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 →

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in …More

Siena, Italy

4.7 (19)

E-Bike Tour: Explore the Chianti, its Enogastronomy and Castles

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in...

7 hours 15 minutes Free Cancellation

4.7 (19)

from
$179

Amazing Private Pompeii & Herculaneum | Guide, Transport, Tickets

Experience Pompeii and Herculaneum like never before! Our tour goes beyond the ordinary, offering an immersive journey through the best-preserved ruins of the ancient world. …More

Pompeii, Italy

4.4 (18)

Amazing Private Pompeii & Herculaneum | Guide, Transport, Tickets

Experience Pompeii and Herculaneum like never before! Our tour goes beyond the ordinary, offering an immersive journey through the best-preserved ruins of the ancient world....

7 to 8 hours Hotel pickup offered Free Cancellation

4.4 (18)

from
$209

Lake Garda: Wine Tour & Tasting Experience in Bardolino area

In the Lake Garda area close to Bardolino, there is a special event going on: a wine tour and tasting experience. Do not miss the …More

Verona, Italy

4.7 (18)

Lake Garda: Wine Tour & Tasting Experience in Bardolino area

In the Lake Garda area close to Bardolino, there is a special event going on: a wine tour and tasting experience. Do not miss the...

1 hour 30 minutes Free Cancellation

4.7 (18)

from
$45

GPS tour with E-Bike on cycleroute of acqueduct Pugliese with wine tasting directly in vineyards

Self-guided excursion with the use of a GPS with preloaded track, ideal for couples and families and groups of friends who want to have a …More

Alberobello & Locorotondo, Italy

4.6 (18)

GPS tour with E-Bike on cycleroute of acqueduct Pugliese with wine tasting directly in vineyards

Self-guided excursion with the use of a GPS with preloaded track, ideal for couples and families and groups of friends who want to have a...

3 to 4 hours

4.6 (18)

from
$63

We invite you to join our "Italian Wine Tasting" in one of the most romantic and charming village at Lake Como: Bellagio. A 1h captivating …More

Lake Como, Italy

4.6 (17)

Bellagio Wine Tasting + Villa Melzi

We invite you to join our "Italian Wine Tasting" in one of the most romantic and charming village at Lake Como: Bellagio. A 1h captivating...

1 hour 30 minutes

4.6 (17)

from
$148

Lake Como: 3-Hour Small-Group Boat Tour with Prosecco & Wine

Explore Lake Como with the shared boat tour aboard the luxurious ALFASTREET 25. For the Public Tour, the cost is 200 euros per person (€170 …More

Lake Como, Italy

4.3 (16)

Lake Como: 3-Hour Small-Group Boat Tour with Prosecco & Wine

Explore Lake Como with the shared boat tour aboard the luxurious ALFASTREET 25. For the Public Tour, the cost is 200 euros per person (€170...

3 hours Free Cancellation

4.3 (16)

from
$192

Wine and Food Experience in the Austrian Fort in Pastrengo

You will try the experience of visiting a recently restored Austrian fort of 1861, a place of timeless charm, where you can taste the best …More

Toscolano-Maderno, Italy

4.6 (16)

Wine and Food Experience in the Austrian Fort in Pastrengo

You will try the experience of visiting a recently restored Austrian fort of 1861, a place of timeless charm, where you can taste the best...

2 hours Free Cancellation

4.6 (16)

from
$56

From Rome to the countryside: Private 3-Hour Wine Tasting Tour

Embark on a delightful journey through a family-owned winery since 1700 with our 'From Rome to the Castles' private 3-hour wine tasting tour. Enjoy hotel …More

Rome, Italy

4.6 (16)

From Rome to the countryside: Private 3-Hour Wine Tasting Tour

Embark on a delightful journey through a family-owned winery since 1700 with our 'From Rome to the Castles' private 3-hour wine tasting tour. Enjoy hotel...

3 hours Hotel pickup offered Free Cancellation

4.6 (16)

from
$140

Bolzano Wine & More Walking Tour with Wine expert

Learn and experience the traditions and history of South Tyrolean wines while walking through the wine town of Bolzano, where vineyards extend to the historical …More

Bolzano, Italy

4.7 (15)

Bolzano Wine & More Walking Tour with Wine expert

Learn and experience the traditions and history of South Tyrolean wines while walking through the wine town of Bolzano, where vineyards extend to the historical...

1 hour 30 minutes Free Cancellation

4.7 (15)

from
$135

Castles & Chianti Wine Experience– Small Group from San Gimignano

Experience the beauty of the Chianti region and immerse yourself in the unforgettable Tuscan countryside. Discover the world-famous Chianti wine, known for its ruby-red color …More

San Gimignano, Italy

4.3 (15)

Castles & Chianti Wine Experience– Small Group from San Gimignano

Experience the beauty of the Chianti region and immerse yourself in the unforgettable Tuscan countryside. Discover the world-famous Chianti wine, known for its ruby-red color...

7 hours Free Cancellation

4.3 (15)

from
$96

Guided tour of the vineyards, the centuries-old olive grove and the cellar. During the tour the history of the area, its traditions and all the …More

4.7 (15)

Wine Tasting & Tour Premium

Guided tour of the vineyards, the centuries-old olive grove and the cellar. During the tour the history of the area, its traditions and all the...

1 to 2 hours Free Cancellation

4.7 (15)

from
$59

La Maliosa Summer Farm Experience & Wine Tasting

The experience takes place outdoors under our large pergola, where we will guide you through the philosophy of Fattoria La Maliosa, the historic local grape …More

4.7 (15)

La Maliosa Summer Farm Experience & Wine Tasting

The experience takes place outdoors under our large pergola, where we will guide you through the philosophy of Fattoria La Maliosa, the historic local grape...

1 hour 30 minutes

4.7 (15)

from
$51

Vino Nobile di Montepulciano Wine Tour - Meet the producers

Vino Nobile di Montepulciano wine tour: a tour to discover the Vino Nobile di Montepulciano, from the vineyard to the cellar. …More

Montepulciano, Italy

4.5 (14)

Vino Nobile di Montepulciano Wine Tour - Meet the producers

Vino Nobile di Montepulciano wine tour: a tour to discover the Vino Nobile di Montepulciano, from the vineyard to the cellar....

3 hours 30 minutes Free Cancellation

4.5 (14)

from
$182

Live an immersive experience that will make you see, touch and above all taste the real Monopoly, in an unforgettable journey through history, culture and …More

Alberobello & Locorotondo, Italy

4.6 (14)

Street Food Tour of Monopoli

Live an immersive experience that will make you see, touch and above all taste the real Monopoly, in an unforgettable journey through history, culture and...

2 hours 30 minutes Free Cancellation

4.6 (14)

from
$68

Our one-of-a-kind tour is designed to take you off the beaten path and immerse you in the authentic Milanese nightlife scene. Say goodbye to the …More

Milan, Italy

4.4 (14)

Bar Hopping in Milan

Our one-of-a-kind tour is designed to take you off the beaten path and immerse you in the authentic Milanese nightlife scene. Say goodbye to the...

3 hours

4.4 (14)

from
$74

Think of a romantic meal in the Olive Trees shade, accompanied by Tuscan wines!

Our Farmhouse lies on a fascinating position on the Tuscan hills. It is surrounded by a vast stretch of olive groves and vineyards of our …More

Montepulciano, Italy

4.4 (14)

Think of a romantic meal in the Olive Trees shade, accompanied by Tuscan wines!

Our Farmhouse lies on a fascinating position on the Tuscan hills. It is surrounded by a vast stretch of olive groves and vineyards of our...

3 hours Free Cancellation

4.4 (14)

from
$109

✅ Authentic Truffle Hunting – Join an expert truffle hunter and trained dogs in a real Tuscan forest. ✅ Hands-On Truffle Cooking Class – Learn …More

San Gimignano, Italy

4.5 (14)

Truffle Hunting and Cooking Class

✅ Authentic Truffle Hunting – Join an expert truffle hunter and trained dogs in a real Tuscan forest. ✅ Hands-On Truffle Cooking Class – Learn...

4 hours 30 minutes Free Cancellation

4.5 (14)

from
$350

Tuscany Wine Tastings with Panoramic View - Florence to Chianti

Whether you’re a group of study abroad students, solo-traveler, or backpacking through Europe, this tour is perfect for anyone looking for an unforgettable wine tasting! …More

Florence, Italy

4.7 (14)

Tuscany Wine Tastings with Panoramic View - Florence to Chianti

Whether you’re a group of study abroad students, solo-traveler, or backpacking through Europe, this tour is perfect for anyone looking for an unforgettable wine tasting!...

5 hours Free Cancellation

4.7 (14)

from
$79

Rome Countryside Delights: Exclusive Wine Tasting Tour

The tour stops at Antico Casale, where you’ll meet the winemaker and then tour the vineyard and cellars. Learn how the wine is produced and …More

Rome, Italy

4.4 (13)

Rome Countryside Delights: Exclusive Wine Tasting Tour

The tour stops at Antico Casale, where you’ll meet the winemaker and then tour the vineyard and cellars. Learn how the wine is produced and...

3 hours 15 minutes Hotel pickup offered Free Cancellation

4.4 (13)

from
$107

San Gimignano and Winery Experience with Light Lunch from Pisa

Join our amazing small group tour from Pisa and you'll have the opportunity to tarvel in a confortable minivan or minibus in order to get …More

Pisa, Italy

4.6 (13)

San Gimignano and Winery Experience with Light Lunch from Pisa

Join our amazing small group tour from Pisa and you'll have the opportunity to tarvel in a confortable minivan or minibus in order to get...

7 to 8 hours Free Cancellation

4.6 (13)

from
$168

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?

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

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?