Top Sicily Wine Tasting & Winery Tours

Q: Which Sicily Wine Tasting & Winery Tours have Instant Confirmation?

Sicily Wine Tasting & Winery Tours with Instant Confirmation include: Palermo Pizza and Gelato Cooking Class with Meal and Wine Sea View Sicilian Cooking Class & Taormina Market with Chef Mimmo Private 6-Hour Tour of Three Etna Wineries with food&wine tasting Mt Etna and Wine tasting tour from Catania Palermo Pasta and Gelato Cooking Class in Palermo View all Tours with Instant Confirmation →

Q: I need a ride! Which Sicily Wine Tasting & Winery Tours have Hotel Pickup?

No problem. These Sicily Wine Tasting & Winery Tours include Hotel Pickup: Private 6-Hour Tour of Three Etna Wineries with food&wine tasting Tour Etna and Wine Tasting Mt Etna and Wine tasting tour from Catania Private tour of Etna and Winery Visit with Food and Wine Tasting from Taormina Etna Countryside Food & Wine Lovers Tour (Small Group or Private) View all Tours with Hotel Pickup →

Q: Got any more Sicily trip ideas?

We sure do. Check out our curated lists of hand-picked Sicily Tours. Top 10 Sicily 2026 Senior-friendly tours Sicily The best tours and activities for culture lovers in Sicily Top Day Trips from Sicily Things to do in Sicily this summer View all Sicily Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Sicily?

Based on our sales data over the past year, the most popular styles of tours and activities in Sicily are: Sicily Luxury & Special Occasions Sicily Luxury Tours Sicily Tours & Sightseeing Sicily Half-day Tours Sicily Bus & Minivan Tours View all tour styles in Sicily →

Etna tour with lunch and glass of wine from Syracuse

The best way to explore the wonders of Etna starting from Syracuse! Start an exciting adventure along the spectacular slopes of Mount Etna, where an …More

Syracuse, Italy

4.8 (5)

Etna tour with lunch and glass of wine from Syracuse

The best way to explore the wonders of Etna starting from Syracuse! Start an exciting adventure along the spectacular slopes of Mount Etna, where an...

8 hours Hotel pickup offered Free Cancellation

4.8 (5)

from
$135

Mt. Etna trekking and Wine tasting - From Syracuse

This tour allows you to travel comfortably from Syracuse to Mt. Etna on a shuttle minivan. With our guide you can visit old craters and …More

5.0 (4)

Mt. Etna trekking and Wine tasting - From Syracuse

This tour allows you to travel comfortably from Syracuse to Mt. Etna on a shuttle minivan. With our guide you can visit old craters and...

9 hours Free Cancellation

5.0 (4)

from
$165

Taormina premium food & wine tour at rooftops and upscale bars

Indulge in an exquisite exploration of Taormina's hidden treasures while savoring the finest Sicilian wines and delectable cuisine. Taormina's allure lies in its well-kept secrets, …More

Taormina, Italy

5.0 (4)

Taormina premium food & wine tour at rooftops and upscale bars

Indulge in an exquisite exploration of Taormina's hidden treasures while savoring the finest Sicilian wines and delectable cuisine. Taormina's allure lies in its well-kept secrets,...

4 hours Hotel pickup offered

5.0 (4)

from
$514

Etna Adventure and Wine Experience from Taormina

Explore the volcanic charm with our exclusive Etna Wine Tour, starting from Taormina! Join us for a unique adventure among the lush vineyards on the …More

5.0 (4)

Etna Adventure and Wine Experience from Taormina

Explore the volcanic charm with our exclusive Etna Wine Tour, starting from Taormina! Join us for a unique adventure among the lush vineyards on the...

7 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$113

Highlights during the excursion: visit of Etna Visit of Taormina Visit of a winery + wine tasting Lunch in the winery …More

Cefalù, Italy

5.0 (4)

BETWEEN SKY and FIRE ETNA and TAORMINA

Highlights during the excursion: visit of Etna Visit of Taormina Visit of a winery + wine tasting Lunch in the winery...

8 hours Hotel pickup offered

5.0 (4)

from
$342

Get ready to discover Siracusa with the best street food in the town. Exploring the culinary delights of Siracusa (Syracuse) promises an unforgettable gastronomic experience. …More

5.0 (3)

Syracuse Foods Walking Tour

Get ready to discover Siracusa with the best street food in the town. Exploring the culinary delights of Siracusa (Syracuse) promises an unforgettable gastronomic experience....

3 hours Free Cancellation

5.0 (3)

from
$102

Discover the exquisite taste of wine and experience the rich history of our city during our Messina History and Wine tour. Start your day with …More

5.0 (3)

Messina Wine Tasting

Discover the exquisite taste of wine and experience the rich history of our city during our Messina History and Wine tour. Start your day with...

3 to 4 hours Free Cancellation

5.0 (3)

from
$182

Etna Wine: discovering the volcano & enjoying a wine tasting

The Tour will start by discovering some craters through a trekking path leaded by expert multilingual naturalistic guides. Along the route it will be possible …More

5.0 (3)

Etna Wine: discovering the volcano & enjoying a wine tasting

The Tour will start by discovering some craters through a trekking path leaded by expert multilingual naturalistic guides. Along the route it will be possible...

6 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (3)

from
$121

Etna Wine & Food Volcanic Week Grand Tour (Private)

The Etna Food & Wine Tour has a relaxed pace and offers the chance to enjoy food and wine from the most authentic Sicilian tradition, …More

Catania, Italy

5.0 (3)

Etna Wine & Food Volcanic Week Grand Tour (Private)

The Etna Food & Wine Tour has a relaxed pace and offers the chance to enjoy food and wine from the most authentic Sicilian tradition,...

7 days Hotel pickup offered

5.0 (3)

from
$4,900

Vineyard Tour, Wine and Sicilian delicacies tasting at a Winery in Agrigento

Visit a family rural winery in Agrigento area, where you'll taste local wines and meet the winemaker. Enjoy food and wine tasting with friends and …More

Agrigento, Italy

5.0 (3)

Vineyard Tour, Wine and Sicilian delicacies tasting at a Winery in Agrigento

Visit a family rural winery in Agrigento area, where you'll taste local wines and meet the winemaker. Enjoy food and wine tasting with friends and...

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$46

Catania Private Ghost Tour: Legends and Tastings Under Mount Etna

Uncover Catania’s darker side on this atmospheric 90-minute evening walking tour blending ghost stories, crime legends, and iconic Sicilian street food. Start in the historic …More

5.0 (3)

Catania Private Ghost Tour: Legends and Tastings Under Mount Etna

Uncover Catania’s darker side on this atmospheric 90-minute evening walking tour blending ghost stories, crime legends, and iconic Sicilian street food. Start in the historic...

1 hour 30 minutes Free Cancellation

5.0 (3)

from
$273

Etna Wine and Randazzo town from Taormina

A memorable journey through Sicily’s heart with an unforgettable tour of Randazzo, a charming town on the slopes of Mount Etna. This experience combines history, …More

Taormina, Italy

5.0 (3)

Etna Wine and Randazzo town from Taormina

A memorable journey through Sicily’s heart with an unforgettable tour of Randazzo, a charming town on the slopes of Mount Etna. This experience combines history,...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$261

Taormina Sunset Walking Tour with Wine, Pizza and Cannoli

Walk through the heart of Taormina as you explore its charming historic streets, lively piazzas, and scenic viewpoints overlooking the coastline. During the walk, you’ll …More

5.0 (3)

Taormina Sunset Walking Tour with Wine, Pizza and Cannoli

Walk through the heart of Taormina as you explore its charming historic streets, lively piazzas, and scenic viewpoints overlooking the coastline. During the walk, you’ll...

2 hours 30 minutes Free Cancellation

5.0 (3)

from
$135

Etna Excursion and Lunch - Wine Tasting in Etna DOC Vinery

In this tour you will enjoy the Etna territory at 360 degrees. Visiting the highest active volcano in Europe and tasting the products grown on …More

5.0 (3)

Etna Excursion and Lunch - Wine Tasting in Etna DOC Vinery

In this tour you will enjoy the Etna territory at 360 degrees. Visiting the highest active volcano in Europe and tasting the products grown on...

6 hours Free Cancellation

5.0 (3)

from
$103

If you want to spend an unforgettable day and enjoy all the best that the offers place you have chosen to spend your holidays, choose …More

Catania, Italy

5.0 (3)

Etna Classic & Taormina (day trip)

If you want to spend an unforgettable day and enjoy all the best that the offers place you have chosen to spend your holidays, choose...

6 to 8 hours Free Cancellation

5.0 (3)

from
$638

This is the unique combo day tour with Quad and Wine experiences! Private transportation is always included and a driver will be at your disposal …More

Taormina, Italy

5.0 (3)

Etna Quad & Wine Combo Tour

This is the unique combo day tour with Quad and Wine experiences! Private transportation is always included and a driver will be at your disposal...

8 hours Hotel pickup offered

5.0 (3)

from
$350

Etna Wine Tasting Tour with Lunch and Local Delicacies

Discover the rich flavors of the Etna region on this immersive wine tasting tour. Begin your adventure with a guided visit to the charming town …More

5.0 (3)

Etna Wine Tasting Tour with Lunch and Local Delicacies

Discover the rich flavors of the Etna region on this immersive wine tasting tour. Begin your adventure with a guided visit to the charming town...

7 hours Free Cancellation

5.0 (3)

from
$145

WINE TOUR & ROMAN VILLA in PIAZZA ARMERINA - Tour from Agrigento

• Exclusive Private Tour with licensed GUIDE DRIVER • Just you and your travel partner • Enjoy an exclusive Wine Experience • Visit a unique …More

Agrigento, Italy

5.0 (2)

WINE TOUR & ROMAN VILLA in PIAZZA ARMERINA - Tour from Agrigento

• Exclusive Private Tour with licensed GUIDE DRIVER • Just you and your travel partner • Enjoy an exclusive Wine Experience • Visit a unique...

7 to 8 hours

5.0 (2)

from
$479

Randazzo Town with Etna Winery Experience

Embark on a captivating journey through Sicily’s heart with an unforgettable tour of Randazzo, a charming town on the slopes of Mount Etna. This experience …More

5.0 (2)

Randazzo Town with Etna Winery Experience

Embark on a captivating journey through Sicily’s heart with an unforgettable tour of Randazzo, a charming town on the slopes of Mount Etna. This experience...

7 hours Free Cancellation

5.0 (2)

from
$148

More than a tour: a journey into today’s Palermo—between tourism boom, mafia legacy, and models of urban regeneration. Why join this experience: Discover grassroots urban …More

5.0 (2)

Walking Cultural Tour in Palermo Italy

More than a tour: a journey into today’s Palermo—between tourism boom, mafia legacy, and models of urban regeneration. Why join this experience: Discover grassroots urban...

3 hours Free Cancellation

5.0 (2)

from
$48

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Sicily Wine Tasting & Winery Tours?

What are the best kid-friendly options for Sicily Wine Tasting & Winery Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Sicily Wine Tasting & Winery Tours are:

View all kid-friendly Tours →

Which Sicily Wine Tasting & Winery Tours have Instant Confirmation?

Which Sicily Wine Tasting & Winery Tours have Free Cancellation?

Sicily 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 Sicily Wine Tasting & Winery Tours have Hotel Pickup?

Got any more Sicily trip ideas?

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