Top Italy Wine Tasting & Winery Tours

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 →

Montepulciano and Chianti in 1 day + lunch&transfer from Florence

Discover Montepulciano and Chianti areas by tasting various vintages and have lunch with a breathtaking view with transfer from Florence. You will visit a historic …More

Florence, Italy

5.0 (2)

Montepulciano and Chianti in 1 day + lunch&transfer from Florence

Discover Montepulciano and Chianti areas by tasting various vintages and have lunch with a breathtaking view with transfer from Florence. You will visit a historic...

11 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$321

Lecce: Traditional Meal at a Wine Bistrot

Enjoy a quiet experience away from Lecce's tourist crowds. In a cozy wine bar located in the old town with an inspiring deco, taste Puglia …More

Lecce, Italy

5.0 (3)

Lecce: Traditional Meal at a Wine Bistrot

Enjoy a quiet experience away from Lecce's tourist crowds. In a cozy wine bar located in the old town with an inspiring deco, taste Puglia...

2 hours Free Cancellation

5.0 (3)

from
$69

Mount Vesuvius Wine Tasting & Traditional Lunch

If you want to completely immerse yourself in the gastronomic world of this volcanic territory, a treasure trove of history, art, archeology and culinary peculiarities, …More

Pompeii, Italy

4.3 (3)

Mount Vesuvius Wine Tasting & Traditional Lunch

If you want to completely immerse yourself in the gastronomic world of this volcanic territory, a treasure trove of history, art, archeology and culinary peculiarities,...

2 hours Free Cancellation

4.3 (3)

from
$78

Rome was not built in a day of course, but one day is sufficient to have a nice view of this marvelous City! we offer …More

Rome, Italy

5.0 (3)

Rome Full day tour & wine tasting

Rome was not built in a day of course, but one day is sufficient to have a nice view of this marvelous City! we offer...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$114

Roman Villa Mosaics Tour & Valpolicella Wine Tasting

Our journey begins with a minivan ride to a hidden gem—the recently unearthed Roman villa beneath our Amarone vineyards. Imagine walking in the footsteps of …More

Vicenza, Italy

5.0 (1)

Roman Villa Mosaics Tour & Valpolicella Wine Tasting

Our journey begins with a minivan ride to a hidden gem—the recently unearthed Roman villa beneath our Amarone vineyards. Imagine walking in the footsteps of...

2 hours Free Cancellation

5.0 (1)

from
$86

Parmigiano, Organic Wine Tasting and Lunch among Medieval Hamlets

After admiring the Chiaravalle della Colomba Abbey, founded in 1135 and still inhabited by monks, and its evocative cloister, we move on to Castell'Arquato, a …More

Parma, Italy

5.0 (2)

Parmigiano, Organic Wine Tasting and Lunch among Medieval Hamlets

After admiring the Chiaravalle della Colomba Abbey, founded in 1135 and still inhabited by monks, and its evocative cloister, we move on to Castell'Arquato, a...

7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$195

Private Exclusive Tour of Pompeii ruins & wine tastings

When in Naples, on a cruise or travelling on your own, a visit to the archeological park of Pompeii is really mandatory for all travellers. …More

Naples, Italy

5.0 (2)

Private Exclusive Tour of Pompeii ruins & wine tastings

When in Naples, on a cruise or travelling on your own, a visit to the archeological park of Pompeii is really mandatory for all travellers....

5 hours Free Cancellation

5.0 (2)

from
$448

Wine tasting and guided tour of the cellar

Fattoria Sorbaiano, a historic farm with a wine and oil production vocation, is located in Montecatini val di Cecina, in the DOC Montescudaio. We organize …More

5.0 (2)

Wine tasting and guided tour of the cellar

Fattoria Sorbaiano, a historic farm with a wine and oil production vocation, is located in Montecatini val di Cecina, in the DOC Montescudaio. We organize...

1 hour Free Cancellation

5.0 (2)

from
$28

Taste the flavors of southern Italy through the eyes of a local. Visit a traditional family-owned winery and get to know the owners. Enjoy a …More

Naples, Italy

4.2 (19)

Wine and Food Tasting in Naples Italy

Taste the flavors of southern Italy through the eyes of a local. Visit a traditional family-owned winery and get to know the owners. Enjoy a...

2 hours 30 minutes Free Cancellation

4.2 (19)

from
$79

Mt. Etna trekking and Wine tasting - From Syracuse

This tour allows you to travel comfortably from Syracuse to Mt. Etna on a shuttle minivan. With our guide you can visit old craters and …More

5.0 (4)

Mt. Etna trekking and Wine tasting - From Syracuse

This tour allows you to travel comfortably from Syracuse to Mt. Etna on a shuttle minivan. With our guide you can visit old craters and...

9 hours Free Cancellation

5.0 (4)

from
$165

Let’s explore the so-called Colline Lucchesi and Montecarlo wine areas. This area is known not only for typical Tuscan Sangiovese and Trebbiano grapes, but also …More

Versilia, Italy

5.0 (2)

Wine tour and lunch in Lucca area

Let’s explore the so-called Colline Lucchesi and Montecarlo wine areas. This area is known not only for typical Tuscan Sangiovese and Trebbiano grapes, but also...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$402

Private wine tasting in your Villa in Versilia with sommelier

I am Simone Vergamini, "Best Sommelier of Tuscany 2023, 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022. We can organize the …More

Lucca, Italy

5.0 (1)

Private wine tasting in your Villa in Versilia with sommelier

I am Simone Vergamini, "Best Sommelier of Tuscany 2023, 3rd place at the Best Sommelier of Italy 2018, 2021 and 2022. We can organize the...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$64

Private driver for Florence city sightseeing & Wine Tour Chianti

Hi I'm Gianluca, I was born in Florence and I have a long experience on Tours, I know my places and I love to show …More

Florence, Italy

5.0 (2)

Private driver for Florence city sightseeing & Wine Tour Chianti

Hi I'm Gianluca, I was born in Florence and I have a long experience on Tours, I know my places and I love to show...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$930

Private Tour Castel Gandolfo, Frascati with Wine Tasting

We are committed to making the tour as engaging, relaxing and responsive to your tastes and needs, for a pleasant experience that remains etched in …More

Rome, Italy

5.0 (2)

Private Tour Castel Gandolfo, Frascati with Wine Tasting

We are committed to making the tour as engaging, relaxing and responsive to your tastes and needs, for a pleasant experience that remains etched in...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$218

During the past 5 years, I have grown passionate about good wine and have started getting curious about it. My best friend has become a …More

Naples, Italy

5.0 (2)

Regional food and wine tasting

During the past 5 years, I have grown passionate about good wine and have started getting curious about it. My best friend has become a...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$56

A Lovely Amalfi Coast Tour with a Wine Tasting up the Mount

Are you spending time online to look for key attractions of the stunning Amalfi Coast? allow us to guide you with our Amalfi Coast Tour …More

Sorrento, Italy

5.0 (1)

A Lovely Amalfi Coast Tour with a Wine Tasting up the Mount

Are you spending time online to look for key attractions of the stunning Amalfi Coast? allow us to guide you with our Amalfi Coast Tour...

8 hours Free Cancellation

5.0 (1)

from
$199

Private Pisa & Tuscany Wine Tour with Tasting & Lunch

Experience the best of Tuscany on this private shore excursion from Livorno, combining the world-famous Leaning Tower of Pisa with an authentic Tuscany wine tour. …More

Livorno, Italy

5.0 (4)

Private Pisa & Tuscany Wine Tour with Tasting & Lunch

Experience the best of Tuscany on this private shore excursion from Livorno, combining the world-famous Leaning Tower of Pisa with an authentic Tuscany wine tour....

8 hours Free Cancellation

5.0 (4)

from
$226

Suvereto Wine Experience PRIVATE TOUR from SIENA

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences * …More

Siena, Italy

5.0 (2)

Suvereto Wine Experience PRIVATE TOUR from SIENA

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experiences *...

10 hours Hotel pickup offered

5.0 (2)

from
$272

Art, countryside and food. The Renaissance city of Urbino, the uncontaminated nature of Montefeltro, its green hills and the organic and zero km products that …More

Pesaro, Italy

5.0 (2)

EBike tour with organic wine tasting

Art, countryside and food. The Renaissance city of Urbino, the uncontaminated nature of Montefeltro, its green hills and the organic and zero km products that...

5 hours Free Cancellation

5.0 (2)

from
$138

Chianti from Florence:PRIVATE Wine, Olive Oil Tasting in the Tuscan countryside

“If you truly want to experience the Chianti region, this is the tour you’ve been looking for!” The Chianti region is celebrated worldwide for its …More

Florence, Italy

5.0 (4)

Chianti from Florence:PRIVATE Wine, Olive Oil Tasting in the Tuscan countryside

“If you truly want to experience the Chianti region, this is the tour you’ve been looking for!” The Chianti region is celebrated worldwide for its...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$278

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?

No problem. These Italy Wine Tasting & Winery Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Italy trip ideas?

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