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 →

Vino Nobile di Montepulciano Wine Tour - Meet the producers

Vino Nobile di Montepulciano wine tour: a tour to discover the Vino Nobile di Montepulciano, from the vineyard to the cellar. …More

Montepulciano, Italy

4.5 (14)

Vino Nobile di Montepulciano Wine Tour - Meet the producers

Vino Nobile di Montepulciano wine tour: a tour to discover the Vino Nobile di Montepulciano, from the vineyard to the cellar....

3 hours 30 minutes Free Cancellation

4.5 (14)

from
$183

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

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
$84

Immerse yourself in the authentic experience of a Chianti Wine Tour in Tuscany. Indulge in the opportunity to taste prestigious labels and great vintages, paired …More

Florence, Italy

5.0 (76)

Private Chianti wine tour

Immerse yourself in the authentic experience of a Chianti Wine Tour in Tuscany. Indulge in the opportunity to taste prestigious labels and great vintages, paired...

5 hours Hotel pickup offered

5.0 (76)

from
$241

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

Tuscan countryside bike tour and food tasting

Enjoy this unique bike tour off the beaten path, in a small group, around the authentic Tuscan countryside, just a few kilometers from Florence and …More

Florence, Italy

5.0 (5)

Tuscan countryside bike tour and food tasting

Enjoy this unique bike tour off the beaten path, in a small group, around the authentic Tuscan countryside, just a few kilometers from Florence and...

3 hours Free Cancellation

5.0 (5)

from
$124

Wine Tasting of Brunello with Tuscan Cold Cuts and Cheese

Enjoy an exclusive one-hour wine tasting experience featuring warm homemade bread and exquisite Tuscan olive oil. Take a leisurely stroll through the vineyard before indulging …More

Chianti, Italy

5.0 (6)

Wine Tasting of Brunello with Tuscan Cold Cuts and Cheese

Enjoy an exclusive one-hour wine tasting experience featuring warm homemade bread and exquisite Tuscan olive oil. Take a leisurely stroll through the vineyard before indulging...

1 hour 30 minutes Free Cancellation

5.0 (6)

from
$45

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

Blend Your Own Wine: A Unique Wine Making Worshop in Florence

Join a one-of-a-kind experience that goes beyond a traditional wine tasting: become a winemaker for a day. In this exclusive masterclass, you'll sample six premium …More

Florence, Italy

5.0 (63)

Blend Your Own Wine: A Unique Wine Making Worshop in Florence

Join a one-of-a-kind experience that goes beyond a traditional wine tasting: become a winemaker for a day. In this exclusive masterclass, you'll sample six premium...

2 hours Free Cancellation

5.0 (63)

from
$73

Wine and olive oil tastings with the locals

For a personal experience in Tuscany, visiting local family businesses, tasting their products, tasting their wines and olive oil And at the end of the …More

Arezzo, Italy

5.0 (71)

Wine and olive oil tastings with the locals

For a personal experience in Tuscany, visiting local family businesses, tasting their products, tasting their wines and olive oil And at the end of the...

8 hours Hotel pickup offered Free Cancellation

5.0 (71)

from
$298

Montepulciano Wine Tasting in the Tuscan Countryside

An intimate and relaxing experience that begins with a tour of the winery and the cellar, followed by a tasting of 3 wines from our …More

Montepulciano, Italy

4.9 (10)

Montepulciano Wine Tasting in the Tuscan Countryside

An intimate and relaxing experience that begins with a tour of the winery and the cellar, followed by a tasting of 3 wines from our...

45 minutes Free Cancellation

4.9 (10)

from
$28

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this …More

Arezzo, Italy

5.0 (71)

Private Tour: Montalcino Wine Tasting Experience

Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this...

8 hours Hotel pickup offered Free Cancellation

5.0 (71)

from
$308

Private Half Day Tour Chianti Classico Wine Experience

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to a breathtaking visit of ancient vineyards and medieval villages in the famous landscapes of …More

Florence, Italy

5.0 (6)

Private Half Day Tour Chianti Classico Wine Experience

• EXPERIENCE FOR YOUR PRIVATE GROUP • Dedicate one day to a breathtaking visit of ancient vineyards and medieval villages in the famous landscapes of...

5 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$103

Private Guided Day Trip Siena, San Gimignano and Chianti

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • This GUIDED tour will take you in the morning to visit the city of Siena accompanied by …More

Florence, Italy

5.0 (5)

Private Guided Day Trip Siena, San Gimignano and Chianti

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • This GUIDED tour will take you in the morning to visit the city of Siena accompanied by...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$176

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
$331

Private Vintage FIAT 500 Tour with Farm Lunch & Wine Tasting

Explore Tuscany in style with our Vintage Fiat 500 Tour, a delightful adventure that combines the charm of a fully equipped vintage Fiat 500, the …More

Florence, Italy

5.0 (4)

Private Vintage FIAT 500 Tour with Farm Lunch & Wine Tasting

Explore Tuscany in style with our Vintage Fiat 500 Tour, a delightful adventure that combines the charm of a fully equipped vintage Fiat 500, the...

4 hours Free Cancellation

5.0 (4)

from
$193

Taste your way through Tuscany at a classic wine tasting. After a cinematic journey through a cypress avenue, a trained team will serve you 6 …More

Chianti, Italy

4.7 (6)

Classic Wine Tasting in Montalcino

Taste your way through Tuscany at a classic wine tasting. After a cinematic journey through a cypress avenue, a trained team will serve you 6...

45 minutes Free Cancellation

4.7 (6)

from
$34

The Cesani family and our staff are pleased to welcome you to Pancole, just 5km from the historic center of San Gimignano, where you will …More

San Gimignano, Italy

4.9 (40)

Cesani Wine Experience

The Cesani family and our staff are pleased to welcome you to Pancole, just 5km from the historic center of San Gimignano, where you will...

1 hour 30 minutes Free Cancellation

4.9 (40)

from
$44

In our Florence Pub Crawl, we will take you to squares and bars in Firenze's Old Town. Music, people, games, shots, and drinks will do …More

Florence, Italy

4.8 (49)

Florence Pub Crawl in the Old Town

In our Florence Pub Crawl, we will take you to squares and bars in Firenze's Old Town. Music, people, games, shots, and drinks will do...

140 to 160 minutes

4.8 (49)

from
$23

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
$45

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?