Ischia Island in Sicily, Italy
30,000+ Verified Traveler Reviews

Eight Day Sicily Itineraries

Eight-day Sicily itineraries bring the Mediterranean’s crossroads to life by immersing you in the seductive coastline and remarkable cultural heritage. Sicily is timeless and endlessly alluring, with a collection of ancient Greek ruins and flavors influenced by the historic connections to surrounding civilizations, shimmering seas, and rugged mountains. Zicasso travel specialists have planned thousands of custom Italy tours and vacations, providing travelers with unique experiences based on local knowledge and expertise. Find inspiration with our sample itineraries before speaking with the right Zicasso travel specialist for you.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Discover the famous Colosseum, which takes you back in time to Ancient Rome.

8 Day Trip IdeaFrom $3,600

Immersive Southern Italy and Sicily Tour: Food, Culture, and History

Rome, Naples, Salerno, Palermo (City), Agrigento
Enjoy a relaxing morning boat ride along the bay in Mondello, Mediterranean, Palermo

8 Day Trip IdeaFrom $7,800

Taste of Sicily: VIP Food & Wine Tour

Palermo, Mazara del Vallo
Sunset on the famous vineyards of Sicily, Italy

8 Day Trip IdeaFrom $3,600

Custom Tailored Sicily Wine Tour

Catania, Taormina, Noto, Syracuse, Butera +8 more
The grapes are ripe and ready to harvest. Variety quot uva Italia quot. September, near the city of Agrigento.

8 Day Trip IdeaFrom $3,600

Wine Lovers Sicily Tour: History, Tasting & More

Catania, Palermo, Etna, Taormina, Syracuse +5 more
Taste real chocolate on a guided tour of Modica, Italy.

8 Day Trip IdeaFrom $3,600


 A Perfect Sicily Culinary Tour

Palermo, Sciacca, Selinunte, Agrigento, Taormina +3 more
Vineyards in Sicily, Italy

8 Day Trip IdeaFrom $3,600

Sicily Itinerary for the Experienced Wine Connoisseur

Noto, Taormina, Salina, Catania, Marzamemi

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 Eight Day Sicily Itineraries

Based on 5729 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 Travel Review: Lake Como, Cinque Terre, Florence, Rome, Boat Ride, Hiking, Cooking Class, 10 Days

Amazing!! Everything from start to finish was simply amazing! The process, from the beginning with Zicasso to the end with Zicasso’s travel consultant, was flawless. She was in touch throughout the whole process. In preparation, she was very responsive and, once we were there, every little detail was thought through.

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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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