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 →

Pompeii Sorrento Positano, Minivan + Guide

Let yourself be transported on an exciting journey through time, in the beauty, in the flavors, in the local traditions of this fantastic land.Pompeii does …More

Naples, Italy

5.0 (32)

Pompeii Sorrento Positano, Minivan + Guide

Let yourself be transported on an exciting journey through time, in the beauty, in the flavors, in the local traditions of this fantastic land.Pompeii does...

7 hours Hotel pickup offered Free Cancellation

5.0 (32)

from
$148

Rome at your own pace tour and Food Wine Tasting Vip Experience

Start your tour, at your own pace, at Piazza Trinità dei Monti, with a panoramic view of Rome and continue following the itinerary to see: …More

Rome, Italy

5.0 (3)

Rome at your own pace tour and Food Wine Tasting Vip Experience

Start your tour, at your own pace, at Piazza Trinità dei Monti, with a panoramic view of Rome and continue following the itinerary to see:...

3 hours 30 minutes Free Cancellation

5.0 (3)

from
$95

Wine and Balsamic Vinegar Tour with Tasting

Discover the secrets of Lambrusco Grasparossa DOP and Aceto Balsamico Tradizionale di Modena DOP. In our winery you'll learn about Lambrusco production and see first-hand …More

Modena, Italy

4.8 (12)

Wine and Balsamic Vinegar Tour with Tasting

Discover the secrets of Lambrusco Grasparossa DOP and Aceto Balsamico Tradizionale di Modena DOP. In our winery you'll learn about Lambrusco production and see first-hand...

1 hour 15 minutes Free Cancellation

4.8 (12)

from
$34

MONTECHIARO Chianti & Supertuscan WINE EXPERIENCE

- Immerse yourself in the world of Tuscan wine with our comprehensive tasting experience. - Master the art of tasting: Learn professional wine and extra …More

Siena, Italy

5.0 (2)

MONTECHIARO Chianti & Supertuscan WINE EXPERIENCE

- Immerse yourself in the world of Tuscan wine with our comprehensive tasting experience. - Master the art of tasting: Learn professional wine and extra...

1 hour 30 minutes Free Cancellation

5.0 (2)

from
$40

Florence Wine Windows Tour with Food or River Cruise Option

Step into Florence's hidden side with an unforgettable evening walking tour! Start in Piazza della Repubblica, discover secret corners, snap photos at iconic spots like …More

Florence, Italy

4.5 (19)

Florence Wine Windows Tour with Food or River Cruise Option

Step into Florence's hidden side with an unforgettable evening walking tour! Start in Piazza della Repubblica, discover secret corners, snap photos at iconic spots like...

1 hour 30 minutes Free Cancellation

4.5 (19)

from
$40

From Florence The Immersive Tuscan Winery Experience

Your experience begins with a warm welcome and a guided tour through the scenic vineyard, nestled among the rolling hills. As you stroll between the …More

Florence, Italy

5.0 (2)

From Florence The Immersive Tuscan Winery Experience

Your experience begins with a warm welcome and a guided tour through the scenic vineyard, nestled among the rolling hills. As you stroll between the...

3 to 4 hours Free Cancellation

5.0 (2)

from
$158

Farm Tour in Sorrento: Olive Oil, Lemons & Mozzarella Tasting

Discover an authentic Italian experience of the senses on a farm! Stroll through the fragrant lemon gardens and make delicious fresh lemonade. Visit the olive …More

Positano, Italy

5.0 (21)

Farm Tour in Sorrento: Olive Oil, Lemons & Mozzarella Tasting

Discover an authentic Italian experience of the senses on a farm! Stroll through the fragrant lemon gardens and make delicious fresh lemonade. Visit the olive...

3 hours Free Cancellation

5.0 (21)

from
$131

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and …More

Siena, Italy

4.8 (8)

Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano

Enjoy a day trip to three of Tuscany’s most iconic destinations: Montalcino, home of the famous Brunello wine; Pienza, renowned for its Pecorino cheese; and...

10 to 11 hours Free Cancellation

4.8 (8)

from
$262

Private Bike Tour & Chianti Wine Tasting in Tuscany

A full-day cycling tour from Florence into the enchanting Chianti region promises a delightful escape into the Tuscan countryside. Pedal along serene country roads surrounded …More

Florence, Italy

5.0 (26)

Private Bike Tour & Chianti Wine Tasting in Tuscany

A full-day cycling tour from Florence into the enchanting Chianti region promises a delightful escape into the Tuscan countryside. Pedal along serene country roads surrounded...

7 to 8 hours Free Cancellation

5.0 (26)

from
$238

In our Bologna Pub Crawl, we will take you to the squares and bars of Bologna's old town. We will visit some of the locals' …More

Bologna, Italy

4.8 (21)

Bologna Pub Crawl to meet people

In our Bologna Pub Crawl, we will take you to the squares and bars of Bologna's old town. We will visit some of the locals'...

140 to 160 minutes Free Cancellation

4.8 (21)

from
$21

Romantic Marriage Proposal Experience in Lake Garda

Led by expert proposal planner Debora Sartori, this experience includes: Private pier on Lake Garda Romantic floral arch & glowing "Marry Me" sign ️ Candlelight …More

Lake Garda, Italy

5.0 (21)

Romantic Marriage Proposal Experience in Lake Garda

Led by expert proposal planner Debora Sartori, this experience includes: Private pier on Lake Garda Romantic floral arch & glowing "Marry Me" sign ️ Candlelight...

1 hour Free Cancellation

5.0 (21)

from
$1,427

Explore Catania's vibrant nightlife with an engaging pub crawl that promises fun and new knowledge. This lively experience will take you through three of the …More

5.0 (8)

Catania Nightlife Pub Crawl

Explore Catania's vibrant nightlife with an engaging pub crawl that promises fun and new knowledge. This lively experience will take you through three of the...

140 to 160 minutes

5.0 (8)

from
$16

Cortona Cooking Class: Make Fresh Pasta or Pizza with Giada

This Cortona cooking experience is perfect for food lovers, curious travelers, and anyone looking to connect with authentic Italian food and culture. Join a local …More

Arezzo, Italy

5.0 (4)

Cortona Cooking Class: Make Fresh Pasta or Pizza with Giada

This Cortona cooking experience is perfect for food lovers, curious travelers, and anyone looking to connect with authentic Italian food and culture. Join a local...

2 hours Free Cancellation

5.0 (4)

from
$179

The Best of Rome in a Golf cart tour: highlights and hidden gems

Discover the best of Rome’s historic center with a comfortable and relaxed golf cart tour. Marvel at the Eternal City’s most iconic landmarks like the …More

Rome, Italy

4.9 (12)

The Best of Rome in a Golf cart tour: highlights and hidden gems

Discover the best of Rome’s historic center with a comfortable and relaxed golf cart tour. Marvel at the Eternal City’s most iconic landmarks like the...

2 hours 30 minutes Free Cancellation

4.9 (12)

from
$97

The Godfather Tour, Savoca, Forza D’ Agro’ and Sicilian Lunch

Sulle Tracce del Padrino: Cinema, Borghi e Sapori Autentici Rivivi il mito de Il Padrino con un tour esclusivo e personalizzabile tra i borghi di …More

Taormina, Italy

5.0 (16)

The Godfather Tour, Savoca, Forza D’ Agro’ and Sicilian Lunch

Sulle Tracce del Padrino: Cinema, Borghi e Sapori Autentici Rivivi il mito de Il Padrino con un tour esclusivo e personalizzabile tra i borghi di...

4 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$262

Florence Private Golf Cart Tour Art Tuscan Landscapes and Wine

Experience Florence with calm, comfort and elegance, aboard an exclusive electric vehicle with ergonomic seats and independent suspension, designed to offer you a smooth and …More

Florence, Italy

5.0 (4)

Florence Private Golf Cart Tour Art Tuscan Landscapes and Wine

Experience Florence with calm, comfort and elegance, aboard an exclusive electric vehicle with ergonomic seats and independent suspension, designed to offer you a smooth and...

2 hours Free Cancellation

5.0 (4)

from
$89

Verona Pub Crawl Explore Nightlife with New Friends

Discover Verona's vibrant nightlife with a fun-filled pub crawl through the Old Town. Visit three lively bars and enjoy the company of locals and fellow …More

Verona, Italy

5.0 (6)

Verona Pub Crawl Explore Nightlife with New Friends

Discover Verona's vibrant nightlife with a fun-filled pub crawl through the Old Town. Visit three lively bars and enjoy the company of locals and fellow...

140 to 160 minutes

5.0 (6)

from
$19

Rome Ghosts, Secrets & Dark History Small Group Tour with Bites

Explore the hidden side of Rome on a walking tour that blends dark history, ghostly legends, and local flavors. Meet your guide at the Portico …More

Rome, Italy

4.9 (8)

Rome Ghosts, Secrets & Dark History Small Group Tour with Bites

Explore the hidden side of Rome on a walking tour that blends dark history, ghostly legends, and local flavors. Meet your guide at the Portico...

2 hours Free Cancellation

4.9 (8)

from
$45

Montalcino: Brunello Wine Tasting & Tuscan Dinner

What makes this experience truly unique is the opportunity to enjoy an authentic Tuscan dinner among the vineyards of Paradiso di Cacuci, surrounded by the …More

Chianti, Italy

4.8 (5)

Montalcino: Brunello Wine Tasting & Tuscan Dinner

What makes this experience truly unique is the opportunity to enjoy an authentic Tuscan dinner among the vineyards of Paradiso di Cacuci, surrounded by the...

3 hours Free Cancellation

4.8 (5)

from
$187

In our Rome Pub Crawl we will take you to some bars and clubs in Trastevere area: music, people, shots and drinks will do the …More

Rome, Italy

4.7 (32)

Rome Pub Crawl in the Old Town

In our Rome Pub Crawl we will take you to some bars and clubs in Trastevere area: music, people, shots and drinks will do the...

130 to 160 minutes Free Cancellation

4.7 (32)

from
$17

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?