by tasting various vintages and have lunch with a breathtaking view with transfer from Florence. You will visit a historic …More

Florence, Italy

5.0 (2)

Montepulciano and Chianti in 1 day + lunch&transfer from Florence

Discover Montepulciano and Chianti areas by tasting various vintages and have lunch with a breathtaking view with transfer from Florence. You will visit a historic...

11 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$321

Wine tasting and guided tour of the cellar

Fattoria Sorbaiano, a historic farm with a wine and oil production vocation, is located in Montecatini val di Cecina, in the DOC Montescudaio. We organize …More

5.0 (2)

Wine tasting and guided tour of the cellar

Fattoria Sorbaiano, a historic farm with a wine and oil production vocation, is located in Montecatini val di Cecina, in the DOC Montescudaio. We organize...

1 hour Free Cancellation

5.0 (2)

from
$28

Frequently Asked Questions

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

What are the best options for Tuscany Wine Tasting & Winery Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Wine Tasting & Winery Tours are:

What are the best kid-friendly options for Tuscany Wine Tasting & Winery Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Wine Tasting & Winery Tours are:

View all kid-friendly Tours →

Which Tuscany Wine Tasting & Winery Tours have Instant Confirmation?

Tuscany Wine Tasting & Winery Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Tuscany Wine Tasting & Winery Tours have Free Cancellation?

Tuscany Wine Tasting & Winery Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Tuscany Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These Tuscany Wine Tasting & Winery Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Tuscany trip ideas?

What are the most popular styles of Tours and Activities in Tuscany?