Top Tuscany Wine Tasting & Winery Tours

Q: Got any more Tuscany trip ideas?

We sure do. Check out our curated lists of hand-picked Tuscany Tours. Top 10 Tuscany 2026 Senior-friendly tours Tuscany The best tours and activities for culture lovers in Tuscany Top Day Trips from Tuscany Things to do in Tuscany this summer View all Tuscany Trip Ideas →

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 →

Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills

Cycle into the Tuscan countryside and enjoy a wine (one glass) and olive oil tasting on our best time-tested, scenic 4-hour small group bike tour …More

Florence, Italy

4.9 (213)

Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills

Cycle into the Tuscan countryside and enjoy a wine (one glass) and olive oil tasting on our best time-tested, scenic 4-hour small group bike tour...

4 hours Free Cancellation

4.9 (213)

from
$102

The only authentic wine tour in Lucca. Two wineries. Two different ways of making wines, different opinions, and different methods, but united by the same …More

Lucca, Italy

5.0 (209)

Tuscan Wine Tour in Lucca by van

The only authentic wine tour in Lucca. Two wineries. Two different ways of making wines, different opinions, and different methods, but united by the same...

5 to 6 hours Free Cancellation

5.0 (209)

from
$170

From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

Discover the off-the-beaten-paths in the Chianti area around the hills of San Gimignano far away from the crowds on your own 50cc Vespa. Follow your …More

Florence, Italy

4.9 (174)

From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

Discover the off-the-beaten-paths in the Chianti area around the hills of San Gimignano far away from the crowds on your own 50cc Vespa. Follow your...

7 hours Free Cancellation

4.9 (174)

from
$158

PRIVATE Tuscan Cooking Class & Wine in Maria’s Countryside Home

This is a unique opportunity to enjoy a private and immersive Tuscan cooking class in a beautiful Florence home with a lovely retired Italian couple. …More

Florence, Italy

5.0 (170)

PRIVATE Tuscan Cooking Class & Wine in Maria’s Countryside Home

This is a unique opportunity to enjoy a private and immersive Tuscan cooking class in a beautiful Florence home with a lovely retired Italian couple....

3 hours Free Cancellation

5.0 (170)

from
$285

Florence: Flambé Cheese Wheel Truffle Pasta Class & Tiramisù

Enter the flambé scene with the parmesan wheel! Learn to make fresh pasta like our grandmothers made it in Italy, all done by hand. The …More

Florence, Italy

5.0 (170)

Florence: Flambé Cheese Wheel Truffle Pasta Class & Tiramisù

Enter the flambé scene with the parmesan wheel! Learn to make fresh pasta like our grandmothers made it in Italy, all done by hand. The...

3 hours Free Cancellation

5.0 (170)

from
$113

Guided E-Bike Tour with Wine Tasting from Lucca

VISIT THE WALLS AND TASTE WINES AMONG VINEYARDS AND OLIVE GROVES The e-bike tour begins with an introdution to the city by our friendly guide …More

Lucca, Italy

4.9 (164)

Guided E-Bike Tour with Wine Tasting from Lucca

VISIT THE WALLS AND TASTE WINES AMONG VINEYARDS AND OLIVE GROVES The e-bike tour begins with an introdution to the city by our friendly guide...

3 to 4 hours Free Cancellation

4.9 (164)

from
$125

Farm To table Experience on an organic hilltop estate in Tuscany

For a day you will get away from the crowds, heat, noise and queues. Enjoy a day of nature, incredible views, friendly people, great food …More

Florence, Italy

5.0 (162)

Farm To table Experience on an organic hilltop estate in Tuscany

For a day you will get away from the crowds, heat, noise and queues. Enjoy a day of nature, incredible views, friendly people, great food...

7 hours 30 minutes Free Cancellation

5.0 (162)

from
$183

Urban Bikery wants to pay tribute to the prestigious territory in which it has its headquarters by organizing a 100% eco-sustainable wine tour in an …More

Montepulciano, Italy

4.9 (159)

Wine Tour Ebike Experience

Urban Bikery wants to pay tribute to the prestigious territory in which it has its headquarters by organizing a 100% eco-sustainable wine tour in an...

5 hours Free Cancellation

4.9 (159)

from
$183

Wine and food tasting in an organic family winery

Guided tour of our winery estate near San Gimignano: vegetable garden, orchard, vineyard, olive grove, Vin Santo aging room (vinsantaia), historic cellar, and a collection …More

San Gimignano, Italy

5.0 (153)

Wine and food tasting in an organic family winery

Guided tour of our winery estate near San Gimignano: vegetable garden, orchard, vineyard, olive grove, Vin Santo aging room (vinsantaia), historic cellar, and a collection...

2 hours 45 minutes Free Cancellation

5.0 (153)

from
$92

Small Group Pasta Making Class Wine Tasting in a Tuscan Castle

During this experience, you'll visit a private 900-year-old wine cellar. You'll get a hands-on training from a professional local chef and cook 2 different types …More

Florence, Italy

4.9 (147)

Small Group Pasta Making Class Wine Tasting in a Tuscan Castle

During this experience, you'll visit a private 900-year-old wine cellar. You'll get a hands-on training from a professional local chef and cook 2 different types...

3 hours 30 minutes

4.9 (147)

from
$148

Siena, Montepulciano & Val d'Orcia: Scenic Tuscany Tour – Max 8

Discover the beauty of Tuscany on a relaxed small-group day trip from Florence, traveling comfortably in an 8-seater minivan with a passionate local tour leader. …More

Florence, Italy

4.9 (146)

Siena, Montepulciano & Val d'Orcia: Scenic Tuscany Tour – Max 8

Discover the beauty of Tuscany on a relaxed small-group day trip from Florence, traveling comfortably in an 8-seater minivan with a passionate local tour leader....

12 hours Free Cancellation

4.9 (146)

from
$217

Experience Chianti & Cheese w/ 3 wineries & dairy visit—max 8 pp

We meet in central Florence at our Grape Tours office, please be around 15 minutes early to check in. In a small group of min …More

Florence, Italy

4.9 (146)

Experience Chianti & Cheese w/ 3 wineries & dairy visit—max 8 pp

We meet in central Florence at our Grape Tours office, please be around 15 minutes early to check in. In a small group of min...

7 hours

4.9 (146)

from
$320

Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

Enjoy a day away from Florence as you visit Siena, San Gimignano and the picture-postcard Chianti area. Take your time to appreciate everything Tuscany has …More

Florence, Italy

4.9 (143)

Private Tuscany Tour from Florence Including Siena, San Gimignano and Chianti Wine Region

Enjoy a day away from Florence as you visit Siena, San Gimignano and the picture-postcard Chianti area. Take your time to appreciate everything Tuscany has...

8 hours Hotel pickup offered Free Cancellation

4.9 (143)

from
$119

Bolgheri: Classic Wine Tasting with Winery Tour

Visit "Terre del Marchesato" vineyards, winery and make a wine-tasting for a 75 minutes experience tour. Nestled 3mi (5 km) from the village center of …More

Livorno, Italy

4.8 (138)

Bolgheri: Classic Wine Tasting with Winery Tour

Visit "Terre del Marchesato" vineyards, winery and make a wine-tasting for a 75 minutes experience tour. Nestled 3mi (5 km) from the village center of...

1 hour 15 minutes Free Cancellation

4.8 (138)

from
$23

Full-Day Small-Group Truffle Hunting in Tuscany with Lunch

Tempted by truffles? Take a truffle-hunting jaunt through Tuscany on this 6-hour tour from Florence! Travel by air-conditioned minivan to the wooded hills around San …More

Florence, Italy

4.9 (138)

Full-Day Small-Group Truffle Hunting in Tuscany with Lunch

Tempted by truffles? Take a truffle-hunting jaunt through Tuscany on this 6-hour tour from Florence! Travel by air-conditioned minivan to the wooded hills around San...

7 hours

4.9 (138)

from
$382

My Farm: Farm Tour, Wine Tasting & Pasta Class

With this experience you can learn to recognize wild and wild herbs, have a complete tasting of self-produced wines and learn how to make fresh …More

Florence, Italy

4.8 (137)

My Farm: Farm Tour, Wine Tasting & Pasta Class

With this experience you can learn to recognize wild and wild herbs, have a complete tasting of self-produced wines and learn how to make fresh...

7 hours 30 minutes Free Cancellation

4.8 (137)

from
$113

Chianti Half-day Wine Tour in the Tuscan's Hills from Pisa

Enjoy this small group tour by traveling across the Tuscan hills to taste red, white and tipical food in the heart of the Tuscan's hills full of …More

Pisa, Italy

4.9 (132)

Chianti Half-day Wine Tour in the Tuscan's Hills from Pisa

Enjoy this small group tour by traveling across the Tuscan hills to taste red, white and tipical food in the heart of the Tuscan's hills full of...

4 to 5 hours Free Cancellation

4.9 (132)

from
$96

Chianti Wineries Tour, Medieval Villages, Lunch, Wine Tastings

Our small group Chianti Wine Tour is a great way to discover the Beauty of the Tuscan wine countryside, meet with local wine makers and …More

Florence, Italy

5.0 (128)

Chianti Wineries Tour, Medieval Villages, Lunch, Wine Tastings

Our small group Chianti Wine Tour is a great way to discover the Beauty of the Tuscan wine countryside, meet with local wine makers and...

8 hours Free Cancellation

5.0 (128)

from
$205

Located between Florence, Siena and San Gimignano, Casa Sola is a family owned boutique winery, ideal stop for those who want to discover the magic …More

Florence, Italy

4.9 (125)

Discover Chianti Through its Wines

Located between Florence, Siena and San Gimignano, Casa Sola is a family owned boutique winery, ideal stop for those who want to discover the magic...

1 hour 30 minutes Free Cancellation

4.9 (125)

from
$48

Chianti Classico and Super Tuscan 3 Winery Tour

This tour goes in the famous Chianti wine growing region, to taste Chianti e Super Tuscan wines, lunch in a small boutique of wine. …More

Florence, Italy

5.0 (125)

Chianti Classico and Super Tuscan 3 Winery Tour

This tour goes in the famous Chianti wine growing region, to taste Chianti e Super Tuscan wines, lunch in a small boutique of wine....

7 hours

5.0 (125)

from
$332

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:

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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?