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 →

In search of the Alba Truffle - The most authentic hunt

Ready to discover the Piemonte truffle secrets? Andiamo! Follow an experienced Truffle Hunter and his loyal four-legged companion in search for the legendary Tartufo. Our …More

5.0 (1)

In search of the Alba Truffle - The most authentic hunt

Ready to discover the Piemonte truffle secrets? Andiamo! Follow an experienced Truffle Hunter and his loyal four-legged companion in search for the legendary Tartufo. Our...

5 hours

5.0 (1)

from
$445

Pasta Cooking Class Truffle and Local Wine

No car? No problem! We offer a comfortable and stress-free transportation service from the center of Parma, so you can relax and enjoy the journey. …More

Parma, Italy

5.0 (1)

Pasta Cooking Class Truffle and Local Wine

No car? No problem! We offer a comfortable and stress-free transportation service from the center of Parma, so you can relax and enjoy the journey....

3 hours Free Cancellation

5.0 (1)

from
$102

A Journey Through History and Beauty Get ready for an unforgettable day exploring two gems of the Campania region: the ancient city of *Pompeii* and …More

Sorrento, Italy

5.0 (1)

Private Pompei and Ravello Tour

A Journey Through History and Beauty Get ready for an unforgettable day exploring two gems of the Campania region: the ancient city of *Pompeii* and...

7 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$159

Trulli and Wine: Alberobello and Locorotondo Small-Group Tour

Immerse yourself in the beauty and flavors of Puglia with this unforgettable experience! Explore the charming whitewashed alleys of Locorotondo, one of Italy’s most beautiful …More

Bari, Italy

5.0 (1)

Trulli and Wine: Alberobello and Locorotondo Small-Group Tour

Immerse yourself in the beauty and flavors of Puglia with this unforgettable experience! Explore the charming whitewashed alleys of Locorotondo, one of Italy’s most beautiful...

7 hours Free Cancellation

5.0 (1)

from
$183

Journey Through Local Wines Tour in Positano

We have a deep knowledge of local and international labels, and we love wine pairings. Our passion for wine led us to create Roc Wine …More

Positano, Italy

5.0 (1)

Journey Through Local Wines Tour in Positano

We have a deep knowledge of local and international labels, and we love wine pairings. Our passion for wine led us to create Roc Wine...

1 hour Free Cancellation

5.0 (1)

from
$91

Iconic Chianti Town & Two Wineries Visit Full Day Private Tour

Escape the bustling city of Florence and immerse yourself in the rolling hills, ancient vineyards, and timeless charm of the Chianti Classico wine region. On …More

Florence, Italy

5.0 (1)

Iconic Chianti Town & Two Wineries Visit Full Day Private Tour

Escape the bustling city of Florence and immerse yourself in the rolling hills, ancient vineyards, and timeless charm of the Chianti Classico wine region. On...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$282

Boat Sunset Aperitif Tour in Tavolara and Molara

Once we leave Porto San Paolo, we head towards the bay of Tavolara, passing through the Isola dei Cavalli and the Isola Piana. We then …More

5.0 (1)

Boat Sunset Aperitif Tour in Tavolara and Molara

Once we leave Porto San Paolo, we head towards the bay of Tavolara, passing through the Isola dei Cavalli and the Isola Piana. We then...

3 hours 30 minutes Free Cancellation

5.0 (1)

from
$91

Tuscany & Umbria-food and wine tour: flavors of Italy’s heartland

Embark on an unforgettable journey through the enchanting landscapes of Tuscany and Umbria, departing from the art-filled city of Florence. This exclusive tour offers the …More

Florence, Italy

5.0 (1)

Tuscany & Umbria-food and wine tour: flavors of Italy’s heartland

Embark on an unforgettable journey through the enchanting landscapes of Tuscany and Umbria, departing from the art-filled city of Florence. This exclusive tour offers the...

10 hours Free Cancellation

5.0 (1)

from
$266

Savoring Rome From Trastevere Flavors to Jewish Ghetto Delights

Explore the history of Rome through the art of the table with this semi-private 3-hour food tour. Stroll through Trastevere's charming cobblestone streets, savoring classic …More

Rome, Italy

5.0 (1)

Savoring Rome From Trastevere Flavors to Jewish Ghetto Delights

Explore the history of Rome through the art of the table with this semi-private 3-hour food tour. Stroll through Trastevere's charming cobblestone streets, savoring classic...

3 hours Free Cancellation

5.0 (1)

from
$167

Private Chianti Half Day Vineyards Escape

Escape the bustle of the city and immerse yourself in the serene beauty of the Tuscan countryside on this unforgettable half-day tour through the rolling …More

Florence, Italy

5.0 (1)

Private Chianti Half Day Vineyards Escape

Escape the bustle of the city and immerse yourself in the serene beauty of the Tuscan countryside on this unforgettable half-day tour through the rolling...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$922

Inserrata Organic Wine Tasting Experience in San Miniato Pisa

We will guide you on an exclusive journey to discover the flavors and aromas of our organic productions. Tasting our wines and olive oil is …More

Lucca, Italy

5.0 (1)

Inserrata Organic Wine Tasting Experience in San Miniato Pisa

We will guide you on an exclusive journey to discover the flavors and aromas of our organic productions. Tasting our wines and olive oil is...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$74

Discover the flavors and aromas of Puglia with the Wine Tour in Trani—a unique journey blending nature, tradition, and fine wine. Begin with a scenic …More

Bari, Italy

5.0 (1)

TRANI Wine Tours: Flavors of Puglia

Discover the flavors and aromas of Puglia with the Wine Tour in Trani—a unique journey blending nature, tradition, and fine wine. Begin with a scenic...

1 hour Free Cancellation

5.0 (1)

from
$54

Negroamaro Wine Vineyard Tour and Tasting Experience

Explore centuries-old vineyards, visit a historic winery, and discover a one-of-a-kind artistic retreat—culminating in a guided tasting of fine wines paired with local delicacies. All …More

Lecce, Italy

5.0 (1)

Negroamaro Wine Vineyard Tour and Tasting Experience

Explore centuries-old vineyards, visit a historic winery, and discover a one-of-a-kind artistic retreat—culminating in a guided tasting of fine wines paired with local delicacies. All...

2 hours Free Cancellation

5.0 (1)

from
$85

Malvasia Experience: Aeolian Wine Tasting in Salina

Your Wine Experience in Salina is unique because it combines the extraordinary biodiversity of the island with the tasting of natural wines, produced with traditional …More

Isola di Salina, Italy

5.0 (1)

Malvasia Experience: Aeolian Wine Tasting in Salina

Your Wine Experience in Salina is unique because it combines the extraordinary biodiversity of the island with the tasting of natural wines, produced with traditional...

2 hours Free Cancellation

5.0 (1)

from
$65

Cozy and informal atmosphere Take your time: taste without haste at your own pace Learn something new and discover new wines The perfect experience to …More

Verona, Italy

5.0 (1)

Benazzoli Wine Experience

Cozy and informal atmosphere Take your time: taste without haste at your own pace Learn something new and discover new wines The perfect experience to...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$43

Bologna: Archiginnasio guided tour and wine tasting

What makes this tour in Bologna truly unique is the exceptional pairing of a guided visit to one of Italy’s most renowned historic landmarks with …More

Bologna, Italy

5.0 (1)

Bologna: Archiginnasio guided tour and wine tasting

What makes this tour in Bologna truly unique is the exceptional pairing of a guided visit to one of Italy’s most renowned historic landmarks with...

2 hours 30 minutes Free Cancellation

5.0 (1)

from
$72

Art and Wine in the Heart of Chianti discover with us the tradition

Live an authentic experience in the heart of Chianti, unique because it combines art and wine in one path. You will not just be spectators: …More

Florence, Italy

5.0 (1)

Art and Wine in the Heart of Chianti discover with us the tradition

Live an authentic experience in the heart of Chianti, unique because it combines art and wine in one path. You will not just be spectators:...

4 hours Free Cancellation

5.0 (1)

from
$171

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

A stress-free day in Tuscany with authentic food, exceptional wine and breathtaking scenery, all seamlessly organized for you. …More

Rome, Italy

4.7 (5,487)

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

A stress-free day in Tuscany with authentic food, exceptional wine and breathtaking scenery, all seamlessly organized for you....

12 hours Free Cancellation

4.7 (5,487)

from
$100

Pisa Siena San Gimignano with Lunch and Wine Tasting at a Winery

There’s more to Tuscany than Florence. Leave the city behind and discover three other enchanting Tuscan destinations on this day trip to Siena, San Gimignano …More

Florence, Italy

4.6 (5,084)

Pisa Siena San Gimignano with Lunch and Wine Tasting at a Winery

There’s more to Tuscany than Florence. Leave the city behind and discover three other enchanting Tuscan destinations on this day trip to Siena, San Gimignano...

12 hours Free Cancellation

4.6 (5,084)

from
$52

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch

Discover Tuscany in one day from Florence. Begin in the hilltop UNESCO town of San Gimignano with about 2 hours of free time to explore …More

Florence, Italy

4.6 (4,519)

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch

Discover Tuscany in one day from Florence. Begin in the hilltop UNESCO town of San Gimignano with about 2 hours of free time to explore...

11 hours Free Cancellation

4.6 (4,519)

from
$89

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?

Got any more Italy trip ideas?

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