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 →

Self-Drive Vintage Fiat 500 Tour from Florence: Sunset Drive and Aperitivo

Experience a true Italian aperitivo—a relaxing pre-dinner tradition of fine wine and delicious local specialties—after driving a vintage Fiat 500 through the breathtaking Tuscan countryside. …More

Florence, Italy

4.8 (64)

Self-Drive Vintage Fiat 500 Tour from Florence: Sunset Drive and Aperitivo

Experience a true Italian aperitivo—a relaxing pre-dinner tradition of fine wine and delicious local specialties—after driving a vintage Fiat 500 through the breathtaking Tuscan countryside....

3 hours Free Cancellation

4.8 (64)

from
$149

PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver

The winery reserved where you will have the experience are: - Poggio Amorelli full experience with 3 meals Lunch, cellar tour with an wine expert, …More

Florence, Italy

5.0 (63)

PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver

The winery reserved where you will have the experience are: - Poggio Amorelli full experience with 3 meals Lunch, cellar tour with an wine expert,...

8 hours Hotel pickup offered Free Cancellation

5.0 (63)

from
$902

Private Tuscany Tour from Florence: Siena, San Gimignano, Chianti

Private tour to Siena and San Gimignano with an english speaking driver in a de-luxe minivan. Your driver will talk to you about Tuscany traditions, …More

Florence, Italy

5.0 (63)

Private Tuscany Tour from Florence: Siena, San Gimignano, Chianti

Private tour to Siena and San Gimignano with an english speaking driver in a de-luxe minivan. Your driver will talk to you about Tuscany traditions,...

8 hours Hotel pickup offered Free Cancellation

5.0 (63)

from
$139

Wine tasting and visit to a design Cellar at Ripalte

Let yourself be guided on a journey through the flavors and aromas of the typical grape variety of the Island of Elba, so loved by …More

Isola d'Elba, Italy

4.8 (61)

Wine tasting and visit to a design Cellar at Ripalte

Let yourself be guided on a journey through the flavors and aromas of the typical grape variety of the Island of Elba, so loved by...

2 hours Free Cancellation

4.8 (61)

from
$68

Florence: Mozzarella Cheese Making with Wine and food Tastings

Join a fun mozzarella-making class in Florence with wine tasting, local dishes and expert guidance in a small-group atmosphere. Let’s be honest: you didn’t come …More

Florence, Italy

5.0 (61)

Florence: Mozzarella Cheese Making with Wine and food Tastings

Join a fun mozzarella-making class in Florence with wine tasting, local dishes and expert guidance in a small-group atmosphere. Let’s be honest: you didn’t come...

2 hours

5.0 (61)

from
$103

Siena Underground Wine tasting in a Medieval Cave

For real wine lovers, This is a wine tasting experience hosted by a Sommelier. This tour offers you an exclusive wine tasting in a Medieval …More

Siena, Italy

5.0 (59)

Siena Underground Wine tasting in a Medieval Cave

For real wine lovers, This is a wine tasting experience hosted by a Sommelier. This tour offers you an exclusive wine tasting in a Medieval...

1 hour Free Cancellation

5.0 (59)

from
$85

2 Hours Visit and Wine Tasting with tastings in Val D'Orcia

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del …More

Chianciano Terme, Italy

5.0 (59)

2 Hours Visit and Wine Tasting with tastings in Val D'Orcia

Enjoy a wine experience in the heart of Val D'Orcia, surrounded by the most authentic Tuscan countryside. Together with Tatiana, the owner of Poggio del...

2 hours Free Cancellation

5.0 (59)

from
$80

PRIVATE Tuscan Pasta Class in Florence at Chef Cinzia's Home

For a truly memorable meal and culinary experience in Florence, join a local chef in preparing an authentic Italian menu of fresh pasta and other …More

Florence, Italy

5.0 (57)

PRIVATE Tuscan Pasta Class in Florence at Chef Cinzia's Home

For a truly memorable meal and culinary experience in Florence, join a local chef in preparing an authentic Italian menu of fresh pasta and other...

3 hours Free Cancellation

5.0 (57)

from
$169

Tuscan Wine Tasting with Professional Sommelier in Montepulciano

We offer an educational, yet fun and joyful experience, ideal for couples or group of friends willing to explore wines from all over Italy. We …More

Montepulciano, Italy

5.0 (57)

Tuscan Wine Tasting with Professional Sommelier in Montepulciano

We offer an educational, yet fun and joyful experience, ideal for couples or group of friends willing to explore wines from all over Italy. We...

1 hour 45 minutes Free Cancellation

5.0 (57)

from
$79

Florence Wine Tasting Experience with Seven Types of Tuscan Wine

This experience offers a unique opportunity to embark on a journey through the heart of Tuscany's winemaking tradition. With seven carefully selected wines, you will …More

Florence, Italy

5.0 (56)

Florence Wine Tasting Experience with Seven Types of Tuscan Wine

This experience offers a unique opportunity to embark on a journey through the heart of Tuscany's winemaking tradition. With seven carefully selected wines, you will...

1 hour 30 minutes Free Cancellation

5.0 (56)

from
$67

E-bike Chianti Classico Tuscany Tour with Wine and Lunch at Farm

This E-bike Chianti & Tuscany tour in the famous Chianti Classico countryside will take you away from the crowds and noise of Florence, learn about …More

Florence, Italy

5.0 (56)

E-bike Chianti Classico Tuscany Tour with Wine and Lunch at Farm

This E-bike Chianti & Tuscany tour in the famous Chianti Classico countryside will take you away from the crowds and noise of Florence, learn about...

7 hours Free Cancellation

5.0 (56)

from
$182

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

San Gimignano, Italy

4.8 (56)

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...

2 hours Free Cancellation

4.8 (56)

from
$75

Siena, San Gimignano and Chianti Wine Small Group from Montecatini Terme

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in …More

Montecatini Terme, Italy

4.8 (56)

Siena, San Gimignano and Chianti Wine Small Group from Montecatini Terme

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in...

9 hours Free Cancellation

4.8 (56)

from
$193

Small Group Wine Tasting in Tuscany with Vineyard Visit

The tour begins with a trip to the vineyards to learn about and taste the different types of grapes used to make wine. After you’ve …More

Florence, Italy

4.9 (56)

Small Group Wine Tasting in Tuscany with Vineyard Visit

The tour begins with a trip to the vineyards to learn about and taste the different types of grapes used to make wine. After you’ve...

5 hours Free Cancellation

4.9 (56)

from
$154

Siena, San Gimignano and Chianti Wine Small Group from Lucca

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in …More

Lucca, Italy

4.8 (56)

Siena, San Gimignano and Chianti Wine Small Group from Lucca

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in...

10 hours Free Cancellation

4.8 (56)

from
$193

Fabulous Tuscany—organic wine & cheese tour—max 8 pp

We meet at our Grape Tours office 15 minutes prior to departure time and you will meet your knowledgeable guide. After a half-hour beautiful ride …More

Florence, Italy

4.9 (55)

Fabulous Tuscany—organic wine & cheese tour—max 8 pp

We meet at our Grape Tours office 15 minutes prior to departure time and you will meet your knowledgeable guide. After a half-hour beautiful ride...

7 hours

4.9 (55)

from
$295

Lasagnamania: Roll, Cook, Eat Lasagna & Tiramisu

We would prepare two classic dishes of the Italian tradition that every Sunday are present on the tables of every self-respecting Italian family. We will …More

Florence, Italy

4.9 (54)

Lasagnamania: Roll, Cook, Eat Lasagna & Tiramisu

We would prepare two classic dishes of the Italian tradition that every Sunday are present on the tables of every self-respecting Italian family. We will...

3 hours 30 minutes Free Cancellation

4.9 (54)

from
$33

Bolgheri: Premium Wine Tasting with Winery Tour

Visit "Terre del Marchesato" vineyards, winery and wine-tasting for a 90 minutes experience tour. Nestled 3mi (5 km) from the village center of Bolgheri, you're …More

Livorno, Italy

4.9 (53)

Bolgheri: Premium Wine Tasting with Winery Tour

Visit "Terre del Marchesato" vineyards, winery and wine-tasting for a 90 minutes experience tour. Nestled 3mi (5 km) from the village center of Bolgheri, you're...

1 hour 15 minutes Free Cancellation

4.9 (53)

from
$50

Half-Day Chianti Tour to 2 Wineries with Wine Tastings and Meal

Enjoy 5.5 hrs round trip from Florence in a comfortable 8-seater van to the wine country with our wine expert's commentary about the region. Visit 2 family-owned wineries in the …More

Florence, Italy

4.9 (52)

Half-Day Chianti Tour to 2 Wineries with Wine Tastings and Meal

Enjoy 5.5 hrs round trip from Florence in a comfortable 8-seater van to the wine country with our wine expert's commentary about the region. Visit 2 family-owned wineries in the...

5 hours 30 minutes

4.9 (52)

from
$276

Private Tuscany Horse Ride, Wine Tasting and local food at Estate

No previous riding experience is required. The guests will have the chance to escape from the city crowd and experience the authentic Florence life style …More

Florence, Italy

5.0 (51)

Private Tuscany Horse Ride, Wine Tasting and local food at Estate

No previous riding experience is required. The guests will have the chance to escape from the city crowd and experience the authentic Florence life style...

5 hours 30 minutes Free Cancellation

5.0 (51)

from
$331

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?