Vineyard in Sicily, Italy
country flag

Sicily Wine Tours & Vacations

Ratings of Zicasso's Service
<p>Sicily offers a unique experience for wine novices and aficionados alike. Explore an island immersed in ancient traditions, covered with timeless landscapes and prevalent with delectable food and wine. Introduce your palate to whole new flavors with a private Sicily wine tour handcrafted just for you by Zicasso’s experts.</p>

Sicily offers a unique experience for wine novices and aficionados alike. Explore...

Sicily offers a unique experience for wine novices and aficionados alike. Explore an island immersed in ancient traditions, covered with timeless landscapes and prevalent with delectable food and wine. Introduce your palate to whole new flavors with a private Sicily wine tour handcrafted just for you by Zicasso’s experts.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
Medieval church of the city of Taormina. Sicily, Italy

Perfect One-Week Sicily Wine Tour

Places Visited: Taormina, Mount Etna +6 more
Places Visited: Taormina, Mount Etna, Noto, Ragusa, Modica +3 more

7 Day Custom Tour

From $3,200

Traditional assortment of the fish market of the island town, Sicily

Exquisite Tour of Sicily’s Culinary Culture

Places Visited: Palermo, Taormina +1 more
Places Visited: Palermo, Taormina, Syracuse 

10 Day Custom Tour

From $4,500

Harvested grapes in basket at Italian vineyard on Mount Etna, Sicily

Highlights of Sicily Wine Tour

Places Visited: Palermo, Cefalù +7 more
Places Visited: Palermo, Cefalù, Vallelunga, Segesta, Mazara +4 more

9 Day Custom Tour

From $4,100

Vineyards in Sicily, Italy

Sicily Itinerary for the Experienced Wine Connoisseur

Places Visited: Noto, Taormina +3 more
Places Visited: Noto, Taormina, Salina, Catania, Marzamemi 

8 Day Custom Tour

From $3,600

Couple at a luxury resort pool surrounded by vineyards in Selinunte, Sicily

Romantic Sicily Wine Tour

Places Visited: Palermo, Marsala +3 more
Places Visited: Palermo, Marsala, Cefalù, Erice, Selinunte 

9 Day Custom Tour

From $4,100

Vineyards in Sicily with Mt. Etna in the background

Sicily Wine Tour: History & Culture Exploration

Places Visited: Catania, Siracusa +3 more
Places Visited: Catania, Siracusa, Vittoria, Caltanissetta, Mt. Etna 

9 Day Custom Tour

From $4,100

Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

We Work With the Best Travel Agents for Sicily Wine Tours

See all Agents

Reviews of Zicasso's Referral Service

4.89 stars based on 5482 reviews.

Italy Tour Review: Sicily, Cooking Class, Boating, Swimming,...
"Our agent helped plan an amazing vacation, with a nice...

Reviewed By Thomas B.

Italy Honeymoon Review: Florence, Rome, Siracusa, Taormina,...
"Our travel agent was wonderful, prompt, and planned a trip...

Reviewed By Natalie P.

Italy Trip Review: Marriage Proposal, Cuisine, Culture,...
"It was an amazing trip; the best I’ve ever been on. I took...

Reviewed By Mike P.

Italy Luxury Trip Review: Rome, Florence, Sorrento, History,...
"Our travel agent took care of all the transportation connections,...

Reviewed By Russ W.

Italy Tour Review: Venice, Rome, Sorrento, Florence, Amalfi...
"Planning a whirlwind 10-night, four-city tour of Italy...

Reviewed By Frank D.

Italy Tour Review: Rome, Naples, Pompeii, History, Culture,...
"If you want to experience an authentic trip to Italy, let...

Reviewed By Thomas A.