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 →

Sidecar tour in Florence and Chianti with wine tasting and lunch

This option is for wine lovers. With 45 minutes ride we’ll get to the Chianti area and meet one of our favourite winemaker. We’ll visit …More

Florence, Italy

5.0 (10)

Sidecar tour in Florence and Chianti with wine tasting and lunch

This option is for wine lovers. With 45 minutes ride we’ll get to the Chianti area and meet one of our favourite winemaker. We’ll visit...

5 hours Free Cancellation

5.0 (10)

from
$295

This full day tour is perfect for first time visitors or anyone interested in combining sightseeing and a complete wine & food experience in Tuscany …More

Florence, Italy

5.0 (10)

Tuscany off the beaten paths

This full day tour is perfect for first time visitors or anyone interested in combining sightseeing and a complete wine & food experience in Tuscany...

8 hours Free Cancellation

5.0 (10)

from
$217

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

Open Top Van!! Half Day in Chianti with Wine Tasting

If you do not have much time but still want to visit the beauties of Chianti and have the opportunity to taste the famous wine …More

Chianti, Italy

5.0 (10)

Open Top Van!! Half Day in Chianti with Wine Tasting

If you do not have much time but still want to visit the beauties of Chianti and have the opportunity to taste the famous wine...

4 to 5 hours Free Cancellation

5.0 (10)

from
$153

This package is ideal for true wine enthusiasts seeking an authentic and in-depth experience in the heart of Tuscany. With a selection of 9 fine …More

Florence, Italy

5.0 (9)

Wine Tasting in Florence Italy with Nine Types of Tuscan Wine

This package is ideal for true wine enthusiasts seeking an authentic and in-depth experience in the heart of Tuscany. With a selection of 9 fine...

1 hour 45 minutes Free Cancellation

5.0 (9)

from
$85

Private Chianti Afternoon Wine Tour with 2 Family-Run Wineries

A relaxed private afternoon in the Chianti Classico hills, visiting two small family-run wineries that really make their own wine. • Pick-up at your hotel, …More

Florence, Italy

5.0 (9)

Private Chianti Afternoon Wine Tour with 2 Family-Run Wineries

A relaxed private afternoon in the Chianti Classico hills, visiting two small family-run wineries that really make their own wine. • Pick-up at your hotel,...

5 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$125

Tasty Tuscany—Olive Oil Mill & Winery Tastings—max 8 pp

Discover the culinary treasures of Tuscany on this intimate wine tour, limited to just 8 guests. Wander through three organic farms, including an olive mill …More

Florence, Italy

5.0 (9)

Tasty Tuscany—Olive Oil Mill & Winery Tastings—max 8 pp

Discover the culinary treasures of Tuscany on this intimate wine tour, limited to just 8 guests. Wander through three organic farms, including an olive mill...

7 hours

5.0 (9)

from
$336

Grape Stomping Experience and Wine Tasting

Would you like to take a dive into the past? The grape harvest is one of the most important times of the year. Usually it …More

Florence, Italy

4.8 (9)

Grape Stomping Experience and Wine Tasting

Would you like to take a dive into the past? The grape harvest is one of the most important times of the year. Usually it...

2 hours

4.8 (9)

from
$170

Tour of 900year old secret cellars + tasting of 3 wines and bread with EVO oil

visit of a 900year old private castle cellars + taste 3 different wines and bread with our EVO oil. driver from Florence city and back …More

Florence, Italy

5.0 (9)

Tour of 900year old secret cellars + tasting of 3 wines and bread with EVO oil

visit of a 900year old private castle cellars + taste 3 different wines and bread with our EVO oil. driver from Florence city and back...

1 hour 30 minutes

5.0 (9)

from
$51

Private 3hour Horse Ride to a Castle, Wine Tasting and local food

The guests will have the chance to escape from the city crowd and experience the authentic Florence life style held on the worldwide known Chianti …More

Florence, Italy

5.0 (9)

Private 3hour Horse Ride to a Castle, Wine Tasting and local food

The guests will have the chance to escape from the city crowd and experience the authentic Florence life style held on the worldwide known Chianti...

7 hours Free Cancellation

5.0 (9)

from
$792

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

Our E-bike tour will lead you through the most famous wine area in Tuscany: Chianti Classico. You will ride amongst Sangiovese vineyards and olive groves …More

Florence, Italy

5.0 (9)

Chianti Classico E-bike Tour

Our E-bike tour will lead you through the most famous wine area in Tuscany: Chianti Classico. You will ride amongst Sangiovese vineyards and olive groves...

8 hours Free Cancellation

5.0 (9)

from
$356

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a …More

Siena, Italy

4.8 (9)

San Gimignano, Chianti and Montalcino Tour through Tuscan wine

Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a...

11 hours Free Cancellation

4.8 (9)

from
$160

Wine Tasting ATV tour in Tuscan countryside

ATV Excursion in the hearth of Tuscany, in province of Siena, in Crete Senesi UNESCO heritage, between Chianti and Val d'Orcia …More

Siena, Italy

5.0 (9)

Wine Tasting ATV tour in Tuscan countryside

ATV Excursion in the hearth of Tuscany, in province of Siena, in Crete Senesi UNESCO heritage, between Chianti and Val d'Orcia...

4 hours Free Cancellation

5.0 (9)

from
$365

✅ Authentic Tuscan Wine Tasting – Savor 4 to 5 organic wines, including Vernaccia di San Gimignano and Chianti Colli Senesi. ✅ Olive Oil & …More

San Gimignano, Italy

4.9 (9)

Private Wine, Evo oil & Cheese Tasting

✅ Authentic Tuscan Wine Tasting – Savor 4 to 5 organic wines, including Vernaccia di San Gimignano and Chianti Colli Senesi. ✅ Olive Oil &...

1 hour Free Cancellation

4.9 (9)

from
$57

Private Vespa Tour in Chianti from Florence

The Vespa Experience offers a unique and stylish way to explore Tuscany. Forget the chaos of daily life and enjoy the region’s stunning landscapes from …More

Florence, Italy

5.0 (9)

Private Vespa Tour in Chianti from Florence

The Vespa Experience offers a unique and stylish way to explore Tuscany. Forget the chaos of daily life and enjoy the region’s stunning landscapes from...

6 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$280

The Grand Wine Tour – 2 wineries with Chianti & SuperTuscan

You will discover Tuscany with its nuances, walking through the wines with our Sommelier, happy to introducing you the reality of the wine that distinguishes …More

Pisa, Italy

5.0 (9)

The Grand Wine Tour – 2 wineries with Chianti & SuperTuscan

You will discover Tuscany with its nuances, walking through the wines with our Sommelier, happy to introducing you the reality of the wine that distinguishes...

7 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$170

Original Private Tuscany tour by Vintage Beetle car & Wine

Explore Tuscany in style with a classic vintage Beetle car tour from 1977. Enjoy breathtaking views, visit two renowned wineries, and taste exceptional wines including …More

4.9 (9)

Original Private Tuscany tour by Vintage Beetle car & Wine

Explore Tuscany in style with a classic vintage Beetle car tour from 1977. Enjoy breathtaking views, visit two renowned wineries, and taste exceptional wines including...

5 hours

4.9 (9)

from
$273

An authentic experience into the Tuscan countryside that combine active hiking with great food and wines. Enjoy a scenic active hike along the secret trails …More

Florence, Italy

5.0 (8)

Hike & Wine Tour

An authentic experience into the Tuscan countryside that combine active hiking with great food and wines. Enjoy a scenic active hike along the secret trails...

3 hours Free Cancellation

5.0 (8)

from
$135

Elba Island - Aperitif on the boat at sunset - private

The experience takes place on a boat, aboard a modern 11-meter Sorrento gozzo equipped with every comfort. We will sail at sunset in the splendid …More

Isola d'Elba, Italy

4.8 (8)

Elba Island - Aperitif on the boat at sunset - private

The experience takes place on a boat, aboard a modern 11-meter Sorrento gozzo equipped with every comfort. We will sail at sunset in the splendid...

2 to 3 hours Free Cancellation

4.8 (8)

from
$149

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?