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 Irpinia Wine Tour from POSITANO, AMALFI or RAVELLO

Discover the outstanding wine of Campania’s Irpinia region on a private full-day day tour from the Amalfi Coast. Leave Positano, Amalfi or Ravello in the …More

Pompeii, Italy

4.9 (20)

Private Irpinia Wine Tour from POSITANO, AMALFI or RAVELLO

Discover the outstanding wine of Campania’s Irpinia region on a private full-day day tour from the Amalfi Coast. Leave Positano, Amalfi or Ravello in the...

8 hours Hotel pickup offered Free Cancellation

4.9 (20)

from
$166

Course in Rome: Wine Education with Food - mini sommelier course

Are you passionate about wine and eager to deepen your knowledge? Our new Wine Education Course is designed just for you! What to Expect: Four …More

Rome, Italy

5.0 (20)

Course in Rome: Wine Education with Food - mini sommelier course

Are you passionate about wine and eager to deepen your knowledge? Our new Wine Education Course is designed just for you! What to Expect: Four...

3 hours Free Cancellation

5.0 (20)

from
$90

Siena: Chianti Wine Tour with Wine Tasting and Lunch

Just a few minutes from Siena, San Giorgio a Lapi offers an authentic experience in the heart of Tuscany, in a unique location between Chianti …More

Siena, Italy

5.0 (20)

Siena: Chianti Wine Tour with Wine Tasting and Lunch

Just a few minutes from Siena, San Giorgio a Lapi offers an authentic experience in the heart of Tuscany, in a unique location between Chianti...

3 hours Free Cancellation

5.0 (20)

from
$86

Fresh Pasta Class in Florence with unlimited Wine

Step into history as you join our class held in one of the oldest restaurants in Florence, nestled within a stunning building that dates back …More

Florence, Italy

4.9 (20)

Fresh Pasta Class in Florence with unlimited Wine

Step into history as you join our class held in one of the oldest restaurants in Florence, nestled within a stunning building that dates back...

3 hours 15 minutes Free Cancellation

4.9 (20)

from
$67

Private Tour to Siena and San Gimignano with Wine Tasting & Lunch

Exclusive Private Full day Tour available from Florence or Livorno with visits on your own of these two typical Medieval towns in Tuscany region. Discover …More

Florence, Italy

4.8 (20)

Private Tour to Siena and San Gimignano with Wine Tasting & Lunch

Exclusive Private Full day Tour available from Florence or Livorno with visits on your own of these two typical Medieval towns in Tuscany region. Discover...

8 hours Hotel pickup offered Free Cancellation

4.8 (20)

from
$563

Rialto Market Food Tour: Wine Tasting & Sightseeing in Venice

Stroll through the streets of the city center and explore the best foodie stops of the city of Venice. Led by a local and expert …More

Venice, Italy

5.0 (20)

Rialto Market Food Tour: Wine Tasting & Sightseeing in Venice

Stroll through the streets of the city center and explore the best foodie stops of the city of Venice. Led by a local and expert...

4 hours Free Cancellation

5.0 (20)

from
$106

Rome VIP Wine and Food Tasting in a 2,000 Year Old Roman Cistern

In the heart of the most characteristic district of Rome, Trastevere, it is located in the basement of an 18th-century building, the Catina Fabullus. An …More

Rome, Italy

4.8 (20)

Rome VIP Wine and Food Tasting in a 2,000 Year Old Roman Cistern

In the heart of the most characteristic district of Rome, Trastevere, it is located in the basement of an 18th-century building, the Catina Fabullus. An...

45 to 75 minutes Free Cancellation

4.8 (20)

from
$50

2 Guests Private Prosecco Road Tour All Inclusive from Venice

PRIVATE TOUR Pickup at 9:30 AM from Venice’s Piazzale Roma. You’ll visit three wineries during your day: First Winery Prosecco Superiore DOCG: Experience a special …More

Venice, Italy

5.0 (20)

2 Guests Private Prosecco Road Tour All Inclusive from Venice

PRIVATE TOUR Pickup at 9:30 AM from Venice’s Piazzale Roma. You’ll visit three wineries during your day: First Winery Prosecco Superiore DOCG: Experience a special...

7 hours Free Cancellation

5.0 (20)

from
$801

Chianti Vineyards Tours in Private Luxury Van from Florence

• During the 8-hour guided tour you'll have the opportunity to visit some of the most famous vineyards, see their wine cellars and taste excellent …More

Florence, Italy

5.0 (20)

Chianti Vineyards Tours in Private Luxury Van from Florence

• During the 8-hour guided tour you'll have the opportunity to visit some of the most famous vineyards, see their wine cellars and taste excellent...

8 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$801

Small family-run winery, certified organic, which produces exclusively from its own grapes with a strong focus on sustainability. We will offer you a private tasting …More

Florence, Italy

5.0 (20)

Classic Wine Tasting by Carus Wines

Small family-run winery, certified organic, which produces exclusively from its own grapes with a strong focus on sustainability. We will offer you a private tasting...

2 hours Free Cancellation

5.0 (20)

from
$23

Pompeii and Herculaneum Skip-The-Line with Lunch&WineTasting 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 of …More

Rome, Italy

5.0 (20)

Pompeii and Herculaneum Skip-The-Line with Lunch&WineTasting 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 of...

12 hours Hotel pickup offered Free Cancellation

5.0 (20)

from
$344

Our winery is close to Alcamo, S.s. 119 km 3,3 the tour lasts about an hour and a half. the tour includes: story of the company, wine tasting …More

5.0 (20)

Embark on a Sicilian Wine Journey

Our winery is close to Alcamo, S.s. 119 km 3,3 the tour lasts about an hour and a half. the tour includes: story of the company, wine tasting...

1 to 2 hours Free Cancellation

5.0 (20)

from
$46

You will be welcome by the owners of the old tradition family-run business. The Wine&EVO Oil tour will start from the visit of one of …More

Arezzo, Italy

5.0 (19)

Wine & Oil Tasting Experience

You will be welcome by the owners of the old tradition family-run business. The Wine&EVO Oil tour will start from the visit of one of...

1 to 3 hours Free Cancellation

5.0 (19)

from
$45

Private Day Trip Brunello Wine with Lunch from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Wine lovers, dedicate a day to the legendary Brunello! Embark on an extraordinary 9-hour guided tour from Florence. …More

Florence, Italy

5.0 (19)

Private Day Trip Brunello Wine with Lunch from Florence

• EXPERIENCE FOR YOUR PRIVATE GROUP • Wine lovers, dedicate a day to the legendary Brunello! Embark on an extraordinary 9-hour guided tour from Florence....

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$154

Private Tuscany Tour: Siena, San Gimignano and Pisa from Florence

With this personalized tour of Tuscany, you and your friends may see all the area's hidden treasures in a single day. An experience made even …More

Florence, Italy

5.0 (19)

Private Tuscany Tour: Siena, San Gimignano and Pisa from Florence

With this personalized tour of Tuscany, you and your friends may see all the area's hidden treasures in a single day. An experience made even...

11 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$663

Sorrento Family Farm: Pizza Class, Cheese Making, Wine, Pickup

Join a culinary adventure at a renowned D.O.P. certified farm, where tradition meets sustainability. Guided by passionate experts, uncover eco-friendly practices from animal care to …More

Sorrento, Italy

4.9 (19)

Sorrento Family Farm: Pizza Class, Cheese Making, Wine, Pickup

Join a culinary adventure at a renowned D.O.P. certified farm, where tradition meets sustainability. Guided by passionate experts, uncover eco-friendly practices from animal care to...

4 hours Free Cancellation

4.9 (19)

from
$107

Dinner in a home restaurant with Chef Massimo in Taormina

For a unique experience during your holiday in Sicily, chef Massimo offers a type of service that represents the Sicily of the Sicilians. That is …More

5.0 (19)

Dinner in a home restaurant with Chef Massimo in Taormina

For a unique experience during your holiday in Sicily, chef Massimo offers a type of service that represents the Sicily of the Sicilians. That is...

3 hours 30 minutes Free Cancellation

5.0 (19)

from
$110

From San Gimignano: Tuscany Wine tour by Tuk Tuk with Lunch

What a better gift for your lover or best friend than visit Tuscany on board of a convertible Tuk Tuk for 2 to explore the …More

San Gimignano, Italy

4.8 (19)

From San Gimignano: Tuscany Wine tour by Tuk Tuk with Lunch

What a better gift for your lover or best friend than visit Tuscany on board of a convertible Tuk Tuk for 2 to explore the...

4 hours Free Cancellation

4.8 (19)

from
$170

The idea of organizing a tour of about seven hours in Massa Lubrense and its hamlets, with the aim of making visitors live an authentic …More

Sorrento, Italy

5.0 (19)

Like a local... in Massa Lubrense

The idea of organizing a tour of about seven hours in Massa Lubrense and its hamlets, with the aim of making visitors live an authentic...

6 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$194

SESTRI LEVANTE — VINACCIERI BALLERINI RESERVE Wine Tasting

VINACCIERI BALLERINI RESERVE - WINE EXPERIENCE Discover the elegance of Liguria with a guided tasting led by a professional Sommelier. Savor five premium wines from …More

5.0 (19)

SESTRI LEVANTE — VINACCIERI BALLERINI RESERVE Wine Tasting

VINACCIERI BALLERINI RESERVE - WINE EXPERIENCE Discover the elegance of Liguria with a guided tasting led by a professional Sommelier. Savor five premium wines from...

1 hour 30 minutes Free Cancellation

5.0 (19)

from
$29

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?