Top Tuscany Wine Tasting & Winery Tours

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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 →

Private Chianti Tuscany Wine Tasting Tour from Florence

Get a driver guide and let him drive you while you enjoy the flavors of Chianti wine. For our well-rounded experience, we will take you …More

Florence, Italy

5.0 (2)

Private Chianti Tuscany Wine Tasting Tour from Florence

Get a driver guide and let him drive you while you enjoy the flavors of Chianti wine. For our well-rounded experience, we will take you...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$330

From Florence PRIVATE:Bolgheri Wine Tour,tasting among the Tuscany coastal hills

Discover with us the unique Italian region where French vines become DOCG Italian fine wine. The sea is visible from the vines and its effect …More

Florence, Italy

5.0 (2)

From Florence PRIVATE:Bolgheri Wine Tour,tasting among the Tuscany coastal hills

Discover with us the unique Italian region where French vines become DOCG Italian fine wine. The sea is visible from the vines and its effect...

10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$360

Private Chianti Wine Day Experience from Florence with Chauffeur

Enjoy a full-day private Chianti wine experience from Florence, traveling in comfort with your English-speaking chauffeur in a luxury Mercedes-Benz sedan or van. Your driver …More

Florence, Italy

5.0 (2)

Private Chianti Wine Day Experience from Florence with Chauffeur

Enjoy a full-day private Chianti wine experience from Florence, traveling in comfort with your English-speaking chauffeur in a luxury Mercedes-Benz sedan or van. Your driver...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$681

Discover the wonders of Chianti by e-bike, from Montalbano to Leonardo's birthplace. Explore vineyards and taste fine wines on an unforgettable adventure! Take part in …More

Florence, Italy

5.0 (2)

Vinci E-bike tour in Leonardo's Chianti

Discover the wonders of Chianti by e-bike, from Montalbano to Leonardo's birthplace. Explore vineyards and taste fine wines on an unforgettable adventure! Take part in...

5 to 6 hours Free Cancellation

5.0 (2)

from
$183

For all those who not only want to taste wine but also experience it: At this tasting, you will travel through the vintages of our …More

Chianti, Italy

5.0 (2)

Gourmet Brunello Vertical Tasting

For all those who not only want to taste wine but also experience it: At this tasting, you will travel through the vintages of our...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$92

Tuscan Wine & Bruschetta Tasting for Families in San Gimignano

Set in a stunning Tuscan vineyard, this winery tour and tasting offers a perfect mix of authentic flavors, culture, and family-friendly fun. Begin with a …More

San Gimignano, Italy

5.0 (2)

Tuscan Wine & Bruschetta Tasting for Families in San Gimignano

Set in a stunning Tuscan vineyard, this winery tour and tasting offers a perfect mix of authentic flavors, culture, and family-friendly fun. Begin with a...

2 hours Free Cancellation

5.0 (2)

from
$44

Pasta Cooking Class in Florence & Wine Tour in Chianti Day Trip

Explore the Heart of Tuscany with an Authentic Culinary and Wine Experience! Calling all food lovers and wine enthusiasts! Embark on a truly unforgettable journey …More

Florence, Italy

5.0 (2)

Pasta Cooking Class in Florence & Wine Tour in Chianti Day Trip

Explore the Heart of Tuscany with an Authentic Culinary and Wine Experience! Calling all food lovers and wine enthusiasts! Embark on a truly unforgettable journey...

8 hours Free Cancellation

5.0 (2)

from
$277

From Florence: Private Pisa, San Gimignano & Wine Lunch

Visit the Leaning Tower of Pisa and the countryside of San Gimignano in one private day, with a genuine farm lunch and local wines, in …More

Florence, Italy

5.0 (2)

From Florence: Private Pisa, San Gimignano & Wine Lunch

Visit the Leaning Tower of Pisa and the countryside of San Gimignano in one private day, with a genuine farm lunch and local wines, in...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$189

Premium Wine Tasting with Tuscan Flavours

Between Chianti and Crete Senesi, a few minutes from Siena, San Giorgio a Lapi offers a Premium Wine Tasting dedicated to those who want to …More

Siena, Italy

5.0 (2)

Premium Wine Tasting with Tuscan Flavours

Between Chianti and Crete Senesi, a few minutes from Siena, San Giorgio a Lapi offers a Premium Wine Tasting dedicated to those who want to...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$37

From Pisa: Private Volterra, San Gimignano & Wine Lunch

A private day from the Pisa area to two of the most beautiful hill towns of Tuscany, with a genuine farm lunch in between. • …More

Pisa, Italy

5.0 (2)

From Pisa: Private Volterra, San Gimignano & Wine Lunch

A private day from the Pisa area to two of the most beautiful hill towns of Tuscany, with a genuine farm lunch in between. •...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$194

From Pisa: Private Florence Day Tour with Chianti Farm Lunch

A full private day from the Pisa area to Florence and the Tuscan countryside, with a genuine farm lunch. • Pick-up at your hotel in …More

Pisa, Italy

5.0 (2)

From Pisa: Private Florence Day Tour with Chianti Farm Lunch

A full private day from the Pisa area to Florence and the Tuscan countryside, with a genuine farm lunch. • Pick-up at your hotel in...

10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$286

Private Wine Tour to Bolgheri with Expert Sommelier - 2 Wineries

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 Wine Tour to Bolgheri with Expert Sommelier - 2 Wineries

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
$272

From Florence: Full-Day Chianti & San Gimignano with Farm Lunch

A full day in the heart of Tuscany, with lunch at a real family farm among the vineyards. • Small group, maximum 7 guests, in …More

Florence, Italy

5.0 (2)

From Florence: Full-Day Chianti & San Gimignano with Farm Lunch

A full day in the heart of Tuscany, with lunch at a real family farm among the vineyards. • Small group, maximum 7 guests, in...

6 hours Free Cancellation

5.0 (2)

from
$175

From Florence: Private Volterra, San Gimignano & Wine Lunch

A private day from Florence to two of the most beautiful hill towns of Tuscany, with a wine lunch at a family-run farm. • Pick-up …More

Florence, Italy

5.0 (2)

From Florence: Private Volterra, San Gimignano & Wine Lunch

A private day from Florence to two of the most beautiful hill towns of Tuscany, with a wine lunch at a family-run farm. • Pick-up...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$180

Guided tour in San Miniato and wine tasting!

What we propose is a beautiful visit among its famous alleys and buildings, to enjoy this small medieval village that still today smells of history, …More

Pisa, Italy

5.0 (2)

Guided tour in San Miniato and wine tasting!

What we propose is a beautiful visit among its famous alleys and buildings, to enjoy this small medieval village that still today smells of history,...

4 hours Free Cancellation

5.0 (2)

from
$104

Private Chianti Rufina Half Day Tour with Lunch from Florence

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast …More

Florence, Italy

5.0 (2)

Private Chianti Rufina Half Day Tour with Lunch from Florence

Chianti Rufina, the smallest and highest-elevation sub-region in Chianti, is celebrated for its high-altitude vineyards that add unique tannic structure to its wines. Located northeast...

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$433

MONTECHIARO Chianti & Supertuscan WINE EXPERIENCE

- Immerse yourself in the world of Tuscan wine with our comprehensive tasting experience. - Master the art of tasting: Learn professional wine and extra …More

Siena, Italy

5.0 (2)

MONTECHIARO Chianti & Supertuscan WINE EXPERIENCE

- Immerse yourself in the world of Tuscan wine with our comprehensive tasting experience. - Master the art of tasting: Learn professional wine and extra...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$40

From Florence The Immersive Tuscan Winery Experience

Your experience begins with a warm welcome and a guided tour through the scenic vineyard, nestled among the rolling hills. As you stroll between the …More

Florence, Italy

5.0 (2)

From Florence The Immersive Tuscan Winery Experience

Your experience begins with a warm welcome and a guided tour through the scenic vineyard, nestled among the rolling hills. As you stroll between the...

3 to 4 hours Free Cancellation

5.0 (2)

from
$158

Live Opera Concert and Wine Tasting in Florence

Sample four glasses of renowned Chianti wines, each paired with a live performance of the best Arias from Italian Opera. The music and wine are …More

Florence, Italy

5.0 (2)

Live Opera Concert and Wine Tasting in Florence

Sample four glasses of renowned Chianti wines, each paired with a live performance of the best Arias from Italian Opera. The music and wine are...

2 hours Free Cancellation

5.0 (2)

from
$164

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

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?

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?