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 →

Private Biodynamic Wines with lunch in Chianti Classico

The only Experience for true wine lovers. Meeting a producer and their biodynamic approach to wine making. Naturally produced wines by small producers. Genuine Local …More

Florence, Italy

5.0 (5)

Private Biodynamic Wines with lunch in Chianti Classico

The only Experience for true wine lovers. Meeting a producer and their biodynamic approach to wine making. Naturally produced wines by small producers. Genuine Local...

5 hours Hotel pickup offered

5.0 (5)

from
$310

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and …More

Livorno, Italy

5.0 (5)

Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

This tour represent the really life in Tuscany. Visit Pisa and admire the Leaning Tower. Visit the most famous Pasta Factory in the area and...

7 hours Free Cancellation

5.0 (5)

from
$96

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the …More

Livorno, Italy

4.8 (5)

Florence & Pisa Shore Excursion with Chianti Wine Tasting

Our private shore excursion to Florence, Pisa, and a Chianti winery is an ideal way to see the most popular destinations in Tuscany from the...

9 hours

4.8 (5)

from
$125

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

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
$999

Private Tasting of Organic Wines in the Cellar in Mugliano

In the cellar, in Mugliano, we offer the opportunity to taste our organic products combined with cutting boards made with local products in the different …More

Arezzo, Italy

5.0 (5)

Private Tasting of Organic Wines in the Cellar in Mugliano

In the cellar, in Mugliano, we offer the opportunity to taste our organic products combined with cutting boards made with local products in the different...

2 hours Free Cancellation

5.0 (5)

from
$34

Private Chianti CastleWineries Experience from Florence

Imagine sipping world-renowned Chianti wines in an enchanting medieval castle, surrounded by the picturesque hills of Tuscany. This dream can become a reality with a …More

Florence, Italy

5.0 (5)

Private Chianti CastleWineries Experience from Florence

Imagine sipping world-renowned Chianti wines in an enchanting medieval castle, surrounded by the picturesque hills of Tuscany. This dream can become a reality with a...

10 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$628

Embark on an unforgettable journey into the culinary traditions and world-renowned wines of Tuscany. The Chianti region is celebrated across the globe for its exceptional …More

Florence, Italy

5.0 (5)

Private Tuscan Dinner from Florence

Embark on an unforgettable journey into the culinary traditions and world-renowned wines of Tuscany. The Chianti region is celebrated across the globe for its exceptional...

7 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$431

Private Tour to Siena and Montalcino from Florence

• Experience for your private group. If you are looking for beautiful sceneries, medieval city and excellent wines, this tour is for you. Explore the …More

Florence, Italy

5.0 (5)

Private Tour to Siena and Montalcino from Florence

• Experience for your private group. If you are looking for beautiful sceneries, medieval city and excellent wines, this tour is for you. Explore the...

9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$965

Uncork the secrets of traditional Tuscan wine in this hands-on class led by an expert sommelier. Learn the history of Tuscany's wine region, gain insight …More

Florence, Italy

5.0 (5)

Journey through Italian Cheese

Uncork the secrets of traditional Tuscan wine in this hands-on class led by an expert sommelier. Learn the history of Tuscany's wine region, gain insight...

1 hour 30 minutes Free Cancellation

5.0 (5)

from
$44

Montepulciano Pienza Montalcino Tour from Siena

Today we will drive you to the famous Orcia Valley, one of the most beautiful area in Tuscany. Here we will visit 3 stunning medieval …More

Chianti, Italy

5.0 (5)

Montepulciano Pienza Montalcino Tour from Siena

Today we will drive you to the famous Orcia Valley, one of the most beautiful area in Tuscany. Here we will visit 3 stunning medieval...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$1,128

Experience the pure bliss of this amazing experience in one of the most exclusive natural spring water locations, the springs at San Filippo. The calciferous …More

Florence, Italy

5.0 (5)

Tuscany Natural Spring Tour

Experience the pure bliss of this amazing experience in one of the most exclusive natural spring water locations, the springs at San Filippo. The calciferous...

9 hours

5.0 (5)

from
$427

We will have a tasting of the main labels of the Castello di Bossi, one of the Italian excellence in wine production. What will we …More

Siena, Italy

5.0 (5)

Complete tasting of Castello di Bossi

We will have a tasting of the main labels of the Castello di Bossi, one of the Italian excellence in wine production. What will we...

1 hour 30 minutes Free Cancellation

5.0 (5)

from
$103

1-Hour Experience with Brunello. Visit to the Vineyard and Cellar

The cellarmen of Casato Prime Donne are all women, including the winemaker, a unique feature in Italy that makes this winery a flag for pink …More

Chianti, Italy

5.0 (5)

1-Hour Experience with Brunello. Visit to the Vineyard and Cellar

The cellarmen of Casato Prime Donne are all women, including the winemaker, a unique feature in Italy that makes this winery a flag for pink...

1 hour Free Cancellation

5.0 (5)

from
$40

Florence: Chianti Classico Private WineTour & Tasting at Gagliole

Most wine tours take you to a winery. This one takes you inside a family. At Gagliole, you will be welcomed personally by the Baer …More

Florence, Italy

4.8 (5)

Florence: Chianti Classico Private WineTour & Tasting at Gagliole

Most wine tours take you to a winery. This one takes you inside a family. At Gagliole, you will be welcomed personally by the Baer...

1 hour 30 minutes Free Cancellation

4.8 (5)

from
$63

Private Vintage FIAT 500 Tour with Farm Lunch & Wine Tasting

Explore Tuscany in style with our Vintage Fiat 500 Tour, a delightful adventure that combines the charm of a fully equipped vintage Fiat 500, the …More

Florence, Italy

5.0 (4)

Private Vintage FIAT 500 Tour with Farm Lunch & Wine Tasting

Explore Tuscany in style with our Vintage Fiat 500 Tour, a delightful adventure that combines the charm of a fully equipped vintage Fiat 500, the...

4 hours Free Cancellation

5.0 (4)

from
$193

Private Tour- Chianti By Minivan At Sunset

Escape the heat and bustle of the city for the renowned beauty of the Tuscan countryside in the most famous wine region of Italy – …More

Florence, Italy

4.8 (4)

Private Tour- Chianti By Minivan At Sunset

Escape the heat and bustle of the city for the renowned beauty of the Tuscan countryside in the most famous wine region of Italy –...

5 hours Hotel pickup offered Free Cancellation

4.8 (4)

from
$142

Livorno Shore Excursion: Pisa, Lucca and wine experience Private Day Trip

Visit Pisa and Lucca with a private tour which really describe the local Italian life. You will be able to reach the most important monuments. …More

Livorno, Italy

5.0 (4)

Livorno Shore Excursion: Pisa, Lucca and wine experience Private Day Trip

Visit Pisa and Lucca with a private tour which really describe the local Italian life. You will be able to reach the most important monuments....

8 hours Free Cancellation

5.0 (4)

from
$107

From Siena: Private Volterra, San Gimignano & Wine Lunch

A private day from Siena to two of the most beautiful hill towns of Tuscany, with a genuine farm lunch in between. • Pick-up at …More

Siena, Italy

5.0 (4)

From Siena: Private Volterra, San Gimignano & Wine Lunch

A private day from Siena to two of the most beautiful hill towns of Tuscany, with a genuine farm lunch in between. • Pick-up at...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$182

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?