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 →

Rome: Wine Tasting in Trastevere with Food and Gelato

Join us for an unforgettable food and wine tasting experience in the heart of Trastevere, Rome! Nestled in this charming and historic neighborhood, we invite …More

Rome, Italy

5.0 (394)

Rome: Wine Tasting in Trastevere with Food and Gelato

Join us for an unforgettable food and wine tasting experience in the heart of Trastevere, Rome! Nestled in this charming and historic neighborhood, we invite...

1 hour 30 minutes Free Cancellation

5.0 (394)

from
$48

From Venice: Prosecco Wine Region Tour with 2 Tastings

Meet your Prosecco wine expert in Venice and start this relaxing experience in the countryside. Along the way you'll see local Prosecco grapes, luxuriant and …More

Venice, Italy

5.0 (389)

From Venice: Prosecco Wine Region Tour with 2 Tastings

Meet your Prosecco wine expert in Venice and start this relaxing experience in the countryside. Along the way you'll see local Prosecco grapes, luxuriant and...

6 hours Free Cancellation

5.0 (389)

from
$193

Truffle Hunting Experience with Lunch in San Miniato

Francesca is a true truffle hunter and you will meet her in the family property to discover the magic of the truffle world. …More

Lucca, Italy

4.9 (386)

Truffle Hunting Experience with Lunch in San Miniato

Francesca is a true truffle hunter and you will meet her in the family property to discover the magic of the truffle world....

3 hours

4.9 (386)

from
$230

Siena: A Wine Tour and Tasting Experience

In the hills of the gorgeous Tuscan countryside, just 2kms away from the medieval center of Siena, this Educational Wine Tour and Tasting 'Vine, Wine …More

Siena, Italy

5.0 (377)

Siena: A Wine Tour and Tasting Experience

In the hills of the gorgeous Tuscan countryside, just 2kms away from the medieval center of Siena, this Educational Wine Tour and Tasting 'Vine, Wine...

3 hours Free Cancellation

5.0 (377)

from
$97

Florence: Siena & San Gimignano with Dinner in a Boutique Winery

Discover the best of Tuscany in one magical afternoon! Start from Florence and travel in a luxury minivan through the rolling Chianti hills. Enjoy a …More

Florence, Italy

4.8 (368)

Florence: Siena & San Gimignano with Dinner in a Boutique Winery

Discover the best of Tuscany in one magical afternoon! Start from Florence and travel in a luxury minivan through the rolling Chianti hills. Enjoy a...

9 to 12 hours Free Cancellation

4.8 (368)

from
$122

Luxury Rome Food Tour by the Vatican by Cooking Italy

This award winning food and wine tour operates by the Vatican City in the Roman neighborhoods of Prati and Trionfale. There are 4 locally loved …More

Rome, Italy

4.9 (361)

Luxury Rome Food Tour by the Vatican by Cooking Italy

This award winning food and wine tour operates by the Vatican City in the Roman neighborhoods of Prati and Trionfale. There are 4 locally loved...

4 hours Free Cancellation

4.9 (361)

from
$81

A Brunello Cooking Class with Vineyards View Winery

Brunello Cooking Class with Chef Alexandra - Cooking class with a view in the morning, followed by Lunch pairing with Brunello wines! With the guidance …More

Siena, Italy

5.0 (352)

A Brunello Cooking Class with Vineyards View Winery

Brunello Cooking Class with Chef Alexandra - Cooking class with a view in the morning, followed by Lunch pairing with Brunello wines! With the guidance...

4 hours Free Cancellation

5.0 (352)

from
$296

Florence Day Trip: Chianti Wine Tasting, Siena, San Gimignano

When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, wander the storybook streets …More

Florence, Italy

4.8 (350)

Florence Day Trip: Chianti Wine Tasting, Siena, San Gimignano

When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, wander the storybook streets...

9 hours Free Cancellation

4.8 (350)

from
$222

Rome Food Tour: Pasta, Wine, Gelato Trastevere Campo de' Fiori

Our ambition is to offer a perfect combination of a sitting-walking tour, where you can taste a variety of gastronomic & street food, always paired …More

Rome, Italy

5.0 (348)

Rome Food Tour: Pasta, Wine, Gelato Trastevere Campo de' Fiori

Our ambition is to offer a perfect combination of a sitting-walking tour, where you can taste a variety of gastronomic & street food, always paired...

3 hours Free Cancellation

5.0 (348)

from
$89

Verona All in one: Food Walking Tour, Lunch & Wine

This food tour is the perfect introduction to the city, combining its history, culture, and gastronomy in one unique experience. Meet your guide and group …More

Verona, Italy

4.9 (346)

Verona All in one: Food Walking Tour, Lunch & Wine

This food tour is the perfect introduction to the city, combining its history, culture, and gastronomy in one unique experience. Meet your guide and group...

3 hours Free Cancellation

4.9 (346)

from
$108

Domaso: Wine Tasting at the Winery on Lake Como

Discover how a fine wine is born, see where it ages and enjoy samples on a tour and tasting at a Lake Como winery. Enjoy …More

Lake Como, Italy

4.9 (340)

Domaso: Wine Tasting at the Winery on Lake Como

Discover how a fine wine is born, see where it ages and enjoy samples on a tour and tasting at a Lake Como winery. Enjoy...

1 hour 30 minutes Free Cancellation

4.9 (340)

from
$72

Mt Etna and Wine tasting tour from Catania

See a different side of Sicily with this tour of Mt. Etna that departs from Catania. Enjoy breathtaking views and taste the wines of one of the …More

Catania, Italy

4.9 (340)

Mt Etna and Wine tasting tour from Catania

See a different side of Sicily with this tour of Mt. Etna that departs from Catania. Enjoy breathtaking views and taste the wines of one of the...

8 hours Hotel pickup offered Free Cancellation

4.9 (340)

from
$121

Pompeii Vineyard Escape: Private Wine Tasting & Lunch

Enjoy a unique guided tour lasting about 15 minutes, inside a historical scenario, around the 4 hectares of property of Bosco de' Medici Winery, close …More

Pompeii, Italy

4.9 (338)

Pompeii Vineyard Escape: Private Wine Tasting & Lunch

Enjoy a unique guided tour lasting about 15 minutes, inside a historical scenario, around the 4 hectares of property of Bosco de' Medici Winery, close...

2 hours Free Cancellation

4.9 (338)

from
$63

Food Tasty and History Tour in Civitavecchia

Have you already been to Rome and you you're looking for something special and far from the crowded highlights of big touristic cities? Then choose …More

Lake Bracciano, Italy

4.8 (337)

Food Tasty and History Tour in Civitavecchia

Have you already been to Rome and you you're looking for something special and far from the crowded highlights of big touristic cities? Then choose...

3 hours Free Cancellation

4.8 (337)

from
$77

Amarone Wine Tasting Tour from Verona with Private Transportation

Discover the world of Amarone on a relaxing half-day wine experience from Verona to the beautiful hills of Valpolicella. Meet your guide in the historic …More

Verona, Italy

5.0 (333)

Amarone Wine Tasting Tour from Verona with Private Transportation

Discover the world of Amarone on a relaxing half-day wine experience from Verona to the beautiful hills of Valpolicella. Meet your guide in the historic...

4 hours Free Cancellation

5.0 (333)

from
$120

Taste classic Italian dishes on a Brera food walk

IMPORTANT : PLS NOTE THAT THIS TOUR IS NOT SPECIFIC JUST ABOUT MILAN FOOD BUT INCLUDES DIFFERENT ITALIAN REGIONAL SPECIALTIES! (NO PASTA) I combined a …More

Milan, Italy

4.9 (330)

Taste classic Italian dishes on a Brera food walk

IMPORTANT : PLS NOTE THAT THIS TOUR IS NOT SPECIFIC JUST ABOUT MILAN FOOD BUT INCLUDES DIFFERENT ITALIAN REGIONAL SPECIALTIES! (NO PASTA) I combined a...

2 hours 30 minutes Free Cancellation

4.9 (330)

from
$79

Florence Oltrarno Neighborhood Food & Wine Dine Around

It’s not hard to find good food in Florence, but if you really want to eat as the Florentines do, you need to come along …More

Florence, Italy

4.9 (329)

Florence Oltrarno Neighborhood Food & Wine Dine Around

It’s not hard to find good food in Florence, but if you really want to eat as the Florentines do, you need to come along...

3 hours 30 minutes Free Cancellation

4.9 (329)

from
$126

From Florence: Tuscany Wine Country Day Trip with Vineyard Lunch

See the best of Tuscany in one full day with round-trip transport from Florence, an expert English-speaking guide, and time in three of the region's …More

Florence, Italy

4.9 (326)

From Florence: Tuscany Wine Country Day Trip with Vineyard Lunch

See the best of Tuscany in one full day with round-trip transport from Florence, an expert English-speaking guide, and time in three of the region's...

9 hours Free Cancellation

4.9 (326)

from
$73

Florence VIP Dinner Tour with Florentine Steak and Wine Tasting

Don’t settle for just another dinner. Join us for a premium experience full of all the Florentine flavors you’ve been dreaming of. Eat and drink …More

Florence, Italy

5.0 (326)

Florence VIP Dinner Tour with Florentine Steak and Wine Tasting

Don’t settle for just another dinner. Join us for a premium experience full of all the Florentine flavors you’ve been dreaming of. Eat and drink...

3 hours 30 minutes Free Cancellation

5.0 (326)

from
$164

Palermo Pasta and Gelato Cooking Class in Palermo

PASTA & GELATO COOKING CLASS – PALERMO STYLE! Ready to roll up your sleeves and dive into real Sicilian tradition? Join us in the heart …More

5.0 (325)

Palermo Pasta and Gelato Cooking Class in Palermo

PASTA & GELATO COOKING CLASS – PALERMO STYLE! Ready to roll up your sleeves and dive into real Sicilian tradition? Join us in the heart...

3 hours Free Cancellation

5.0 (325)

from
$55

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?