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 →

Milan Private 3-Hour Tour with Duomo, Food & Wine Tasting

Discover Italian food & wine culture in an entertaining wine degustation combined with the visit of Duomo & its panoramic rooftop with skip-the-line tickets and …More

Milan, Italy

4.8 (19)

Milan Private 3-Hour Tour with Duomo, Food & Wine Tasting

Discover Italian food & wine culture in an entertaining wine degustation combined with the visit of Duomo & its panoramic rooftop with skip-the-line tickets and...

3 hours Hotel pickup offered

4.8 (19)

from
$165

Are you passionate about food and wine? Then this is the perfect tour for you! If you're looking for an authentic gastronomic experience in Florence, …More

Florence, Italy

5.0 (19)

Food Tour Florence Small Groups

Are you passionate about food and wine? Then this is the perfect tour for you! If you're looking for an authentic gastronomic experience in Florence,...

2 hours 30 minutes Free Cancellation

5.0 (19)

from
$97

Exclusive Wine Tour and Tasting Experience in Siena

Just 2 km from the old town of medieval Siena, in the stunning hilly Tuscan countryside, the exclusive wine tour with tasting ‘Land, Climate and …More

Siena, Italy

5.0 (19)

Exclusive Wine Tour and Tasting Experience in Siena

Just 2 km from the old town of medieval Siena, in the stunning hilly Tuscan countryside, the exclusive wine tour with tasting ‘Land, Climate and...

3 hours 30 minutes Free Cancellation

5.0 (19)

from
$171

Private Wine, Evo Oil, Balsamic Vinegar Experience & Meal

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia …More

San Gimignano, Italy

4.8 (19)

Private Wine, Evo Oil, Balsamic Vinegar Experience & Meal

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia...

1 hour 30 minutes Free Cancellation

4.8 (19)

from
$77

Prosciutto Factory 4-Hour Tasting Tour in Bologna

It is one of the few Prosciutto Factories which gives you the opportunity to enter, and discover all steps of the Productions. Products you will …More

Bologna, Italy

5.0 (19)

Prosciutto Factory 4-Hour Tasting Tour in Bologna

It is one of the few Prosciutto Factories which gives you the opportunity to enter, and discover all steps of the Productions. Products you will...

4 hours Free Cancellation

5.0 (19)

from
$110

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines …More

Siena, Italy

5.0 (19)

Chianti Classico E-Bike Tour

One day bike tour to discover the Chianti region, one of the most important wine area in the world, for the quality of its wines...

5 to 6 hours Free Cancellation

5.0 (19)

from
$239

If you want to experience something different from the usual aperitif, book our Wine Tasting! We will tell you about the characteristics and origins of …More

5.0 (18)

Etna Wine and Oil tasting

If you want to experience something different from the usual aperitif, book our Wine Tasting! We will tell you about the characteristics and origins of...

2 hours Free Cancellation

5.0 (18)

from
$79

Private Cinque Terre by Ferry with stop in Pisa from Florence

Discover the beauty of the Italian Riviera on our Cinque Terre by Ferry with Stop in Pisa from Florence! Visit two picturesque fishing villages on …More

Florence, Italy

5.0 (18)

Private Cinque Terre by Ferry with stop in Pisa from Florence

Discover the beauty of the Italian Riviera on our Cinque Terre by Ferry with Stop in Pisa from Florence! Visit two picturesque fishing villages on...

12 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$654

Private Pompeii and Vesuvius with Wine Tasting and Full Tickets

This private tour combines comfort, history, and nature in one seamless experience. Travel with private transportation and an English-speaking driver, avoiding crowds and logistics. In …More

Pompeii, Italy

5.0 (18)

Private Pompeii and Vesuvius with Wine Tasting and Full Tickets

This private tour combines comfort, history, and nature in one seamless experience. Travel with private transportation and an English-speaking driver, avoiding crowds and logistics. In...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$293

Your food and wine experience in Valpolicella It will be a family meeting, the beauty of a territory, it will be the vigor of a …More

Verona, Italy

4.8 (18)

Food and Wine Tasting in Valpolicella

Your food and wine experience in Valpolicella It will be a family meeting, the beauty of a territory, it will be the vigor of a...

1 hour 30 minutes Free Cancellation

4.8 (18)

from
$40

Bologna Hills: Organic DOCG Wine Tasting & Winery Tour

Discover premium wines made with passion and care. The winery lies on the top of Bella Vista hill, in the heart of Colli Bolognesi Pignoletto …More

Bologna, Italy

4.9 (18)

Bologna Hills: Organic DOCG Wine Tasting & Winery Tour

Discover premium wines made with passion and care. The winery lies on the top of Bella Vista hill, in the heart of Colli Bolognesi Pignoletto...

2 hours Free Cancellation

4.9 (18)

from
$44

Rome Aperitivo Foodie Private Tour with Vatican Views and Drinks

Discover in this Private Gastronomic Tour, through the Vatican City, the most exquisite dishes of the Italian cuisine, accompanied by the most traditional drinks of …More

Rome, Italy

5.0 (18)

Rome Aperitivo Foodie Private Tour with Vatican Views and Drinks

Discover in this Private Gastronomic Tour, through the Vatican City, the most exquisite dishes of the Italian cuisine, accompanied by the most traditional drinks of...

4 hours Free Cancellation

5.0 (18)

from
$134

DA Padova: Wine tour in the Euganean Hills

The Euganean Hills are a group of hills of volcanic origin that rise to heights of 300 to 600 m from the Padovan-Venetian plain a …More

Padua, Italy

5.0 (18)

DA Padova: Wine tour in the Euganean Hills

The Euganean Hills are a group of hills of volcanic origin that rise to heights of 300 to 600 m from the Padovan-Venetian plain a...

5 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$181

Sardinia has a year-long tradition of food and wine, and we want to convey this heritage by tasting our guests the essence of our land. …More

5.0 (18)

Private local Food and Wine tasting

Sardinia has a year-long tradition of food and wine, and we want to convey this heritage by tasting our guests the essence of our land....

1 hour Free Cancellation

5.0 (18)

from
$54

Tour in the Prosecco Hills Tour from Padua

This tour through the hills of Valdobbiadene and the Prosecco DOCG will take you to the upper Treviso area, just over an hour's drive from …More

Padua, Italy

4.9 (18)

Tour in the Prosecco Hills Tour from Padua

This tour through the hills of Valdobbiadene and the Prosecco DOCG will take you to the upper Treviso area, just over an hour's drive from...

6 hours Hotel pickup offered Free Cancellation

4.9 (18)

from
$225

Private Top Brunello Montalcino Wine Tour & Food Pairing Session

ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience. This …More

Florence, Italy

5.0 (18)

Private Top Brunello Montalcino Wine Tour & Food Pairing Session

ALL INCLUDED wine tour to visit three boutique and awards winning wineries selected by level 3 sommelier Anna and it's an all included experience. This...

10 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$330

Private Off Road Wine Tour in Chianti from Florence

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a Land Rover Defender. There’s a special magic in exploring the hidden gravel …More

Florence, Italy

5.0 (18)

Private Off Road Wine Tour in Chianti from Florence

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a Land Rover Defender. There’s a special magic in exploring the hidden gravel...

7 hours Hotel pickup offered Free Cancellation

5.0 (18)

from
$336

Rome's Vineyard Symphony: Countryside Winetasting Experience

"Discover the harmonies of Rome's countryside with our 'Rome's Vineyard Symphony' winetasting experience. Enjoy hotel pick-up as you journey to a family-owned winery steeped in …More

Rome, Italy

4.9 (18)

Rome's Vineyard Symphony: Countryside Winetasting Experience

"Discover the harmonies of Rome's countryside with our 'Rome's Vineyard Symphony' winetasting experience. Enjoy hotel pick-up as you journey to a family-owned winery steeped in...

3 hours Hotel pickup offered Free Cancellation

4.9 (18)

from
$111

Private Wine & Evo Oil Tasting with Tuscan Meal

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia …More

San Gimignano, Italy

4.9 (18)

Private Wine & Evo Oil Tasting with Tuscan Meal

If you're looking for a true Tuscan escape, this experience offers the perfect blend of authenticity, exclusivity, and breathtaking views. Set in our historic Vernaccia...

1 hour 30 minutes Free Cancellation

4.9 (18)

from
$77

Classic Private Wine Tasting in Castagnole delle Lanze

Tour led by Sommelier. Visit to the Monferrato and Langa vineyards, in the territory of UNESCO. Visit to the cellars, to the wine aging room, …More

Asti, Italy

4.9 (18)

Classic Private Wine Tasting in Castagnole delle Lanze

Tour led by Sommelier. Visit to the Monferrato and Langa vineyards, in the territory of UNESCO. Visit to the cellars, to the wine aging room,...

1 hour 30 minutes Free Cancellation

4.9 (18)

from
$40

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?