Top Italy Wine Tasting & Winery Tours

Q: I need a ride! Which Italy Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These Italy Wine Tasting & Winery Tours include Hotel Pickup: Sorrento Farm by Tuk Tuk: Cheese, Limoncello & Hands-On Pizza Private 6-Hour Tour of Three Etna Wineries with food&wine tasting Olive oil tasting in Sorrento Tour Etna and Wine Tasting Mt Etna and Wine tasting tour from Catania View all Tours with Hotel Pickup →

Q: Got any more Italy trip ideas?

We sure do. Check out our curated lists of hand-picked Italy Tours. Top 10 Italy 2026 Senior-friendly tours Italy The best tours and activities for culture lovers in Italy Top Day Trips from Italy Things to do in Italy this summer View all Italy Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Italy?

Based on our sales data over the past year, the most popular styles of tours and activities in Italy are: Italy Luxury & Special Occasions Italy Luxury Tours Italy Tours & Sightseeing Italy Cultural & Theme Tours Italy Walking & Biking Tours View all tour styles in Italy →

Located between Florence, Siena and San Gimignano, Casa Sola is a family owned boutique winery, ideal stop for those who want to discover the magic …More

Florence, Italy

4.9 (125)

Discover Chianti Through its Wines

Located between Florence, Siena and San Gimignano, Casa Sola is a family owned boutique winery, ideal stop for those who want to discover the magic...

1 hour 30 minutes Free Cancellation

4.9 (125)

from
$48

Chianti Classico and Super Tuscan 3 Winery Tour

This tour goes in the famous Chianti wine growing region, to taste Chianti e Super Tuscan wines, lunch in a small boutique of wine. …More

Florence, Italy

5.0 (125)

Chianti Classico and Super Tuscan 3 Winery Tour

This tour goes in the famous Chianti wine growing region, to taste Chianti e Super Tuscan wines, lunch in a small boutique of wine....

7 hours

5.0 (125)

from
$332

Parma Food Valley Gourmet Private Tour Easy

Ever dreamt of spending a half-day in the Food Valley of Italy with a top-notch guide and the most famous gourmet products of the world …More

Parma, Italy

5.0 (124)

Parma Food Valley Gourmet Private Tour Easy

Ever dreamt of spending a half-day in the Food Valley of Italy with a top-notch guide and the most famous gourmet products of the world...

4 hours Hotel pickup offered Free Cancellation

5.0 (124)

from
$114

Bologna Walking Food Tour and Highlights with a Local Guide

Discover the hidden gems and iconic landmarks as you stroll through the winding streets of Bologna's historic center. Our knowledgeable guide will share fascinating stories …More

Bologna, Italy

4.8 (124)

Bologna Walking Food Tour and Highlights with a Local Guide

Discover the hidden gems and iconic landmarks as you stroll through the winding streets of Bologna's historic center. Our knowledgeable guide will share fascinating stories...

2 hours 30 minutes Free Cancellation

4.8 (124)

from
$84

Lake Como : 2h Small-Group Boat Tour with Prosecco & Villas

Explore Lake Como with our exceptional shared boat tour aboard the brand new Karnic SL651, departing from Como. The 2-hour tour offers an intimate experience …More

Lake Como, Italy

4.8 (122)

Lake Como : 2h Small-Group Boat Tour with Prosecco & Villas

Explore Lake Como with our exceptional shared boat tour aboard the brand new Karnic SL651, departing from Como. The 2-hour tour offers an intimate experience...

2 hours Free Cancellation

4.8 (122)

from
$137

Tasting of 5 Wines with Typical Products in Sorrento

Completely immersed in the most beautiful garden in the historic center of Sorrento! A tasting of 5 premium local wines accompanied by great typical products. …More

Sorrento, Italy

5.0 (122)

Tasting of 5 Wines with Typical Products in Sorrento

Completely immersed in the most beautiful garden in the historic center of Sorrento! A tasting of 5 premium local wines accompanied by great typical products....

2 hours 30 minutes Free Cancellation

5.0 (122)

from
$109

Tasting in a Tuscan Vineyard with transfer from Lucca

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

Lucca, Italy

4.9 (122)

Tasting in a Tuscan Vineyard with transfer from Lucca

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...

3 hours Free Cancellation

4.9 (122)

from
$101

Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany

Enjoy a full-day journey from Rome, through the Chianti hills, to visit the cities of Siena and San Gimignano. Siena is a beautiful medieval city …More

Rome, Italy

4.8 (122)

Siena and San Gimignano from Rome: Wine Tasting Tour in Tuscany

Enjoy a full-day journey from Rome, through the Chianti hills, to visit the cities of Siena and San Gimignano. Siena is a beautiful medieval city...

10 hours Hotel pickup offered Free Cancellation

4.8 (122)

from
$215

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in a medieval Castle in the heart of Montalcino. …More

Siena, Italy

4.8 (122)

Montalcino: Brunello Wine Tasting & Lunch in a Tuscan Castle

Enjoy an exclusive wine tasting combined with a typical Tuscan lunch in a medieval Castle in the heart of Montalcino....

1 hour 30 minutes Free Cancellation

4.8 (122)

from
$67

Tuscan Cooking Class - Traditional 5 course menù

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by …More

Montepulciano, Italy

5.0 (120)

Tuscan Cooking Class - Traditional 5 course menù

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by...

5 hours Free Cancellation

5.0 (120)

from
$304

Food and Wine Tour 'Taste of Sorrento' Progressive Lunch

Discover the true heartbeat of Sorrento by stepping off the largely beaten tourist path for a few hours. Immensely popular, this food experience offers a truly unique …More

Sorrento, Italy

5.0 (119)

Food and Wine Tour 'Taste of Sorrento' Progressive Lunch

Discover the true heartbeat of Sorrento by stepping off the largely beaten tourist path for a few hours. Immensely popular, this food experience offers a truly unique...

3 hours Free Cancellation

5.0 (119)

from
$150

Tuscan Cooking Class -Traditional Pasta Menu

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by …More

Montepulciano, Italy

5.0 (119)

Tuscan Cooking Class -Traditional Pasta Menu

Kitchen has always been the fulcrum of this home, where my family is living since more than 7 generations. I have always been fascinated by...

4 hours Free Cancellation

5.0 (119)

from
$200

It's Wine Time! 2 wineries & farm-to-table lunch—max 8 pp

Leave the city and join our swiftly half-day Wine Time tour where we visit 2 different family-owned wineries in the Chianti region. Our tours run …More

Florence, Italy

5.0 (119)

It's Wine Time! 2 wineries & farm-to-table lunch—max 8 pp

Leave the city and join our swiftly half-day Wine Time tour where we visit 2 different family-owned wineries in the Chianti region. Our tours run...

5 hours 30 minutes

5.0 (119)

from
$284

Cinque Terre Course of Pesto and Wine Tasting in Vernazza

Since 2019, we are the first to offer Vernazza an experience dedicated to preparing pesto in the mortar, combining cooking, territory, conviviality, and tasting. You …More

Cinque Terre, Italy

4.9 (118)

Cinque Terre Course of Pesto and Wine Tasting in Vernazza

Since 2019, we are the first to offer Vernazza an experience dedicated to preparing pesto in the mortar, combining cooking, territory, conviviality, and tasting. You...

1 hour 30 minutes Free Cancellation

4.9 (118)

from
$71

Honest Wines- Wine tasting at Cantina Biagiotti

I am a young entrepreneur running our family winery, set inside a charming monastery from the second half of the 1700s. Here, we carry on …More

Lucca, Italy

5.0 (118)

Honest Wines- Wine tasting at Cantina Biagiotti

I am a young entrepreneur running our family winery, set inside a charming monastery from the second half of the 1700s. Here, we carry on...

2 to 3 hours Free Cancellation

5.0 (118)

from
$23

Discover the bays around the coast of Taormina with our sailing tour from Giardini Naxos. Enjoy the experience on board of our sailboat with a …More

Taormina, Italy

4.8 (116)

Sailing Tour Taormina Bay

Discover the bays around the coast of Taormina with our sailing tour from Giardini Naxos. Enjoy the experience on board of our sailboat with a...

3 hours Free Cancellation

4.8 (116)

from
$80

Bologna: Dinner, Wine & Food Tastings Experience

Discover Bologna through its food and wine on this immersive culinary experience. Led by a passionate local host, the experience takes you through the city …More

Bologna, Italy

5.0 (113)

Bologna: Dinner, Wine & Food Tastings Experience

Discover Bologna through its food and wine on this immersive culinary experience. Led by a passionate local host, the experience takes you through the city...

3 hours Free Cancellation

5.0 (113)

from
$86

Ravello and Amalfi coast Wine Escape Tour

Private Amalfi Coast tour with driver through Positano, Amalfi and Ravello, exploring the beauty and authentic charm of the Amalfi Coast with convenient pickup and …More

Positano, Italy

5.0 (112)

Ravello and Amalfi coast Wine Escape Tour

Private Amalfi Coast tour with driver through Positano, Amalfi and Ravello, exploring the beauty and authentic charm of the Amalfi Coast with convenient pickup and...

9 hours Hotel pickup offered Free Cancellation

5.0 (112)

from
$301

Guided tour and tasting at La Cantina Frrud - Wine Museum

Visiting the Wine Museum of the Frrud Winery is equivalent to making a journey through time through centuries of history during which wine is the …More

Bari, Italy

5.0 (111)

Guided tour and tasting at La Cantina Frrud - Wine Museum

Visiting the Wine Museum of the Frrud Winery is equivalent to making a journey through time through centuries of history during which wine is the...

1 to 2 hours Free Cancellation

5.0 (111)

from
$57

Gluten-Free Food & Wine Tour of Rome with Local Guide and Sightseeing

Taste the real Roman cuisine 100% Gluten-Free with us on our 4-hours FUN and INFORMATIVE Food and Wine Tour! Roman Traditional Cuisine features many delicious …More

Rome, Italy

5.0 (111)

Gluten-Free Food & Wine Tour of Rome with Local Guide and Sightseeing

Taste the real Roman cuisine 100% Gluten-Free with us on our 4-hours FUN and INFORMATIVE Food and Wine Tour! Roman Traditional Cuisine features many delicious...

4 hours Free Cancellation

5.0 (111)

from
$111

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Italy Wine Tasting & Winery Tours?

What are the best kid-friendly options for Italy Wine Tasting & Winery Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Italy Wine Tasting & Winery Tours are:

View all kid-friendly Tours →

Which Italy Wine Tasting & Winery Tours have Instant Confirmation?

Italy Wine Tasting & Winery Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Italy Wine Tasting & Winery Tours have Free Cancellation?

Italy 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 Italy Wine Tasting & Winery Tours have Hotel Pickup?

Got any more Italy trip ideas?

What are the most popular styles of Tours and Activities in Italy?