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 →

San Gimignano, Saffron and Vernaccia Wine from Florence

The tour starts everyday from Florence (from Siena only on request) at around 9.30 and ends at around 4.30 pm Vernaccia di San Gimignano Wine …More

Florence, Italy

5.0 (6)

San Gimignano, Saffron and Vernaccia Wine from Florence

The tour starts everyday from Florence (from Siena only on request) at around 9.30 and ends at around 4.30 pm Vernaccia di San Gimignano Wine...

8 hours Free Cancellation

5.0 (6)

from
$215

Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the …More

Florence, Italy

5.0 (6)

Private tour Brunello di Montalcino and Nobile di Montepulciano wine experience in Tuscany

Start from Piazza Adua in Florence and travel through the Tuscan countryside to Montalcino, home of Brunello di Montalcino. Enjoy a guided walk in the...

9 hours Free Cancellation

5.0 (6)

from
$253

Wine Tasting in Maremma with Priority Access

Visit a private winery, in the heart of the Maremma Toscana, with priority access. Discover an artisanal wine cellar nestled in the typical Tuscan hills …More

4.8 (6)

Wine Tasting in Maremma with Priority Access

Visit a private winery, in the heart of the Maremma Toscana, with priority access. Discover an artisanal wine cellar nestled in the typical Tuscan hills...

1 hour Free Cancellation

4.8 (6)

from
$17

Villages of Chianti with lunch and tasting in Open Top Van

A fantastic private tour, to discover the medieval villages of Chianti. Thanks to our unique minivan specially modified to fully appreciate the landscape. Enjoy the …More

Florence, Italy

5.0 (6)

Villages of Chianti with lunch and tasting in Open Top Van

A fantastic private tour, to discover the medieval villages of Chianti. Thanks to our unique minivan specially modified to fully appreciate the landscape. Enjoy the...

7 to 8 hours Free Cancellation

5.0 (6)

from
$247

Tuscany Tour Siena - San Gimignano - Winery

Our exclusive food and wine tour begins in Siena, one of the most fascinating cities in Tuscany. The day begins with a visit to the …More

Florence, Italy

5.0 (6)

Tuscany Tour Siena - San Gimignano - Winery

Our exclusive food and wine tour begins in Siena, one of the most fascinating cities in Tuscany. The day begins with a visit to the...

8 hours Hotel pickup offered Free Cancellation

5.0 (6)

from
$902

Discover Organic and Biodynamic Chianti Small Wineries

A deep immersion in the world of Chianti, but with particular attention to the sustainability of wines. The winemakers we have selected are all organic …More

Florence, Italy

5.0 (6)

Discover Organic and Biodynamic Chianti Small Wineries

A deep immersion in the world of Chianti, but with particular attention to the sustainability of wines. The winemakers we have selected are all organic...

8 hours Free Cancellation

5.0 (6)

from
$215

The classics - Guided tour with DOC Bolgheri tasting

We offer a unique experience in the heart of the Bolgheri DOC where you will discover the company philosophy through the tasting of our wines. …More

Livorno, Italy

5.0 (6)

The classics - Guided tour with DOC Bolgheri tasting

We offer a unique experience in the heart of the Bolgheri DOC where you will discover the company philosophy through the tasting of our wines....

2 hours Free Cancellation

5.0 (6)

from
$46

Super Tuscan & IGT wines, Evo Oil & Balsamic Vinegar Tasting

If you love wine or simply want to learn more, this exclusive Super Tuscan tasting offers a deep dive into one of Tuscany’s most renowned …More

San Gimignano, Italy

4.8 (6)

Super Tuscan & IGT wines, Evo Oil & Balsamic Vinegar Tasting

If you love wine or simply want to learn more, this exclusive Super Tuscan tasting offers a deep dive into one of Tuscany’s most renowned...

1 hour Free Cancellation

4.8 (6)

from
$80

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

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
$175

From Livorno: Private Florence & Chianti Tour with Wine Tasting

Embark on a captivating journey through Chianti and Florence, immersing yourself in Renaissance splendor while savoring the finest Chianti wines. Commence your adventure with seamless …More

Livorno, Italy

4.8 (5)

From Livorno: Private Florence & Chianti Tour with Wine Tasting

Embark on a captivating journey through Chianti and Florence, immersing yourself in Renaissance splendor while savoring the finest Chianti wines. Commence your adventure with seamless...

8 hours Free Cancellation

4.8 (5)

from
$188

Private Chianti Wine Tasting & Brolio Castle Experience

Embark on a private adventure through the beautiful Chianti wine region, accompanied by an expert local guide and driver in an exclusive vehicle. Begin at …More

Florence, Italy

4.8 (5)

Private Chianti Wine Tasting & Brolio Castle Experience

Embark on a private adventure through the beautiful Chianti wine region, accompanied by an expert local guide and driver in an exclusive vehicle. Begin at...

8 hours Free Cancellation

4.8 (5)

from
$427

Private tour from Livorno port to Chianti Wine Region

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving …More

Livorno, Italy

5.0 (5)

Private tour from Livorno port to Chianti Wine Region

This private tour will make you discover and enjoy the essence of this land known for its breathtaking landscapes that for centuries has been giving...

9 hours Free Cancellation

5.0 (5)

from
$250

Chianti & Supertuscan Tour 2 Wineries Small Group 8 people max from Florence

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

Florence, Italy

5.0 (5)

Chianti & Supertuscan Tour 2 Wineries Small Group 8 people max from Florence

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...

6 hours Free Cancellation

5.0 (5)

from
$158

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
$799

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

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
$159

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

Montalcino: Brunello Wine Tasting & Tuscan Dinner

What makes this experience truly unique is the opportunity to enjoy an authentic Tuscan dinner among the vineyards of Paradiso di Cacuci, surrounded by the …More

Chianti, Italy

4.8 (5)

Montalcino: Brunello Wine Tasting & Tuscan Dinner

What makes this experience truly unique is the opportunity to enjoy an authentic Tuscan dinner among the vineyards of Paradiso di Cacuci, surrounded by the...

3 hours Free Cancellation

4.8 (5)

from
$187

The Tuscan hills hide real treasures, and we will guide you on an unforgettable tour through the Chianti woods. Discover the secrets of truffles, their …More

Siena, Italy

5.0 (5)

Private Truffle Hunting in Chianti

The Tuscan hills hide real treasures, and we will guide you on an unforgettable tour through the Chianti woods. Discover the secrets of truffles, their...

5 hours Free Cancellation

5.0 (5)

from
$257

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?

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?