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 →

Exclusive Private Tuscany Wine Tour & Food Pairing Session

ALL INCLUDED PRIVATE WINE TOUR to 3 selected wineries of Tuscany mainly around the prestigious Chianti Classico area. Wineries are selected by a LEVEL 3 …More

Florence, Italy

4.9 (72)

Exclusive Private Tuscany Wine Tour & Food Pairing Session

ALL INCLUDED PRIVATE WINE TOUR to 3 selected wineries of Tuscany mainly around the prestigious Chianti Classico area. Wineries are selected by a LEVEL 3...

8 hours Hotel pickup offered Free Cancellation

4.9 (72)

from
$329

There is nothing more special than riding a vespa during sunset among vineyards and olive groves. The Chianti area looks magical at dusk due to …More

Florence, Italy

5.0 (68)

Tuscany Sunset Vespa Tour

There is nothing more special than riding a vespa during sunset among vineyards and olive groves. The Chianti area looks magical at dusk due to...

5 hours Free Cancellation

5.0 (68)

from
$189

PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver

The winery reserved where you will have the experience are: - Poggio Amorelli full experience with 3 meals Lunch, cellar tour with an wine expert, …More

Florence, Italy

5.0 (63)

PRIVATE WINE TOUR TUSCANY Chianti Wineries, Expert English driver

The winery reserved where you will have the experience are: - Poggio Amorelli full experience with 3 meals Lunch, cellar tour with an wine expert,...

8 hours Hotel pickup offered Free Cancellation

5.0 (63)

from
$913

San Gimignano and Winery Experience with Light Lunch from Lucca

Discover the beautiful Italian town of San Gimignano, a beautiful medieval village in a day with a special wine tasting and a light lunch in …More

Lucca, Italy

4.7 (21)

San Gimignano and Winery Experience with Light Lunch from Lucca

Discover the beautiful Italian town of San Gimignano, a beautiful medieval village in a day with a special wine tasting and a light lunch in...

7 to 8 hours Free Cancellation

4.7 (21)

from
$176

Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti …More

San Gimignano, Italy

4.9 (75)

Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti...

6 hours Free Cancellation

4.9 (75)

from
$79

Chianti Wine Tour from Florence to San Gimignano with 2 Wineries

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit two wineries in Chianti and San Gimignano, with a 15-minute …More

Florence, Italy

5.0 (33)

Chianti Wine Tour from Florence to San Gimignano with 2 Wineries

Explore the beautiful Tuscan countryside with a private driver and customize your itinerary to visit two wineries in Chianti and San Gimignano, with a 15-minute...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$134

Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch

Small-group tour for nature and wine lovers. We combine hiking, wine tasting and food tasting in a nice easy-day where everyone can enjoy beautiful landscapes, …More

Florence, Italy

5.0 (30)

Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch

Small-group tour for nature and wine lovers. We combine hiking, wine tasting and food tasting in a nice easy-day where everyone can enjoy beautiful landscapes,...

8 hours Free Cancellation

5.0 (30)

from
$226

Florence Food and Wine Tasting Tour! Private with Local Expert

This tour is perfect for travelers that want to get a local experience! Meet up with your local, bilingual expert, and find out what it …More

Florence, Italy

5.0 (71)

Florence Food and Wine Tasting Tour! Private with Local Expert

This tour is perfect for travelers that want to get a local experience! Meet up with your local, bilingual expert, and find out what it...

3 hours Free Cancellation

5.0 (71)

from
$128

Wine tasting and visit to a design Cellar at Ripalte

Let yourself be guided on a journey through the flavors and aromas of the typical grape variety of the Island of Elba, so loved by …More

Isola d'Elba, Italy

4.8 (61)

Wine tasting and visit to a design Cellar at Ripalte

Let yourself be guided on a journey through the flavors and aromas of the typical grape variety of the Island of Elba, so loved by...

2 hours Free Cancellation

4.8 (61)

from
$68

Tasting in a Tuscan Vineyard with transfer from Pisa

The only authentic aperitif in the vineyard of Tuscany. It is a story of passion, of farmers, and historical places: a winery off the beaten …More

Pisa, Italy

4.9 (47)

Tasting in a Tuscan Vineyard with transfer from Pisa

The only authentic aperitif in the vineyard of Tuscany. It is a story of passion, of farmers, and historical places: a winery off the beaten...

4 hours Free Cancellation

4.9 (47)

from
$102

Small Group E-Bike Chianti Tour with farm lunch from Siena

Follow your experienced guide on a ride through the Chianti hills on comfortable and easy to use Electric Bikes: you must have cycling experience to …More

Siena, Italy

4.8 (41)

Small Group E-Bike Chianti Tour with farm lunch from Siena

Follow your experienced guide on a ride through the Chianti hills on comfortable and easy to use Electric Bikes: you must have cycling experience to...

6 hours Free Cancellation

4.8 (41)

from
$217

Winery Tour & Gourmet Tasting in Montalcino

During a guided tour through the vineyards with a picturesque view of Montalcino, you will learn about biodynamic viticulture. Afterward, a nicely arranged table awaits …More

Chianti, Italy

5.0 (12)

Winery Tour & Gourmet Tasting in Montalcino

During a guided tour through the vineyards with a picturesque view of Montalcino, you will learn about biodynamic viticulture. Afterward, a nicely arranged table awaits...

2 hours 30 minutes Free Cancellation

5.0 (12)

from
$91

Small-Group Florence Vespa Passenger Ride with Wine Window

Embark on a delightful journey through the heart of Florence and its surrounding countryside as a passenger on a classic Vespa. This guided experience lets …More

Florence, Italy

5.0 (37)

Small-Group Florence Vespa Passenger Ride with Wine Window

Embark on a delightful journey through the heart of Florence and its surrounding countryside as a passenger on a classic Vespa. This guided experience lets...

1 hour 30 minutes Free Cancellation

5.0 (37)

from
$135

Small Group Chianti Wine Tour with a Somm

Perfect for wine lovers and cultural enthusiasts alike, this Tour offers an authentic taste of Tuscany’s rich winemaking legacy with a Certified Sommelier. Beyond the …More

Florence, Italy

5.0 (17)

Small Group Chianti Wine Tour with a Somm

Perfect for wine lovers and cultural enthusiasts alike, this Tour offers an authentic taste of Tuscany’s rich winemaking legacy with a Certified Sommelier. Beyond the...

8 hours Free Cancellation

5.0 (17)

from
$238

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most …More

Florence, Italy

5.0 (16)

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most...

9 hours Free Cancellation

5.0 (16)

from
$235

Full-Day Small-Group Truffle Hunting in Tuscany with Lunch

Tempted by truffles? Take a truffle-hunting jaunt through Tuscany on this 6-hour tour from Florence! Travel by air-conditioned minivan to the wooded hills around San …More

Florence, Italy

4.9 (138)

Full-Day Small-Group Truffle Hunting in Tuscany with Lunch

Tempted by truffles? Take a truffle-hunting jaunt through Tuscany on this 6-hour tour from Florence! Travel by air-conditioned minivan to the wooded hills around San...

7 hours

4.9 (138)

from
$382

Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch

Immerse yourself in authentic Tuscany , where medieval villages exude charm and a rich farming tradition produces renowned wine, cheese, and meat, relaxing yourself in …More

Florence, Italy

4.8 (42)

Chianti Classico, Montalcino, Montepulciano by minivan: Wine Tastings & Lunch

Immerse yourself in authentic Tuscany , where medieval villages exude charm and a rich farming tradition produces renowned wine, cheese, and meat, relaxing yourself in...

10 hours Free Cancellation

4.8 (42)

from
$329

Private Brunello di Montalcino Experience from Florence

Our private Brunello di Montalcino wine tour from Florence will take you to a wine area in Tuscany, famous for Italy's top red wines! Spend …More

Florence, Italy

5.0 (42)

Private Brunello di Montalcino Experience from Florence

Our private Brunello di Montalcino wine tour from Florence will take you to a wine area in Tuscany, famous for Italy's top red wines! Spend...

11 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (42)

from
$657

Private Chianti Classico Experience from Florence

Do you want to learn more about one of the most prestigious wines in Italy and worldwide? Embark with us on this journey in the …More

Florence, Italy

5.0 (29)

Private Chianti Classico Experience from Florence

Do you want to learn more about one of the most prestigious wines in Italy and worldwide? Embark with us on this journey in the...

10 hours Hotel pickup offered Free Cancellation

5.0 (29)

from
$532

Private Emilia-Romagna: Parmigiano, Prosciutto, Balsamic, Wine

Follow your taste buds to the heart of Italy’s most famous foodie region on this Emilia-Romagna day trip from Florence. This tour offers you the …More

Florence, Italy

4.9 (39)

Private Emilia-Romagna: Parmigiano, Prosciutto, Balsamic, Wine

Follow your taste buds to the heart of Italy’s most famous foodie region on this Emilia-Romagna day trip from Florence. This tour offers you the...

11 hours Hotel pickup offered Free Cancellation

4.9 (39)

from
$566

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?