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 →

Book a tasting of our organic/biodynamic wines produced on the Lucca hills; we will take a tour of the vineyard near the cellar, a visit …More

Versilia, Italy

5.0 (18)

Lucca - Wine tasting at Tenuta Mareli

Book a tasting of our organic/biodynamic wines produced on the Lucca hills; we will take a tour of the vineyard near the cellar, a visit...

1 hour 30 minutes Free Cancellation

5.0 (18)

from
$34

Slowlife Family Farm- Cook with us From Garden to Table Syracuse

You will have the unique opportunity of gathering vegetables straight from our vegetable garden, collecting wine, grain, nuts, olives, and preserves from our pantry, and …More

5.0 (18)

Slowlife Family Farm- Cook with us From Garden to Table Syracuse

You will have the unique opportunity of gathering vegetables straight from our vegetable garden, collecting wine, grain, nuts, olives, and preserves from our pantry, and...

5 hours Free Cancellation

5.0 (18)

from
$191

Palermo Rebel Wines Tasting-Local Bites in the City Center

Forget boring wine tastings! With me you’ll discover independent Sicilian wines paired with local tapas and stories you won’t find in any guidebook. I’m a …More

Palermo, Italy

4.8 (18)

Palermo Rebel Wines Tasting-Local Bites in the City Center

Forget boring wine tastings! With me you’ll discover independent Sicilian wines paired with local tapas and stories you won’t find in any guidebook. I’m a...

2 hours Free Cancellation

4.8 (18)

from
$56

Small Group Chianti Wine Tour with a Somm

Perfect for wine lovers and cultural enthusiasts alike, this Tour offers an authentic taste of Tuscany’s rich winemaking legacy with a Certified Sommelier. Beyond the …More

Florence, Italy

5.0 (17)

Small Group Chianti Wine Tour with a Somm

Perfect for wine lovers and cultural enthusiasts alike, this Tour offers an authentic taste of Tuscany’s rich winemaking legacy with a Certified Sommelier. Beyond the...

8 hours Free Cancellation

5.0 (17)

from
$237

From Padua: Olive Oil & Wine in the Euganean Hills

In the middle of Region Veneto, discover the olive and wine excellences of the Euganean Hills. For some time now, vines and olive trees have …More

Padua, Italy

4.8 (17)

From Padua: Olive Oil & Wine in the Euganean Hills

In the middle of Region Veneto, discover the olive and wine excellences of the Euganean Hills. For some time now, vines and olive trees have...

4 hours Hotel pickup offered Free Cancellation

4.8 (17)

from
$152

Montefalco: Winery and Oil Mill Tour in with Light Lunch

An emotional tour dedicated to lovers of italian wine, oil and food. An exciting guided tour of an oil mill and winery in Montefalco, the famous …More

Perugia, Italy

5.0 (17)

Montefalco: Winery and Oil Mill Tour in with Light Lunch

An emotional tour dedicated to lovers of italian wine, oil and food. An exciting guided tour of an oil mill and winery in Montefalco, the famous...

2 to 3 hours Free Cancellation

5.0 (17)

from
$77

Please joins us in the heart of Sorrento at Casa Banana for a unique wine tasting of four regional wines paired with four variations of …More

Sorrento, Italy

5.0 (17)

4 Wines and 4 Mozzarella Tasting

Please joins us in the heart of Sorrento at Casa Banana for a unique wine tasting of four regional wines paired with four variations of...

1 hour 15 minutes Free Cancellation

5.0 (17)

from
$56

Paint & Sip in a 17th-Century Palazzo with Wine & Pizza

Our Sip & Paint event is the perfect pre-dinner activity. It is an opportunity to indulge in a new and exciting evening aperitivo, with good …More

Rome, Italy

4.8 (17)

Paint & Sip in a 17th-Century Palazzo with Wine & Pizza

Our Sip & Paint event is the perfect pre-dinner activity. It is an opportunity to indulge in a new and exciting evening aperitivo, with good...

2 hours Free Cancellation

4.8 (17)

from
$55

Half-day Chianti Classico Wine tour from Florence - Small Group

A perfect afternoon to discover the Tuscan countryside Terrific scenery of the Chianti Classico wine region Perfect tour for wine lovers -Sample several types of …More

Florence, Italy

5.0 (17)

Half-day Chianti Classico Wine tour from Florence - Small Group

A perfect afternoon to discover the Tuscan countryside Terrific scenery of the Chianti Classico wine region Perfect tour for wine lovers -Sample several types of...

5 hours Free Cancellation

5.0 (17)

from
$169

Day drinking in Rome & Scandalous Roman History

Join us for an unforgettable day of Roman revelry! Our adventure begins amidst the grandeur of Rome's iconic monuments. As we gather under the sky …More

Rome, Italy

4.8 (17)

Day drinking in Rome & Scandalous Roman History

Join us for an unforgettable day of Roman revelry! Our adventure begins amidst the grandeur of Rome's iconic monuments. As we gather under the sky...

2 hours 30 minutes Free Cancellation

4.8 (17)

from
$73

Come discover with us, Giulia and Carlo from Yellowboot.it, the Prosecco Hills a UNESCO World Heritage site that offers breathtaking views and beautiful memories to …More

Venice, Italy

4.8 (17)

Adventure in the Prosecco Hills

Come discover with us, Giulia and Carlo from Yellowboot.it, the Prosecco Hills a UNESCO World Heritage site that offers breathtaking views and beautiful memories to...

5 hours 30 minutes Free Cancellation

4.8 (17)

from
$157

Private Wine Tasting at Your Villa in Umbria & Tuscany

Imagine spending a relaxing evening with friends or family, surrounded by the beautiful landscapes of Umbria or Tuscany, while a professional local sommelier comes directly …More

Arezzo, Italy

5.0 (17)

Private Wine Tasting at Your Villa in Umbria & Tuscany

Imagine spending a relaxing evening with friends or family, surrounded by the beautiful landscapes of Umbria or Tuscany, while a professional local sommelier comes directly...

2 hours Free Cancellation

5.0 (17)

from
$45

Pompeii-Herculaneum-Wine tour from Sorrento, with licensed guide included

Travel in comfort aboard a Mercedes vehicle with an English-speaking driver as you visit the fascinating archaeological sites of Pompeii and Herculaneum. You will be …More

Sorrento, Italy

5.0 (17)

Pompeii-Herculaneum-Wine tour from Sorrento, with licensed guide included

Travel in comfort aboard a Mercedes vehicle with an English-speaking driver as you visit the fascinating archaeological sites of Pompeii and Herculaneum. You will be...

8 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$179

Emanuele, a licensed sommelier, will always be by your side as your driver and guide to share his knowledge and help you discover the best …More

Siena, Italy

5.0 (17)

Discover Chianti Classico Wines

Emanuele, a licensed sommelier, will always be by your side as your driver and guide to share his knowledge and help you discover the best...

8 hours

5.0 (17)

from
$276

15m sailing boat trip at sunset of Alghero with Aperitif

Discover the enchantment of the Alghero coast aboard our 15 meter sailing boat, with an aperitif included and the possibility of snorkeling and Sup. We …More

5.0 (17)

15m sailing boat trip at sunset of Alghero with Aperitif

Discover the enchantment of the Alghero coast aboard our 15 meter sailing boat, with an aperitif included and the possibility of snorkeling and Sup. We...

2 hours Free Cancellation

5.0 (17)

from
$56

With Edo - The Forgotten Wine Roads of Piedmont · From Turin

I’m Edo. I personally designed this experience, and I’ll be the one hosting you. I’m not a large tour operator, but a local who lives …More

Turin, Italy

5.0 (17)

With Edo - The Forgotten Wine Roads of Piedmont · From Turin

I’m Edo. I personally designed this experience, and I’ll be the one hosting you. I’m not a large tour operator, but a local who lives...

7 to 8 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$366

Florence Walking Tour Explore Renaissance Gems and Wine Window

Discover the essence of Florence on this intimate walking tour led by a certified local guide. Journey through the historic center, starting in the San …More

Florence, Italy

5.0 (17)

Florence Walking Tour Explore Renaissance Gems and Wine Window

Discover the essence of Florence on this intimate walking tour led by a certified local guide. Journey through the historic center, starting in the San...

2 hours Free Cancellation

5.0 (17)

from
$79

Venetian food stories: a private culinary tour

Have a unique Aperitivo time, the best part of every Venetian’s day. Check the "Bacaroes", the venetian wine bars while sipping some local drinks and …More

Venice, Italy

4.9 (16)

Venetian food stories: a private culinary tour

Have a unique Aperitivo time, the best part of every Venetian’s day. Check the "Bacaroes", the venetian wine bars while sipping some local drinks and...

2 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$78

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most …More

Florence, Italy

5.0 (16)

Brunello di Montalcino Wine Tour with 2 Wineries & Lunch at Farm

Discover the famous Brunello di Montalcino, one of the most renowned wines worldwide. Travel to the land of Brunello, passing along one of Tuscany’s most...

9 hours Free Cancellation

5.0 (16)

from
$234

Rome: Farm-to-Table Food, EVO oil & Wine at a Winemaker Bistrot

Italy is synonymous with wine and food, which is why understanding quality is essential. Together, we'll savor three exquisite wines from the Lazio region and …More

Rome, Italy

5.0 (16)

Rome: Farm-to-Table Food, EVO oil & Wine at a Winemaker Bistrot

Italy is synonymous with wine and food, which is why understanding quality is essential. Together, we'll savor three exquisite wines from the Lazio region and...

2 hours Free Cancellation

5.0 (16)

from
$62

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?