Top Tuscany Wine Tasting & Winery Tours

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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 →

Tasting in a Tuscan Vineyard with transfer from Lucca

The only authentic aperitif in the vineyard of Tuscany. It is a story of passion, of farmers, and historical places: a winery off the beaten …More

Lucca, Italy

4.9 (122)

Tasting in a Tuscan Vineyard with transfer from Lucca

The only authentic aperitif in the vineyard of Tuscany. It is a story of passion, of farmers, and historical places: a winery off the beaten...

3 hours Free Cancellation

4.9 (122)

from
$101

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in a medieval Castle in the heart of Montalcino. …More

Siena, Italy

4.8 (122)

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in a medieval Castle in the heart of Montalcino....

1 hour 30 minutes Free Cancellation

4.8 (122)

from
$67

Tuscan Cooking Class - Traditional 5 course menù

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by …More

Montepulciano, Italy

5.0 (120)

Tuscan Cooking Class - Traditional 5 course menù

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by...

5 hours Free Cancellation

5.0 (120)

from
$304

Tuscan Cooking Class -Traditional Pasta Menu

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by …More

Montepulciano, Italy

5.0 (119)

Tuscan Cooking Class -Traditional Pasta Menu

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by...

4 hours Free Cancellation

5.0 (119)

from
$200

It's Wine Time! 2 wineries & farm-to-table lunch—max 8 pp

Leave the city and join our swiftly half-day Wine Time tour where we visit 2 different family-owned wineries in the Chianti region. Our tours run …More

Florence, Italy

5.0 (119)

It's Wine Time! 2 wineries & farm-to-table lunch—max 8 pp

Leave the city and join our swiftly half-day Wine Time tour where we visit 2 different family-owned wineries in the Chianti region. Our tours run...

5 hours 30 minutes

5.0 (119)

from
$255

Honest Wines- Wine tasting at Cantina Biagiotti

I am a young entrepreneur running our family winery, set inside a charming monastery from the second half of the 1700s. Here, we carry on …More

Lucca, Italy

5.0 (118)

Honest Wines- Wine tasting at Cantina Biagiotti

I am a young entrepreneur running our family winery, set inside a charming monastery from the second half of the 1700s. Here, we carry on...

2 to 3 hours Free Cancellation

5.0 (118)

from
$23

Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch

Our driver guide will collect you at the designated meeting point, setting off toward Montalcino. Start this full-day tour with a lesser-known boutique vineyard with …More

Siena, Italy

4.9 (109)

Brunello di Montalcino Wine Tour of 2 Wineries with Pairing Lunch

Our driver guide will collect you at the designated meeting point, setting off toward Montalcino. Start this full-day tour with a lesser-known boutique vineyard with...

8 hours Hotel pickup offered Free Cancellation

4.9 (109)

from
$261

Small Group Chianti Wine Tasting with Seven Tuscan Wines

Departs at 10am from central Florence by comfortable, air-conditioned van transport, accompanied by a bi-lingual guide. After the cantina visit, sit down and relax to …More

Florence, Italy

4.9 (104)

Small Group Chianti Wine Tasting with Seven Tuscan Wines

Departs at 10am from central Florence by comfortable, air-conditioned van transport, accompanied by a bi-lingual guide. After the cantina visit, sit down and relax to...

4 hours 30 minutes Free Cancellation

4.9 (104)

from
$143

Private Cinque Terre Experience from Florence

Explore the scenic Italian Riviera! Discover one of Italy’s most amazing destinations, the unforgettable Ligurian Coast of Cinque Terre, UNESCO World Heritage site. Enjoy scenic …More

Florence, Italy

4.9 (102)

Private Cinque Terre Experience from Florence

Explore the scenic Italian Riviera! Discover one of Italy’s most amazing destinations, the unforgettable Ligurian Coast of Cinque Terre, UNESCO World Heritage site. Enjoy scenic...

12 hours Hotel pickup offered Free Cancellation

4.9 (102)

from
$657

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

A heaven for wine lovers: situated just south of Siena lies the land of some of the best Italian wines: Brunello di Montalcino and Nobile …More

Florence, Italy

5.0 (101)

Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano

A heaven for wine lovers: situated just south of Siena lies the land of some of the best Italian wines: Brunello di Montalcino and Nobile...

9 hours Hotel pickup offered Free Cancellation

5.0 (101)

from
$882

Brunello Wine Tour and Val D'Orcia Landscape

I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where …More

Arezzo, Italy

5.0 (100)

Brunello Wine Tour and Val D'Orcia Landscape

I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where...

4 hours Free Cancellation

5.0 (100)

from
$253

Siena walking tour with lunch & Chianti wine

I will take you for a wonderful walk and show you historical Cafes, local deli, mediaeval alleys, secret medieval caves and the "the oldest bank …More

Siena, Italy

4.8 (99)

Siena walking tour with lunch & Chianti wine

I will take you for a wonderful walk and show you historical Cafes, local deli, mediaeval alleys, secret medieval caves and the "the oldest bank...

2 hours 30 minutes Free Cancellation

4.8 (99)

from
$98

Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area

Visit an organic estate that organizes guided tour and tastings in the heart of Chianti Classico area, between Radda and Panzano in Chianti. During the …More

Chianti, Italy

4.9 (96)

Tour and Tasting at an Organic Winery in the Heart of Chianti Classico Area

Visit an organic estate that organizes guided tour and tastings in the heart of Chianti Classico area, between Radda and Panzano in Chianti. During the...

2 hours Free Cancellation

4.9 (96)

from
$46

Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

When your cruise ship docks in Livorno and you have only a single day to see the Tuscan countryside, you’ll need a privately guided, fully …More

Chianti, Italy

5.0 (91)

Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

When your cruise ship docks in Livorno and you have only a single day to see the Tuscan countryside, you’ll need a privately guided, fully...

9 hours Free Cancellation

5.0 (91)

from
$205

Greve in Chianti Wine Tasting and Winery Tour

Visit a small family winery, where products are organic, the company's coverage is 1 hectare of olive grove and 3 of Sangiovese, Syrah and Merlot …More

Chianti, Italy

4.8 (90)

Greve in Chianti Wine Tasting and Winery Tour

Visit a small family winery, where products are organic, the company's coverage is 1 hectare of olive grove and 3 of Sangiovese, Syrah and Merlot...

1 hour 30 minutes Free Cancellation

4.8 (90)

from
$57

Safari in Chianti Open Top Van and Tasting Wine

This is a unique wine tour to discover the beauty of Chianti with the typical scents and colors of this extraordinary land. Thanks to our …More

Florence, Italy

4.9 (88)

Safari in Chianti Open Top Van and Tasting Wine

This is a unique wine tour to discover the beauty of Chianti with the typical scents and colors of this extraordinary land. Thanks to our...

7 to 8 hours Free Cancellation

4.9 (88)

from
$193

Tour of the vineyards and tasting of Evo wines and oil in Tuscany

A unique experience in a Tuscan company nestled among the vineyards of Chianti Colli Aretini. The company is located near a splendid Renaissance Villa from …More

Arezzo, Italy

4.9 (85)

Tour of the vineyards and tasting of Evo wines and oil in Tuscany

A unique experience in a Tuscan company nestled among the vineyards of Chianti Colli Aretini. The company is located near a splendid Renaissance Villa from...

1 hour 30 minutes Free Cancellation

4.9 (85)

from
$43

Chianti and San Gimignano - 2 Wineries with Pairing Lunch

Our driver guide will collect you at the designated meeting point, setting off toward the heart of Chianti Classico. Experience a 1-day exciting trip in …More

Florence, Italy

4.9 (85)

Chianti and San Gimignano - 2 Wineries with Pairing Lunch

Our driver guide will collect you at the designated meeting point, setting off toward the heart of Chianti Classico. Experience a 1-day exciting trip in...

6 to 8 hours Free Cancellation

4.9 (85)

from
$261

PRIVATE Italian Home Cooking Class & Wine with Fabio & Christiane

This is not your typical Italian cooking class. This is a chance to immerse yourself in a private cooking class with a delightful man passionate …More

Florence, Italy

5.0 (84)

PRIVATE Italian Home Cooking Class & Wine with Fabio & Christiane

This is not your typical Italian cooking class. This is a chance to immerse yourself in a private cooking class with a delightful man passionate...

4 hours Free Cancellation

5.0 (84)

from
$275

Small-Group Chianti Trip with Wine Tasting from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian …More

Siena, Italy

5.0 (83)

Small-Group Chianti Trip with Wine Tasting from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian...

8 hours Free Cancellation

5.0 (83)

from
$216

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?