Vineyard in Sicily, Italy
30,000+ Verified Traveler Reviews

Sicily Wine Tours & Vacations

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.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Medieval church of the city of Taormina. Sicily, Italy

7 Day Trip IdeaFrom $3,200

Perfect One-Week Sicily Wine Tour

Taormina, Mount Etna, Noto, Ragusa, Modica +3 more
Traditional assortment of the fish market of the island town, Sicily

10 Day Trip IdeaFrom $4,500

Exquisite Tour of Sicily’s Culinary Culture

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

9 Day Trip IdeaFrom $4,100

Highlights of Sicily Wine Tour

Palermo, Cefalù, Vallelunga, Segesta, Mazara +4 more
Vineyards in Sicily, Italy

8 Day Trip IdeaFrom $3,600

Sicily Itinerary for the Experienced Wine Connoisseur

Noto, Taormina, Salina, Catania, Marzamemi
Couple at a luxury resort pool surrounded by vineyards in Selinunte, Sicily

9 Day Trip IdeaFrom $4,100

Romantic Sicily Wine Tour

Palermo, Marsala, Cefalù, Erice, Selinunte
Vineyards in Sicily with Mt. Etna in the background

9 Day Trip IdeaFrom $4,100

Sicily Wine Tour: History & Culture Exploration

Catania, Siracusa, Vittoria, Caltanissetta, Mt. Etna

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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4.9

Reviews of Zicasso's Sicily Wine Tours & Vacations

Based on 5282 verified traveler reviews.

Italy, Switzerland Travel Review: Livigno, St Moritz, Winter Olympics, 11 Nights

First time to the Olympics and an add-on to Switzerland! Zicasso’s travel specialist was great at listening to our needs and putting together an itinerary.

Our trip to Livigno was fantastic! The location to the two Olympic venues was ideal.

All of the details were covered and when we had a change in one of our day tours due to potential avalanches, the team at the travel company was extremely responsive and was able to adjust.

All of our transportation was well organized and on time. We also had to pivot when our flights home to the US were changed due to weather and the team quickly helped with adjustments to our schedule.

We loved the train from Italy to Switzerland.

We highly recommend this travel specialist and the travel company!

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Italy, Switzerland Travel Review: Livigno, Milan, St Moritz, Pasta Cooking Class, 'The Last Supper', 14 Days

Our experience with Zicasso’s travel company was simply outstanding! Our travel specialists provided top-notch service, from the initial planning to the entirety of the trip.

They were able to secure housing for us in Livigno during the Olympics when no one else was able to do so. Responsiveness to our inquiries during the planning process was always prompt and thorough. Communication regarding the next day's agenda throughout the trip was excellent, including the contact information for our drivers and tour guides, tickets for events, and links to Google Maps, with directions, when needed. If we could give them more than five stars, we would!

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Italy Travel Review: Sorrento, Taormina, Rome, Pompeii, Mount Etna, Wine Tasting, 2 Weeks

We had a fabulous trip to Italy, including to Sorrento, Taormina, and Rome. Zicasso’s travel specialist made sure every detail was taken care of, including stays in beautiful, well-located hotels and excursions that were interesting and fun for our family.

For example, she arranged for an airport host to assist us with our arrival to and departure from the Rome airport, and she was simply amazing, whisking us through the airport and eliminating stress for our family.

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England, Italy Vacation Review: London, Rome, 3 Weeks

In all respects, a well-planned and well-executed trip to London and Rome. The guides were exceptional in knowledge, kindness, and sense of humor. The best restaurant recommendation was the one in London.

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Italy Tour Review: Vatican, Cooking Class, 1 Week

Zicasso’s travel specialist put together a perfect trip for us. We were a large group, with large age and ability ranges—in addition to traveling over the holidays, so places being closed for the holidays was also a challenge. She made magic happen and, honestly, our trip could not have been more seamless.

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Italy Travel Review: Sicily, Taormina, Valley of the Temples, 5-Day Trip

Aside from the delay because of the time change, working with Zicasso’s travel specialist was great. She took care of all arrangements in Sicily once our decisions were made. She confirmed with every hotel, driver, and guide, making sure our travel was effortless.

The guides were great, adding so much historical information to our attractions. Our drivers were friendly, providing us with clean, comfortable vehicles, safe driving, and interesting conversation about modern life in Italy. Our hotels were high-end, in city centers, with amazing breakfast buffets and professional, kind staff.

We used a reputable tour group for our first week of mainland Italy travel, but our experience with this travel specialist far surpassed the tour group experience and our expectations. I would not hesitate to use her again for any travel plans in Italy. She checked in with us pre-, mid-, and post-travel. There wasn’t one hiccup with the plans she made for us.

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