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 →

Private Full-Day Prosecco Wine Tour from Venice

I have designed this daily trip, in order to show clients the highlights of the area. Private tour with a Sommelier with a WSET level …More

Venice, Italy

5.0 (1)

Private Full-Day Prosecco Wine Tour from Venice

I have designed this daily trip, in order to show clients the highlights of the area. Private tour with a Sommelier with a WSET level...

8 hours Free Cancellation

5.0 (1)

from
$958

Siena San Gimignano lunch and wine tasting Full day from Rome

The picturesque, well-preserved medieval town of Siena lies in scenic hill just south of Florence, between the Chianti area and Maremma. Siena is a treasure …More

Rome, Italy

5.0 (1)

Siena San Gimignano lunch and wine tasting Full day from Rome

The picturesque, well-preserved medieval town of Siena lies in scenic hill just south of Florence, between the Chianti area and Maremma. Siena is a treasure...

10 hours Free Cancellation

5.0 (1)

from
$338

Private Hike and Wine Experience in the Chianti Classico region

Walking, discovering, and tasting: In the heart of Tuscany, through the lands of the Chianti region, we accompany you on daily excursions combined with original …More

Chianti, Italy

5.0 (1)

Private Hike and Wine Experience in the Chianti Classico region

Walking, discovering, and tasting: In the heart of Tuscany, through the lands of the Chianti region, we accompany you on daily excursions combined with original...

1 day 5 hours Free Cancellation

5.0 (1)

from
$152

Ercolano Vineyards Guided Wine Tasting Experience with Brunch

A walk through the vineyards to experience stories and flavors of the fertile slopes of Mount Vesuvius. A tour of a terraced vineyard with a …More

Naples, Italy

5.0 (1)

Ercolano Vineyards Guided Wine Tasting Experience with Brunch

A walk through the vineyards to experience stories and flavors of the fertile slopes of Mount Vesuvius. A tour of a terraced vineyard with a...

2 hours Free Cancellation

5.0 (1)

from
$43

Piemonte Night - Private Dinner and Wine pairing

Chef: Fabio, owner at Confettiandmartinis. Sommelier: Pier, AIS Diploma, years of experience at Gary Farrell winery in Sonoma, CA. Owner at Oneonthehill. Sommelier: Chiara, AIS …More

Langhe-Roero and Monferrato, Italy

5.0 (1)

Piemonte Night - Private Dinner and Wine pairing

Chef: Fabio, owner at Confettiandmartinis. Sommelier: Pier, AIS Diploma, years of experience at Gary Farrell winery in Sonoma, CA. Owner at Oneonthehill. Sommelier: Chiara, AIS...

3 hours Free Cancellation

5.0 (1)

from
$282

Day Tour of Pompeii Herculaneum and wine tasting

Day tour of Pompei , Herculaneum and wine tasting From Naples, Sorrento, Positano, Amalfi Ravello or Salerno. Depatr From your hotel or apartment at 9:00am …More

Naples, Italy

5.0 (1)

Day Tour of Pompeii Herculaneum and wine tasting

Day tour of Pompei , Herculaneum and wine tasting From Naples, Sorrento, Positano, Amalfi Ravello or Salerno. Depatr From your hotel or apartment at 9:00am...

1 day 9 hours Free Cancellation

5.0 (1)

from
$1,240

An informative one-day tour to discover some of Piedmont's most unique wines. You will spend an entire day visiting the unique Langhe wine area enjoying …More

Langhe-Roero and Monferrato, Italy

5.0 (1)

Wine Tour with a winemaker

An informative one-day tour to discover some of Piedmont's most unique wines. You will spend an entire day visiting the unique Langhe wine area enjoying...

8 hours Free Cancellation

5.0 (1)

from
$277

History and Wine - Private car service, guided tour of Pompeii and Wine tasting

The passion of a local guide that loves to share the beauties and the culture of his country. Be a traveler with Letusdrive Tours to …More

Naples, Italy

5.0 (1)

History and Wine - Private car service, guided tour of Pompeii and Wine tasting

The passion of a local guide that loves to share the beauties and the culture of his country. Be a traveler with Letusdrive Tours to...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$282

Tuscany Highlights and Wine Private Car Tour from Florence

See the world-famous Leaning Tower of Pisa, explore San Gimignano and Siena, and enjoy a wine tasting in Chianti on a full-day road trip from …More

Florence, Italy

5.0 (1)

Tuscany Highlights and Wine Private Car Tour from Florence

See the world-famous Leaning Tower of Pisa, explore San Gimignano and Siena, and enjoy a wine tasting in Chianti on a full-day road trip from...

12 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$346

Florence Wine Tasting Tour with a Private Wine Expert

Discover the purpose of the "little wine holes” in buildings in Florence and taste the best Italian wine on a guided tasting tour! Extended option: …More

Florence, Italy

5.0 (1)

Florence Wine Tasting Tour with a Private Wine Expert

Discover the purpose of the "little wine holes” in buildings in Florence and taste the best Italian wine on a guided tasting tour! Extended option:...

2 to 3 hours Free Cancellation

5.0 (1)

from
$126

Vineyard Tour with Wine Tasting in Cinque Terre

Guided by knowledgeable experts, you'll explore the lush rows of grapevines in Riomaggiore, soaking in the breathtaking vistas and learning about the winemaking process from …More

Cinque Terre, Italy

5.0 (1)

Vineyard Tour with Wine Tasting in Cinque Terre

Guided by knowledgeable experts, you'll explore the lush rows of grapevines in Riomaggiore, soaking in the breathtaking vistas and learning about the winemaking process from...

2 hours Free Cancellation

5.0 (1)

from
$179

Private Chianti Wine Tasting & Scenic Florence Drive Half-Day

Discover the beauty and flavors of Tuscany with a private half-day tour from Florence to the Chianti wine region. Leave Florence with your private driver …More

Florence, Italy

5.0 (1)

Private Chianti Wine Tasting & Scenic Florence Drive Half-Day

Discover the beauty and flavors of Tuscany with a private half-day tour from Florence to the Chianti wine region. Leave Florence with your private driver...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$144

You will be collected from your hotel in by your chauffeur and luxury Mercedes, and you will head first to Pompei for a two hours …More

Pompeii, Italy

5.0 (1)

Pompeii with lunch and Wine tasting

You will be collected from your hotel in by your chauffeur and luxury Mercedes, and you will head first to Pompei for a two hours...

6 hours 30 minutes Free Cancellation

5.0 (1)

from
$790

Pompeii, Vesuvius & wine tasting from Amalfi coast all inclusive

Departure from your accommodation. Visit to the archaeological site of Pompeii and find out what life was like before the catastrophic eruption of Vesuvius in …More

Amalfi, Italy

5.0 (1)

Pompeii, Vesuvius & wine tasting from Amalfi coast all inclusive

Departure from your accommodation. Visit to the archaeological site of Pompeii and find out what life was like before the catastrophic eruption of Vesuvius in...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$315

Prosecco Wine Tour With Tiramisu' From Venice

Taste the best Italian bubbly straight from the source on a prosecco tour from Venice or Treviso. Travel north to the beautiful Valdobiaddene wine region, …More

Venice, Italy

5.0 (1)

Prosecco Wine Tour With Tiramisu' From Venice

Taste the best Italian bubbly straight from the source on a prosecco tour from Venice or Treviso. Travel north to the beautiful Valdobiaddene wine region,...

8 hours Free Cancellation

5.0 (1)

from
$335

Winery tour and wine tasting of organic Chianti wines and extra virgin oil

Relaxation, suggestive landscapes, perfumes and above all uncontaminated nature are the setting for this experience rich in typical and unique flavors. …More

Florence, Italy

5.0 (1)

Winery tour and wine tasting of organic Chianti wines and extra virgin oil

Relaxation, suggestive landscapes, perfumes and above all uncontaminated nature are the setting for this experience rich in typical and unique flavors....

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$23

Private Wine & Evo oil Tasting with Vegetarian Meal

✅ Exclusive Wine, Olive Oil & Balsamic Vinegar Tasting – Savor our organic wines and premium olive oils, straight from our estate. ✅ Farm-to-Table Vegetarian …More

San Gimignano, Italy

5.0 (1)

Private Wine & Evo oil Tasting with Vegetarian Meal

✅ Exclusive Wine, Olive Oil & Balsamic Vinegar Tasting – Savor our organic wines and premium olive oils, straight from our estate. ✅ Farm-to-Table Vegetarian...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$85

Pompeii and Herculaneum Skip-The-Line with Lunch and Wine Tasting from Rome

Enjoy this wonderful Fullday visiting the ancient Pompeii and Herculaneum Ercolano Archaeological Parks, UNESCO World Heritage Sites with Lunch and Wine Tasting at the slopes …More

Rome, Italy

5.0 (1)

Pompeii and Herculaneum Skip-The-Line with Lunch and Wine Tasting from Rome

Enjoy this wonderful Fullday visiting the ancient Pompeii and Herculaneum Ercolano Archaeological Parks, UNESCO World Heritage Sites with Lunch and Wine Tasting at the slopes...

12 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$339

In the charming historic center of Domodossola, an enchanting tasting of three exquisite Ossola wines awaits you. Savor the Prünent, a typical local red, and …More

Lake Maggiore, Italy

5.0 (1)

Wine Tasting in Domodossola

In the charming historic center of Domodossola, an enchanting tasting of three exquisite Ossola wines awaits you. Savor the Prünent, a typical local red, and...

2 hours Free Cancellation

5.0 (1)

from
$38

Tuscany from Rome, Montepulciano & Pienza with wine tasting and Lunch included

This day trip is dedicated to all the wine lovers, a day to enjoy the southern countryside of Tuscany, the wineries and towns such as …More

Rome, Italy

5.0 (1)

Tuscany from Rome, Montepulciano & Pienza with wine tasting and Lunch included

This day trip is dedicated to all the wine lovers, a day to enjoy the southern countryside of Tuscany, the wineries and towns such as...

10 hours Hotel pickup offered

5.0 (1)

from
$282

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?