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 →

Wine Tour & Tasting - Organic Chianti & Supertuscan

Highlights - Historic Estate Tour: Guided 90-minute visit of Montechiaro Villa (since 1760), including the original wine cellar, aging rooms, and ancient olive mill. - …More

Siena, Italy

5.0 (1)

Wine Tour & Tasting - Organic Chianti & Supertuscan

Highlights - Historic Estate Tour: Guided 90-minute visit of Montechiaro Villa (since 1760), including the original wine cellar, aging rooms, and ancient olive mill. -...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$51

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines …More

Siena, Italy

5.0 (19)

Chianti Classico E-Bike Tour

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines...

5 to 6 hours Free Cancellation

5.0 (19)

from
$240

Montepulciano Pienza Montalcino Tour from Florence

Today we will take you to the famous Wine Region of Orcia Valley where some of the best wines in the World are produced. We …More

Florence, Italy

4.9 (15)

Montepulciano Pienza Montalcino Tour from Florence

Today we will take you to the famous Wine Region of Orcia Valley where some of the best wines in the World are produced. We...

9 hours Hotel pickup offered Free Cancellation

4.9 (15)

from
$1,124

A walk through the vineyards, a visit to the natural cellar, a taste of at least 3 of our precious wines, on our panoramic terrace …More

Montepulciano, Italy

4.8 (9)

Montepulciano - Heroic Wine Tasting

A walk through the vineyards, a visit to the natural cellar, a taste of at least 3 of our precious wines, on our panoramic terrace...

2 hours Free Cancellation

4.8 (9)

from
$57

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

Pasta & Tiramisu Cooking Class + Italian Market Tour in Florence

This cooking class stands out by offering an authentic and immersive experience in the heart of Florence. You’ll start your culinary adventure with a guided …More

Florence, Italy

5.0 (7)

Pasta & Tiramisu Cooking Class + Italian Market Tour in Florence

This cooking class stands out by offering an authentic and immersive experience in the heart of Florence. You’ll start your culinary adventure with a guided...

4 hours 30 minutes Free Cancellation

5.0 (7)

from
$159

Siena and San Gimignano, The Glory Of Medieval Age In Tuscany

If you choose to see the Medieval Tuscany with us, after meeting you in front of your residence, we will take you with a short …More

Siena, Italy

5.0 (14)

Siena and San Gimignano, The Glory Of Medieval Age In Tuscany

If you choose to see the Medieval Tuscany with us, after meeting you in front of your residence, we will take you with a short...

8 to 9 hours Free Cancellation

5.0 (14)

from
$122

Tour of the cellar and tasting of 6 wines

The tasting at Cantalici is a way to immerse yourself in a family atmosphere to discover typical wines of the Chianti Classico production area, an …More

Lucca, Italy

5.0 (10)

Tour of the cellar and tasting of 6 wines

The tasting at Cantalici is a way to immerse yourself in a family atmosphere to discover typical wines of the Chianti Classico production area, an...

60 to 90 minutes

5.0 (10)

from
$34

Brunello Wine Tour Experience Small Group Only

Perfect for wine aficionados and nature lovers alike, the Brunello Grand Tour Experience offers a deep dive into the world of one of Italy’s most …More

Florence, Italy

5.0 (8)

Brunello Wine Tour Experience Small Group Only

Perfect for wine aficionados and nature lovers alike, the Brunello Grand Tour Experience offers a deep dive into the world of one of Italy’s most...

9 hours Free Cancellation

5.0 (8)

from
$329

Valdorcia & Brunello Ebike Experience Tour

A tour to visit one of the most famous areas of Italy: the Valdorcia. Explore the beautiful UNESCO World Heritage Tuscan countryside, pedalling (also) on …More

5.0 (13)

Valdorcia & Brunello Ebike Experience Tour

A tour to visit one of the most famous areas of Italy: the Valdorcia. Explore the beautiful UNESCO World Heritage Tuscan countryside, pedalling (also) on...

6 hours Free Cancellation

5.0 (13)

from
$511

Carmignano Wine Tour with a Somm Small Group

Ideal for wine lovers seeking an authentic and intimate journey, the wine tour in Carmignano unveils one of Tuscany’s best-kept secrets. Far from the crowds, …More

Florence, Italy

5.0 (8)

Carmignano Wine Tour with a Somm Small Group

Ideal for wine lovers seeking an authentic and intimate journey, the wine tour in Carmignano unveils one of Tuscany’s best-kept secrets. Far from the crowds,...

7 hours Free Cancellation

5.0 (8)

from
$227

Symphony of Wine A Premium 8 Wines Tasting Experience in Florence

Join an exclusive Italian wine tasting in Florence and explore Italy’s finest wines with a professional wine expert. Taste 8 premium wines, discover regional flavors, …More

Florence, Italy

5.0 (13)

Symphony of Wine A Premium 8 Wines Tasting Experience in Florence

Join an exclusive Italian wine tasting in Florence and explore Italy’s finest wines with a professional wine expert. Taste 8 premium wines, discover regional flavors,...

2 hours Free Cancellation

5.0 (13)

from
$118

In the heart of the Bolgheri DOC, Le Vigne di Silvia is a family-run winery dedicated to the production of high quality wines, capable of …More

Livorno, Italy

5.0 (11)

Wines and flavors of Bolgheri territory

In the heart of the Bolgheri DOC, Le Vigne di Silvia is a family-run winery dedicated to the production of high quality wines, capable of...

1 hour 30 minutes Free Cancellation

5.0 (11)

from
$68

Florence Wine Windows Tour with Food or River Cruise Option

Step into Florence's hidden side with an unforgettable evening walking tour! Start in Piazza della Repubblica, discover secret corners, snap photos at iconic spots like …More

Florence, Italy

4.5 (19)

Florence Wine Windows Tour with Food or River Cruise Option

Step into Florence's hidden side with an unforgettable evening walking tour! Start in Piazza della Repubblica, discover secret corners, snap photos at iconic spots like...

1 hour 30 minutes Free Cancellation

4.5 (19)

from
$40

Private Carrara Marble Experience from Florence

The world of marble is not just about extraction and craftsmanship—it is the story of a land and its people, whose identity has long been …More

Florence, Italy

5.0 (4)

Private Carrara Marble Experience from Florence

The world of marble is not just about extraction and craftsmanship—it is the story of a land and its people, whose identity has long been...

10 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$794

Tuscany & Umbria-food and wine tour: flavors of Italy’s heartland

Embark on an unforgettable journey through the enchanting landscapes of Tuscany and Umbria, departing from the art-filled city of Florence. This exclusive tour offers the …More

Florence, Italy

5.0 (1)

Tuscany & Umbria-food and wine tour: flavors of Italy’s heartland

Embark on an unforgettable journey through the enchanting landscapes of Tuscany and Umbria, departing from the art-filled city of Florence. This exclusive tour offers the...

10 hours Free Cancellation

5.0 (1)

from
$271

Florence Private Golf Cart Tour Art Tuscan Landscapes and Wine

Experience Florence with calm, comfort and elegance, aboard an exclusive electric vehicle with ergonomic seats and independent suspension, designed to offer you a smooth and …More

Florence, Italy

5.0 (4)

Florence Private Golf Cart Tour Art Tuscan Landscapes and Wine

Experience Florence with calm, comfort and elegance, aboard an exclusive electric vehicle with ergonomic seats and independent suspension, designed to offer you a smooth and...

2 hours Free Cancellation

5.0 (4)

from
$89

Florence: Chianti Wine Tour & San Gimignano with 2 Wineries

Leave the crowds of Florence behind and discover the beauty of Tuscany on this Chianti morning wine tour. Travel through the iconic Tuscan countryside and …More

Florence, Italy

5.0 (1)

Florence: Chianti Wine Tour & San Gimignano with 2 Wineries

Leave the crowds of Florence behind and discover the beauty of Tuscany on this Chianti morning wine tour. Travel through the iconic Tuscan countryside and...

5 hours 40 minutes Free Cancellation

5.0 (1)

from
$56

Paint and Wine Experience with Ponte Vecchio View

With a front-row view of the iconic Ponte Vecchio, this Paint and Wine experience is unlike any other in Florence. Set in a charming studio …More

Florence, Italy

4.8 (6)

Paint and Wine Experience with Ponte Vecchio View

With a front-row view of the iconic Ponte Vecchio, this Paint and Wine experience is unlike any other in Florence. Set in a charming studio...

2 hours Free Cancellation

4.8 (6)

from
$68

Volterra wines, sensory emotions of organic farming

Are you looking for a destination far away from the most crowded destinations in Tuscany where you can live an authentic and familiar wine cellar …More

Pisa, Italy

4.9 (13)

Volterra wines, sensory emotions of organic farming

Are you looking for a destination far away from the most crowded destinations in Tuscany where you can live an authentic and familiar wine cellar...

1 hour 30 minutes Free Cancellation

4.9 (13)

from
$40

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?