
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

8 Day Trip IdeaFrom $3,600
Immersive Southern Italy and Sicily Tour: Food, Culture, and History

8 Day Trip IdeaFrom $3,600
Custom Tailored Sicily Wine Tour

8 Day Trip IdeaFrom $3,600
Wine Lovers Sicily Tour: History, Tasting & More

8 Day Trip IdeaFrom $3,600
A Perfect Sicily Culinary Tour

8 Day Trip IdeaFrom $3,600
Sicily Itinerary for the Experienced Wine Connoisseur
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
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.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.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.
Reviews of Zicasso's Eight Day Sicily Itineraries
Based on 6110 verified traveler reviews.
We had a wonderful honeymoon in Italy! It was easy to coordinate with Zicasso’s travel specialist; she heard what we were interested in doing and seeing, and she planned a seamless vacation. The travel from point to point was easy, we had knowledgeable drivers and guides as we visited new places, and the hotel and restaurant recommendations all led us to perfect spots we wouldn't have found on our own. We had a great time in Rome and Florence, and in the countryside in Tuscany, and would absolutely consider Zicasso again for future trips.
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The trip was excellent. Zicasso’s tour operator handled our special request and situation very well. They were very responsive and helpful.
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Zicasso's was a great company to work with for our trip to Italy. Everyone replied promptly to questions or concerns. We liked the suggested tours. Most of the guides were very engaging and easy to understand.
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The tour company did everything we agreed upon.
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Zicasso’s tour operator was superb! Their communication, understanding of our requests, and planning were excellent. They made our first trip to Italy unforgettable.
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Zicasso’s travel specialist did a wonderful job at listening to what we were looking for in our trip and the experiences we would like to incorporate. Her recommendations were spot-on! All of the tours, guides, cooking classes, and drivers were excellent. All details were taken care of and we had nothing to worry about but enjoying our vacation.
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