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 →

Wine Tasting Experience in Florence city centre

In Florence, a few steps from the Duomo, there is a special experience going on: an exclusive Italian wine tasting experience. Don’t miss this chance …More

Florence, Italy

4.3 (7)

Wine Tasting Experience in Florence city centre

In Florence, a few steps from the Duomo, there is a special experience going on: an exclusive Italian wine tasting experience. Don’t miss this chance...

1 hour Free Cancellation

4.3 (7)

from
$45

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years …More

Florence, Italy

5.0 (7)

Private Chianti Wine Tour from Florence: 2 Wineries Private Tour

Discover the many delights of Tuscany’s wine on this private wine and food tasting tour. You will visit 2 top-rated wineries: historical castle with 900-years...

5 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$379

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

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in …More

Siena, Italy

5.0 (7)

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

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in...

8 hours Hotel pickup offered

5.0 (7)

from
$193

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

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one …More

Florence, Italy

5.0 (5)

San Gimignano Wine Tasting With Truffle Tour

Here an experienced truffle hunter will take you on the hunt for the precious tuber, followed by a brief wine and truffle tasting in one...

8 hours

5.0 (5)

from
$1,022

Private wine & EVO Oil Tasting with Tuscan Meal

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia …More

San Gimignano, Italy

5.0 (5)

Private wine & EVO Oil Tasting with Tuscan Meal

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia...

1 hour 30 minutes Free Cancellation

5.0 (5)

from
$78

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

Wine Tasting and History Guided Day Tour in Chianti

One full day of a beautiful guided sightseeing tour driving through symmetrical vineyards, olive trees, wooded groves, stone farm houses, late Renaissance villas and old …More

Florence, Italy

5.0 (3)

Wine Tasting and History Guided Day Tour in Chianti

One full day of a beautiful guided sightseeing tour driving through symmetrical vineyards, olive trees, wooded groves, stone farm houses, late Renaissance villas and old...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$636

Winery tour and wine tasting of organic Chianti wines and extra virgin oil

Relaxation, suggestive landscapes, perfumes and above all uncontaminated nature are the setting for this experience rich in typical and unique flavors. …More

Florence, Italy

5.0 (1)

Winery tour and wine tasting of organic Chianti wines and extra virgin oil

Relaxation, suggestive landscapes, perfumes and above all uncontaminated nature are the setting for this experience rich in typical and unique flavors....

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$23

Italian Charcuterie & Cheese Board with Wine or Beer Pairing

Our tasting experience is one-of-a-kind because it offers three exceptional options, each highlighting the best of Italy's rich food and beverage culture: Cheese & Charcuterie …More

Florence, Italy

4.5 (11)

Italian Charcuterie & Cheese Board with Wine or Beer Pairing

Our tasting experience is one-of-a-kind because it offers three exceptional options, each highlighting the best of Italy's rich food and beverage culture: Cheese & Charcuterie...

1 hour Free Cancellation

4.5 (11)

from
$52

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

Would you like to play golf in the center of Florence? Do you want to have a little break from museums, from long lines, from …More

Florence, Italy

5.0 (7)

Golf and wine: in the heart of Florence

Would you like to play golf in the center of Florence? Do you want to have a little break from museums, from long lines, from...

6 hours Free Cancellation

5.0 (7)

from
$436

Embark on a memorable journey through Florence that combines the timeless charm of its old wooden boats with the delight of sipping exquisite wine. As …More

Florence, Italy

5.0 (7)

Panoramic Florence by Boat with Wine

Embark on a memorable journey through Florence that combines the timeless charm of its old wooden boats with the delight of sipping exquisite wine. As...

1 hour

5.0 (7)

from
$76

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english …More

Florence, Italy

5.0 (3)

Private Tuscany Day Tour: Siena and Chianti Wine Region from Florence

Art, history, scenic roads, Tuscany wine and food experience all in one day tour from Florence. Traveling in a de luxe Mercedes minivan with english...

8 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$922

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

Florence and Pisa with Wine Experience Private Tour

This is a complete day package where you don't have to worry about anything as we have included everything you might want or need in …More

Livorno, Italy

4.6 (10)

Florence and Pisa with Wine Experience Private Tour

This is a complete day package where you don't have to worry about anything as we have included everything you might want or need in...

9 hours Free Cancellation

4.6 (10)

from
$234

Pisa and Wine Tasting in Tuscany from Livorno

Enjoy a great day with us, visit the cities of Pisa and the famous countryside of Tuscany. This is a great opportunity to combine the …More

5.0 (5)

Pisa and Wine Tasting in Tuscany from Livorno

Enjoy a great day with us, visit the cities of Pisa and the famous countryside of Tuscany. This is a great opportunity to combine the...

6 to 7 hours Free Cancellation

5.0 (5)

from
$1,004

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

Siena & San Gimignano Private Day Trip with Lunch From Florence

After being picked up from your Florence hotel, the day will start with a trip to Florence's historic rival, Siena! A UNESCO World Heritage site, …More

Florence, Italy

5.0 (1)

Siena & San Gimignano Private Day Trip with Lunch From Florence

After being picked up from your Florence hotel, the day will start with a trip to Florence's historic rival, Siena! A UNESCO World Heritage site,...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$295

Siena, San Gimignano and Chianti Wine Small Group from Viareggio

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in …More

Versilia, Italy

5.0 (7)

Siena, San Gimignano and Chianti Wine Small Group from Viareggio

Enjoy the visit of the most beautiful medieval villages in Tuscany with us: Siena and San Gimignano. Admire the lovely and stunning views driving in...

11 hours 30 minutes Free Cancellation

5.0 (7)

from
$211

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?