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 →

PRIVATE Sant’Ambrogio Market Tour & Class with Author Patrizia

Meet your host Patrizia near the Mercato di Sant'Ambrogio. She will guide you through the market, pointing out some of her favorite vendors and products. You …More

Florence, Italy

5.0 (8)

PRIVATE Sant’Ambrogio Market Tour & Class with Author Patrizia

Meet your host Patrizia near the Mercato di Sant'Ambrogio. She will guide you through the market, pointing out some of her favorite vendors and products. You...

4 hours Free Cancellation

5.0 (8)

from
$216

Exclusive lunch, Winery tour, Organic wines in Chianti Classico

Immerse yourself in the beauty of the Tuscan countryside of Panzanello. You will be fascinated by the spectacle of the cypress trees that will accompany …More

Florence, Italy

5.0 (8)

Exclusive lunch, Winery tour, Organic wines in Chianti Classico

Immerse yourself in the beauty of the Tuscan countryside of Panzanello. You will be fascinated by the spectacle of the cypress trees that will accompany...

2 to 3 hours Free Cancellation

5.0 (8)

from
$126

A few steps from San Gimignano, there is a splendid family-run winery. Here you can taste the typical Tuscan products: starting from the wine up …More

San Gimignano, Italy

5.0 (8)

San Gimignano: Chianti wine tasting

A few steps from San Gimignano, there is a splendid family-run winery. Here you can taste the typical Tuscan products: starting from the wine up...

1 hour Free Cancellation

5.0 (8)

from
$34

Arezzo: Wine Tasting Experience in Valdichiana area

Enjoy 2 hours wine tasting experience in an elegant and exclusive location, an ancient Tuscan villa located in Valdichiana, in the heart of Tuscany. Together …More

Arezzo, Italy

4.9 (8)

Arezzo: Wine Tasting Experience in Valdichiana area

Enjoy 2 hours wine tasting experience in an elegant and exclusive location, an ancient Tuscan villa located in Valdichiana, in the heart of Tuscany. Together...

2 hours Free Cancellation

4.9 (8)

from
$45

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location …More

Arezzo, Italy

4.9 (8)

Private Brunello & Nobile Wine Tour with Lunch in Val d'Orcia

A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location...

8 hours Hotel pickup offered Free Cancellation

4.9 (8)

from
$262

Chianti & Supertuscan Private Tour 2 Wineries with light lunch

Live as a Tuscan is out way to say. Don't loose the oportunity to visit places where Tuscan are usually to spend time. If you …More

Versilia, Italy

5.0 (8)

Chianti & Supertuscan Private Tour 2 Wineries with light lunch

Live as a Tuscan is out way to say. Don't loose the oportunity to visit places where Tuscan are usually to spend time. If you...

7 hours Free Cancellation

5.0 (8)

from
$170

Bella Toscana Private Tour: 2 Chianti Wineries and San Gimignano From Livorno

The best unforgetable tour in Tuscany in order to discover the real life in Tuscany. You will visit the great countryside, you will discover the old …More

Livorno, Italy

5.0 (8)

Bella Toscana Private Tour: 2 Chianti Wineries and San Gimignano From Livorno

The best unforgetable tour in Tuscany in order to discover the real life in Tuscany. You will visit the great countryside, you will discover the old...

7 to 8 hours Free Cancellation

5.0 (8)

from
$185

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and …More

Siena, Italy

4.8 (8)

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and...

10 to 11 hours Free Cancellation

4.8 (8)

from
$261

Carmignano Wine Tour with a Somm Small Group

Ideal for wine lovers seeking an authentic and intimate journey, the wine tour in Carmignano unveils one of Tuscany’s best-kept secrets. Far from the crowds, …More

Florence, Italy

5.0 (8)

Carmignano Wine Tour with a Somm Small Group

Ideal for wine lovers seeking an authentic and intimate journey, the wine tour in Carmignano unveils one of Tuscany’s best-kept secrets. Far from the crowds,...

7 hours Free Cancellation

5.0 (8)

from
$227

Grape Stomping and Wine Tasting in Tuscany

Areas of viticulture celebrate the end of harvest by crushing grapes under foot. Those scenes of girls with skirts to the knee pounding the grapes …More

Florence, Italy

5.0 (8)

Grape Stomping and Wine Tasting in Tuscany

Areas of viticulture celebrate the end of harvest by crushing grapes under foot. Those scenes of girls with skirts to the knee pounding the grapes...

3 hours

5.0 (8)

from
$207

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Florence

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes …More

Florence, Italy

5.0 (8)

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from Florence

* Private, Exclusive, Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Florence * 8 hours in a luxury Mercedes...

8 hours Hotel pickup offered

5.0 (8)

from
$195

A way to experience the territory and get to know the story of a family that, for generations, has devoted itself with passion and dedication …More

Lucca, Italy

5.0 (8)

Bike Ride & WIne Tasting

A way to experience the territory and get to know the story of a family that, for generations, has devoted itself with passion and dedication...

3 hours Free Cancellation

5.0 (8)

from
$103

Half day e-bike tour in the land of Brunello starting from the medieval town of Montalcino. The e-bike tour is set on the southern part …More

Chianti, Italy

5.0 (8)

Brunello E-Bike Tour

Half day e-bike tour in the land of Brunello starting from the medieval town of Montalcino. The e-bike tour is set on the southern part...

5 to 6 hours Free Cancellation

5.0 (8)

from
$217

Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most …More

Florence, Italy

5.0 (8)

Private Tuscany Day Trip from Florence Including the Leaning Tower of Pisa

Take a private amazing day trip through the hills of the Tuscan countryside. Stop to visit the Leaning Tower of Pisa and Sangimignano, the most...

8 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$1,097

Private Pisa & Lucca Day Experience from Florence

Explore the heart of beautiful Tuscany visiting two of Italy’s most cherished towns—Pisa and Lucca. One town is renowned for its medieval walls and stunning …More

Florence, Italy

5.0 (8)

Private Pisa & Lucca Day Experience from Florence

Explore the heart of beautiful Tuscany visiting two of Italy’s most cherished towns—Pisa and Lucca. One town is renowned for its medieval walls and stunning...

9 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$799

Tasting of the Best Wines in Siena in an Etruscan Crypt

Taste the best Tuscan and national wines, accompanied by a selection of tasty local pecorino cheeses in a suggestive Etruscan crypt. My wine shop is …More

Siena, Italy

5.0 (8)

Tasting of the Best Wines in Siena in an Etruscan Crypt

Taste the best Tuscan and national wines, accompanied by a selection of tasty local pecorino cheeses in a suggestive Etruscan crypt. My wine shop is...

1 hour Free Cancellation

5.0 (8)

from
$143

Private Tuscany & San Gimignano by Exclusive Vintage Fiat 500

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart …More

Florence, Italy

5.0 (8)

Private Tuscany & San Gimignano by Exclusive Vintage Fiat 500

Experience a unique day tour through the Tuscan hills in a vintage Fiat 500. What sets this apart? We cruise fo real through the heart...

7 hours Free Cancellation

5.0 (8)

from
$216

Private Chianti Tour from Florence with Lunch and Wine Tasting

Escape Florence for the rolling hills of Chianti on a private tour combing scenic countryside views, Tuscan flavors and local wines. Enjoy round-trip transport in …More

Florence, Italy

5.0 (8)

Private Chianti Tour from Florence with Lunch and Wine Tasting

Escape Florence for the rolling hills of Chianti on a private tour combing scenic countryside views, Tuscan flavors and local wines. Enjoy round-trip transport in...

6 hours Hotel pickup offered Free Cancellation

5.0 (8)

from
$443

Florence and Chianti Wine Tasting in the Countryside Private Tour

Leave Pisa or Lucca to discover the rich Renaissance heritage of Florence on a full-day trip that includes a visit in a Chianti winery in …More

Pisa, Italy

4.9 (7)

Florence and Chianti Wine Tasting in the Countryside Private Tour

Leave Pisa or Lucca to discover the rich Renaissance heritage of Florence on a full-day trip that includes a visit in a Chianti winery in...

8 hours Hotel pickup offered Free Cancellation

4.9 (7)

from
$118

Authentic Tuscan Cooking Class & Winery Tour in San Gimignano

Your culinary journey begins with an antipasto of three types of bruschetta: - Fettunta, the purest form of bruschetta with garlic and extra virgin olive …More

San Gimignano, Italy

5.0 (7)

Authentic Tuscan Cooking Class & Winery Tour in San Gimignano

Your culinary journey begins with an antipasto of three types of bruschetta: - Fettunta, the purest form of bruschetta with garlic and extra virgin olive...

3 hours Free Cancellation

5.0 (7)

from
$181

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?