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 →

Ideal for those who want a complete introduction of the estate. You will be guided through an experience that will involve all the senses, in …More

Florence, Italy

5.0 (1)

Cellar Wine Tour

Ideal for those who want a complete introduction of the estate. You will be guided through an experience that will involve all the senses, in...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$34

Enjoy a day with your local driver-guide exploring one of the most charming area in Tuscany! Volterra is simply magnificent, located on a hilltop and …More

Pisa, Italy

5.0 (1)

Tuscany and Wine Tasting Tour from Pisa

Enjoy a day with your local driver-guide exploring one of the most charming area in Tuscany! Volterra is simply magnificent, located on a hilltop and...

9 hours Hotel pickup offered

5.0 (1)

from
$1,065

YOU’LL HAVE A GUIDED VISIT OF THE ANTIC SICILIAN HOUSES, WHERE UNTIL ‘30TIES, PEOPLE USED TO LIVE THERE WITH THEIR ANIMALS. IN SOME OF THEM, …More

5.0 (1)

Sicily wine food tours from Ragusa

YOU’LL HAVE A GUIDED VISIT OF THE ANTIC SICILIAN HOUSES, WHERE UNTIL ‘30TIES, PEOPLE USED TO LIVE THERE WITH THEIR ANIMALS. IN SOME OF THEM,...

3 to 5 hours

5.0 (1)

from
$96

Wine Cheese and EVO Oil Tastings in Tuscany Full-Day from Rome

Experience this great FullDay Tour from Rome exploring the Southern Tuscany towns and countryside and see: • Montepulciano • Pienza • Chianciano Included: - Wine …More

Rome, Italy

5.0 (1)

Wine Cheese and EVO Oil Tastings in Tuscany Full-Day from Rome

Experience this great FullDay Tour from Rome exploring the Southern Tuscany towns and countryside and see: • Montepulciano • Pienza • Chianciano Included: - Wine...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$418

TRANSFER TOUR Florence to Rome with a wine experience in MONTEPULCIANO

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special …More

Florence, Italy

5.0 (1)

TRANSFER TOUR Florence to Rome with a wine experience in MONTEPULCIANO

It's not just arriving at your destination that makes your vacation ... it's experiencing new and wonderful things along the way. Enjoy a very special...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$1,411

Wine tour in Umbria along the Sagrantino trail with light lunch

Walk through a vineyard to learn the secrets of the winemakers. Hear stories about the family who own the wine estate. Drive to the hills …More

Perugia, Italy

5.0 (1)

Wine tour in Umbria along the Sagrantino trail with light lunch

Walk through a vineyard to learn the secrets of the winemakers. Hear stories about the family who own the wine estate. Drive to the hills...

7 hours Free Cancellation

5.0 (1)

from
$259

Piazza Armerina and Caltagirone with wine tasting and lunch in the winery

English: The driver will take care to give adequate time at all stops and to accommodate special requests when possible, to ensure that your experience …More

Ragusa, Italy

5.0 (1)

Piazza Armerina and Caltagirone with wine tasting and lunch in the winery

English: The driver will take care to give adequate time at all stops and to accommodate special requests when possible, to ensure that your experience...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$163

Deluxe Experience: Mozzarella, Oil and Wine Tasting on the Amalfi Coast

This is truly a super luxury experience. Satisfy your every sense through a journey of flavours and fragrances. Indulge in the ultimate culinary experience on …More

Naples, Italy

5.0 (1)

Deluxe Experience: Mozzarella, Oil and Wine Tasting on the Amalfi Coast

This is truly a super luxury experience. Satisfy your every sense through a journey of flavours and fragrances. Indulge in the ultimate culinary experience on...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$226

Private visit to the House of Grand Duke Leopold of Tuscany with invitation

If we talk about Tuscany, we cannot ignore the culture linked to tradition and history: the proposed activity is one of a kind, and interesting, …More

Arezzo, Italy

5.0 (1)

Private visit to the House of Grand Duke Leopold of Tuscany with invitation

If we talk about Tuscany, we cannot ignore the culture linked to tradition and history: the proposed activity is one of a kind, and interesting,...

2 hours 30 minutes Free Cancellation

5.0 (1)

from
$32

Wine experience in a local winery - Departure from Cagliari

Experience the atmosphere of a local winery in a small town of the inland, very popular and famous for the production of wine, while tasting …More

5.0 (1)

Wine experience in a local winery - Departure from Cagliari

Experience the atmosphere of a local winery in a small town of the inland, very popular and famous for the production of wine, while tasting...

3 to 4 hours Free Cancellation

5.0 (1)

from
$135

Wine tasting with lunch at Capriccio Restaurant in Sorrento

Perfect location for a romantic lunch or dinner with your loved one, come to our restaurant and enjoy the sunset overlooking Capri, tasting an excellent …More

Sorrento, Italy

5.0 (1)

Wine tasting with lunch at Capriccio Restaurant in Sorrento

Perfect location for a romantic lunch or dinner with your loved one, come to our restaurant and enjoy the sunset overlooking Capri, tasting an excellent...

2 hours Free Cancellation

5.0 (1)

from
$90

Private Tour Of Chianti with Wine Tastings

Spend a unique day in the Tuscan countryside and discover the essence of our region: delicious wine and food, breathtaking views, medieval castles, and unrivaled …More

Florence, Italy

5.0 (1)

Private Tour Of Chianti with Wine Tastings

Spend a unique day in the Tuscan countryside and discover the essence of our region: delicious wine and food, breathtaking views, medieval castles, and unrivaled...

8 hours Hotel pickup offered

5.0 (1)

from
$1,675

Montepulciano Wine Tasting and Assisi Private Day Tour from Rome

Tuscany provides several wonderful opportunities to discover why its wines are so good - through our wine tasting and wine cellar tours. Undoubtedly, Chianti classico …More

Rome, Italy

5.0 (1)

Montepulciano Wine Tasting and Assisi Private Day Tour from Rome

Tuscany provides several wonderful opportunities to discover why its wines are so good - through our wine tasting and wine cellar tours. Undoubtedly, Chianti classico...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$677

Full-Day Pompeii - Winery Lunch Experience Private Tour

Day Tour of Pompeii Ruins and Mt.Vesuvius would allow you to visit some the best historical sites of the world. Go back in time with a …More

Sorrento, Italy

5.0 (1)

Full-Day Pompeii - Winery Lunch Experience Private Tour

Day Tour of Pompeii Ruins and Mt.Vesuvius would allow you to visit some the best historical sites of the world. Go back in time with a...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$88

Venice Rialto Market Food Delicacies and Sightseeing Tour with a Native Guide

Be welcomed by your guide in Campo San Giacomo di Rialto and live a unique experience across Venice. You won’t only stop by bacari – …More

Venice, Italy

5.0 (1)

Venice Rialto Market Food Delicacies and Sightseeing Tour with a Native Guide

Be welcomed by your guide in Campo San Giacomo di Rialto and live a unique experience across Venice. You won’t only stop by bacari –...

4 hours Free Cancellation

5.0 (1)

from
$100

The orange Gold of San Gimignano - The Saffron Cooking class

✅ Authentic Saffron Experience – Cook with San Gimignano Saffron DOP, one of Tuscany’s most prized ingredients. ✅ Hands-On Cooking Class – Learn traditional techniques …More

San Gimignano, Italy

5.0 (1)

The orange Gold of San Gimignano - The Saffron Cooking class

✅ Authentic Saffron Experience – Cook with San Gimignano Saffron DOP, one of Tuscany’s most prized ingredients. ✅ Hands-On Cooking Class – Learn traditional techniques...

3 hours Free Cancellation

5.0 (1)

from
$282

Buggy ride through the vineyards with tasting and visit of Assisi

Learn all about Umbria's wine traditions while enjoying a quiet walk through the vineyards in a buggy. Immerse yourself in the organic philosophy of the …More

Perugia, Italy

5.0 (1)

Buggy ride through the vineyards with tasting and visit of Assisi

Learn all about Umbria's wine traditions while enjoying a quiet walk through the vineyards in a buggy. Immerse yourself in the organic philosophy of the...

5 hours

5.0 (1)

from
$428

Winery Tour & Wine Tasting with Local Delicacies (3h) Enjoy a full-sensory wine experience in the heart of Umbria. A guided tour of the winery …More

Perugia, Italy

5.0 (1)

Wine tasting

Winery Tour & Wine Tasting with Local Delicacies (3h) Enjoy a full-sensory wine experience in the heart of Umbria. A guided tour of the winery...

2 hours Free Cancellation

5.0 (1)

from
$79

Pompeii SkipTheLine with Lunch&WineTasting from Rome

Enjoy this impressive Fullday visiting Pompeii Archaeological Park, UNESCO World Heritage Site, with Lunch and Wine Tasting at the slopes of Vesuvius Volcano. Included: • …More

Rome, Italy

5.0 (1)

Pompeii SkipTheLine with Lunch&WineTasting from Rome

Enjoy this impressive Fullday visiting Pompeii Archaeological Park, UNESCO World Heritage Site, with Lunch and Wine Tasting at the slopes of Vesuvius Volcano. Included: •...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$294

Why not take this tour? Great wines, amazing atmosphere and interesting anecdotes in a private experience, from Rome to Tuscany for a day. During the …More

Rome, Italy

5.0 (1)

Wine Tour of the Chianti Region

Why not take this tour? Great wines, amazing atmosphere and interesting anecdotes in a private experience, from Rome to Tuscany for a day. During the...

10 hours Hotel pickup offered

5.0 (1)

from
$225

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?