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 Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied …More

Chianti, Italy

4.9 (23)

Private Guided Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Experience for your private group. Come with us for an unforgettable day spent visiting Siena with a professional city guide and the Chianti area accompanied...

8 hours Hotel pickup offered Free Cancellation

4.9 (23)

from
$1,091

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
$169

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
$125

Typical Dining & Cooking Demo at Local's Home in Lucca

Immerse yourself in a small group dining experience at a local's home, enjoy an exclusive show cooking and taste authentic recipes from Lucca treasured in family cookbooks passed …More

Lucca, Italy

4.3 (6)

Typical Dining & Cooking Demo at Local's Home in Lucca

Immerse yourself in a small group dining experience at a local's home, enjoy an exclusive show cooking and taste authentic recipes from Lucca treasured in family cookbooks passed...

2 hours 30 minutes Free Cancellation

4.3 (6)

from
$125

Private Ferrari, Pagani and Balsamic Vinegar Experience

Embark on a thrilling day trip from Florence to the heart of Italy's most iconic luxury car and gourmet region: Emilia-Romagna! Do Ferrari, Pagani, Parmigiano …More

Florence, Italy

5.0 (5)

Private Ferrari, Pagani and Balsamic Vinegar Experience

Embark on a thrilling day trip from Florence to the heart of Italy's most iconic luxury car and gourmet region: Emilia-Romagna! Do Ferrari, Pagani, Parmigiano...

10 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$794

A licensed sommelier, will always be by your side as your driver and guide to share his knowledge and help you discover the best of …More

Siena, Italy

5.0 (28)

Discover Brunello Wines

A licensed sommelier, will always be by your side as your driver and guide to share his knowledge and help you discover the best of...

8 hours

5.0 (28)

from
$281

Triumph of Flavors, Winery Tour, Organic Wines in Panzano in Chianti

When you arrive in Panzanello there will be the owners or staff to welcome you! You can park your car in the courtyard without any …More

Florence, Italy

4.8 (5)

Triumph of Flavors, Winery Tour, Organic Wines in Panzano in Chianti

When you arrive in Panzanello there will be the owners or staff to welcome you! You can park your car in the courtyard without any...

1 to 30 minutes Free Cancellation

4.8 (5)

from
$91

Tour of the historical cellars in Montepulciano

Montepulciano is famous for its cellars in the historical center, something that you do not have the chance to visit elsewhere. During your visit at …More

Montepulciano, Italy

4.3 (16)

Tour of the historical cellars in Montepulciano

Montepulciano is famous for its cellars in the historical center, something that you do not have the chance to visit elsewhere. During your visit at...

2 hours 30 minutes Free Cancellation

4.3 (16)

from
$90

Your experience will take place in an underground cellar with numerous rooms with stone barrel vaults that host more than fifty thousand different labels, the …More

Lucca, Italy

4.8 (22)

Wine tasting in Lucca

Your experience will take place in an underground cellar with numerous rooms with stone barrel vaults that host more than fifty thousand different labels, the...

1 hour Free Cancellation

4.8 (22)

from
$46

"Hands in dough" Cooking Class with Lunch

Learn how to make authentic homemade pasta and prepare your own lunch. Discover secrets and techniques of local traditional cuisine. All the dishes will be …More

San Gimignano, Italy

5.0 (2)

"Hands in dough" Cooking Class with Lunch

Learn how to make authentic homemade pasta and prepare your own lunch. Discover secrets and techniques of local traditional cuisine. All the dishes will be...

2 hours 30 minutes Free Cancellation

5.0 (2)

from
$126

Discover the heart of Florence, where history, art, and cuisine intertwine. Our adventure begins in San Lorenzo, a district filled with the Central Market and …More

Florence, Italy

5.0 (6)

Private Food Tour In Florence

Discover the heart of Florence, where history, art, and cuisine intertwine. Our adventure begins in San Lorenzo, a district filled with the Central Market and...

3 hours Free Cancellation

5.0 (6)

from
$144

Retrospettiva di Marchesale Wine Tasting and Tour in Bolgheri

Let us take you on a journey through time through the vintages of Marchesale, our Bolgheri Superiore DOC. Each bottle holds a fascinating story, a …More

Livorno, Italy

5.0 (1)

Retrospettiva di Marchesale Wine Tasting and Tour in Bolgheri

Let us take you on a journey through time through the vintages of Marchesale, our Bolgheri Superiore DOC. Each bottle holds a fascinating story, a...

1 hour 15 minutes Free Cancellation

5.0 (1)

from
$91

Discover the best of Tuscany on this 4-day tour! Lead by a team of passionate, local tour leaders, this tour has the perfect combination of …More

Florence, Italy

4.9 (12)

The Best of Tuscany in 3 Days

Discover the best of Tuscany on this 4-day tour! Lead by a team of passionate, local tour leaders, this tour has the perfect combination of...

3 days

4.9 (12)

from
$396

Original Private Tuscany tour by Vintage Beetle car & Wine

Explore Tuscany in style with a classic vintage Beetle car tour from 1977. Enjoy breathtaking views, visit two renowned wineries, and taste exceptional wines including …More

4.9 (9)

Original Private Tuscany tour by Vintage Beetle car & Wine

Explore Tuscany in style with a classic vintage Beetle car tour from 1977. Enjoy breathtaking views, visit two renowned wineries, and taste exceptional wines including...

5 hours

4.9 (9)

from
$272

Brunello di Montalcino, small biodynamic wineries

The Brunello Organic and Biodynamic Wine Tour is a full day (8/9 hours) trip to Montalcino including a visit with tastings and Tuscan lunch to …More

Florence, Italy

5.0 (12)

Brunello di Montalcino, small biodynamic wineries

The Brunello Organic and Biodynamic Wine Tour is a full day (8/9 hours) trip to Montalcino including a visit with tastings and Tuscan lunch to...

8 hours Free Cancellation

5.0 (12)

from
$261

Montecarlo (Lucca) and Wine Tasting from Lucca Private Tour

Your tour will start by visiting a Local Winery on the countryside. After a walk around the vineyards and olive trees we will visit the …More

Lucca, Italy

4.8 (5)

Montecarlo (Lucca) and Wine Tasting from Lucca Private Tour

Your tour will start by visiting a Local Winery on the countryside. After a walk around the vineyards and olive trees we will visit the...

4 to 5 hours Free Cancellation

4.8 (5)

from
$158

Chianti Lovers Tour- 2 Wineries and SuperTuscan Small Group from Lucca

Experience in wine for Chianti Lovers. Visit 2 wineries in the Chianti area. Visit cellar, walk in the vineyards and taste very good wine …More

Lucca, Italy

5.0 (7)

Chianti Lovers Tour- 2 Wineries and SuperTuscan Small Group from Lucca

Experience in wine for Chianti Lovers. Visit 2 wineries in the Chianti area. Visit cellar, walk in the vineyards and taste very good wine...

6 hours Free Cancellation

5.0 (7)

from
$169

Private Day Trip to Chianti from Florence

We will spend an entire day crossing the most characteristic and beautiful part of the Tuscan countryside: the Chianti. Here we will visit small villages …More

Florence, Italy

5.0 (5)

Private Day Trip to Chianti from Florence

We will spend an entire day crossing the most characteristic and beautiful part of the Tuscan countryside: the Chianti. Here we will visit small villages...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$715

Montepulciano, Montalcino, Pienza from Florence

The Val d ‘Orcia: a beautiful area in southern Tuscany, declared Unesco world heritage thanks to its incredible landscapes that make this area one of …More

Florence, Italy

4.9 (16)

Montepulciano, Montalcino, Pienza from Florence

The Val d ‘Orcia: a beautiful area in southern Tuscany, declared Unesco world heritage thanks to its incredible landscapes that make this area one of...

9 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$153

Castles & Chianti Wine Experience– Small Group from San Gimignano

Experience the beauty of the Chianti region and immerse yourself in the unforgettable Tuscan countryside. Discover the world-famous Chianti wine, known for its ruby-red color …More

San Gimignano, Italy

4.3 (15)

Castles & Chianti Wine Experience– Small Group from San Gimignano

Experience the beauty of the Chianti region and immerse yourself in the unforgettable Tuscan countryside. Discover the world-famous Chianti wine, known for its ruby-red color...

7 hours Free Cancellation

4.3 (15)

from
$97

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?