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 →

When we say "exclusive" we mean it. In this tour we have selected for you, unique experiences in each of the 2 wineries you are …More

Chianti, Italy

5.0 (1)

Luxury Brunello Tour

When we say "exclusive" we mean it. In this tour we have selected for you, unique experiences in each of the 2 wineries you are...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$455

Florence to Ferrari Museum then lunch in a Medieval Castle

Departing from your Florence accommodation we drive to Maranello, the Ferrari museum town. Visit of Ferrari museum (to be reserved in advance-not included) then after …More

Florence, Italy

5.0 (1)

Florence to Ferrari Museum then lunch in a Medieval Castle

Departing from your Florence accommodation we drive to Maranello, the Ferrari museum town. Visit of Ferrari museum (to be reserved in advance-not included) then after...

10 hours Free Cancellation

5.0 (1)

from
$1,552

✅ Authentic Vegan Tuscan Cuisine: Learn to prepare traditional dishes with a plant-based twist, using local and seasonal ingredients. ✅ A Hands-On Culinary Journey – …More

San Gimignano, Italy

5.0 (1)

Vegan Tuscan cooking class

✅ Authentic Vegan Tuscan Cuisine: Learn to prepare traditional dishes with a plant-based twist, using local and seasonal ingredients. ✅ A Hands-On Culinary Journey –...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$224

Montalcino Pienza Montepulciano WineCheese from Florence or Siena

Enjoy this unforgettable Experience and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Montalcino …More

Florence, Italy

5.0 (1)

Montalcino Pienza Montepulciano WineCheese from Florence or Siena

Enjoy this unforgettable Experience and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Montalcino...

8 to 10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,205

The Orange gold of San Gimignano: The Saffron DOP Cooking Class

The Saffron DOP Cooking class will start with a short introduction to our farm in front of our Vernaccia vineyard, one of the oldest in …More

San Gimignano, Italy

5.0 (1)

The Orange gold of San Gimignano: The Saffron DOP Cooking Class

The Saffron DOP Cooking class will start with a short introduction to our farm in front of our Vernaccia vineyard, one of the oldest in...

3 hours Free Cancellation

5.0 (1)

from
$287

San Gimignano and Siena full day Hire a driver English speaking

Pick up at 9 am in Florence by the Hotel or where is best for the client, drive to San Gimignano (1 Hour), free time …More

Florence, Italy

5.0 (1)

San Gimignano and Siena full day Hire a driver English speaking

Pick up at 9 am in Florence by the Hotel or where is best for the client, drive to San Gimignano (1 Hour), free time...

9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,492

Special Chianti Afternoon Wine Tour from Florence

Embark on an unforgettable journey through the heart of Tuscany on our exclusive Chianti Wine Tour. This experience is not just a tour, but a …More

Florence, Italy

3.9 (8)

Special Chianti Afternoon Wine Tour from Florence

Embark on an unforgettable journey through the heart of Tuscany on our exclusive Chianti Wine Tour. This experience is not just a tour, but a...

5 hours 30 minutes Free Cancellation

3.9 (8)

from
$108

Florence Private Food & Wine Walking Tour

Experience Florence not as a tourist, but as a privileged guest. This is not a standard walking tour; it is a private, tailor-made experience designed …More

Florence, Italy

5.0 (1)

Florence Private Food & Wine Walking Tour

Experience Florence not as a tourist, but as a privileged guest. This is not a standard walking tour; it is a private, tailor-made experience designed...

4 hours Free Cancellation

5.0 (1)

from
$125

Florence Sunset Walking Tour: Silent Disco & Aperitivo

Enjoy a unique walking tour in Florence: discover the city’s magic with music, dancing, and local insights, all while exploring on foot! Meet your local …More

Florence, Italy

5.0 (1)

Florence Sunset Walking Tour: Silent Disco & Aperitivo

Enjoy a unique walking tour in Florence: discover the city’s magic with music, dancing, and local insights, all while exploring on foot! Meet your local...

1 hour 15 minutes Free Cancellation

5.0 (1)

from
$28

Guided visit to the winery and ageing cellars followed by a guided tasting of a selection of our best wines and lunch with gastronomic specialities …More

Florence, Italy

5.0 (1)

Lunch with Wine Tasting at the Winery

Guided visit to the winery and ageing cellars followed by a guided tasting of a selection of our best wines and lunch with gastronomic specialities...

2 hours Free Cancellation

5.0 (1)

from
$75

Private Tour from the Port of Livorno to Bolgheri

I will meet you at the dock of the port of Livorno. I'll have a sign with your name on it. Comfortably seated in your …More

4.5 (4)

Private Tour from the Port of Livorno to Bolgheri

I will meet you at the dock of the port of Livorno. I'll have a sign with your name on it. Comfortably seated in your...

8 hours Free Cancellation

4.5 (4)

from
$681

Bolgheri / Volterra / Florence-Tour in Ferrari

Driving the Ferrari Spider in Tuscany, in the Chianti area is pure magic .. In Chianti there are the most beautiful roads in Europe, full …More

Florence, Italy

5.0 (1)

Bolgheri / Volterra / Florence-Tour in Ferrari

Driving the Ferrari Spider in Tuscany, in the Chianti area is pure magic .. In Chianti there are the most beautiful roads in Europe, full...

6 hours Hotel pickup offered

5.0 (1)

from
$4,477

TRANSFER TOUR Florence to Lucca with a stop in San Gimignano

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special …More

Florence, Italy

5.0 (1)

TRANSFER TOUR Florence to Lucca with a stop in San Gimignano

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,010

Montalcino: Brunello Wine Tasting & Vineyard Tour

What makes this experience truly unique is the opportunity to discover the authentic soul of Montalcino through the intimate atmosphere of Paradiso di Cacuci, a …More

Chianti, Italy

5.0 (1)

Montalcino: Brunello Wine Tasting & Vineyard Tour

What makes this experience truly unique is the opportunity to discover the authentic soul of Montalcino through the intimate atmosphere of Paradiso di Cacuci, a...

40 minutes Free Cancellation

5.0 (1)

from
$51

Iconic Chianti Town & Two Wineries Visit Full Day Private Tour

Escape the bustling city of Florence and immerse yourself in the rolling hills, ancient vineyards, and timeless charm of the Chianti Classico wine region. On …More

Florence, Italy

5.0 (1)

Iconic Chianti Town & Two Wineries Visit Full Day Private Tour

Escape the bustling city of Florence and immerse yourself in the rolling hills, ancient vineyards, and timeless charm of the Chianti Classico wine region. On...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$287

The experience will begin with the meeting of guests at our winery. Our dedicated staff will welcome you at our cellar, illustrating what you have …More

San Gimignano, Italy

3.4 (5)

Wine Tasting "San Gimignano"

The experience will begin with the meeting of guests at our winery. Our dedicated staff will welcome you at our cellar, illustrating what you have...

1 hour Free Cancellation

3.4 (5)

from
$40

Private Chianti Half Day Vineyards Escape

Escape the bustle of the city and immerse yourself in the serene beauty of the Tuscan countryside on this unforgettable half-day tour through the rolling …More

Florence, Italy

5.0 (1)

Private Chianti Half Day Vineyards Escape

Escape the bustle of the city and immerse yourself in the serene beauty of the Tuscan countryside on this unforgettable half-day tour through the rolling...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$922

Inserrata Organic Wine Tasting Experience in San Miniato Pisa

We will guide you on an exclusive journey to discover the flavors and aromas of our organic productions. Tasting our wines and olive oil is …More

Lucca, Italy

5.0 (1)

Inserrata Organic Wine Tasting Experience in San Miniato Pisa

We will guide you on an exclusive journey to discover the flavors and aromas of our organic productions. Tasting our wines and olive oil is...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$74

Pasta and Italian Recipes in the Countryside

Cooking Experience & Lunch: Blend Tuscan and Apulian flavors in an historic villa for a unique taste! …More

Chianti, Italy

5.0 (1)

Pasta and Italian Recipes in the Countryside

Cooking Experience & Lunch: Blend Tuscan and Apulian flavors in an historic villa for a unique taste!...

3 hours 30 minutes Free Cancellation

5.0 (1)

from
$161

Florence Ghost & Crime Small-Group Tour with Tasting & Wine

Discover Florence’s darker side on a guided walking tour filled with true crime, legends, and hidden stories. Walk through the city’s ancient streets as your …More

Florence, Italy

4.2 (6)

Florence Ghost & Crime Small-Group Tour with Tasting & Wine

Discover Florence’s darker side on a guided walking tour filled with true crime, legends, and hidden stories. Walk through the city’s ancient streets as your...

2 hours Free Cancellation

4.2 (6)

from
$44

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?