
Two Week Sicily Itineraries
The astounding island of Sicily welcomes visitors ready to display its many wonders. From the ancient Greek temples to the local seafood cuisine, a quintessential two-week Siciliy itinerary is best designed with the aid of one of Zicasso’s expert travel specialists that will immerse you in the island’s Mediterranean essence from cliffside views to sea infused wines.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

14 Day Trip IdeaFrom $6,300
Slow Food & Leisurely Wine Tour of Southern Italy and Sicily

14 Day Trip IdeaFrom $6,300
Unforgettable Romantic Getaway Tour to Sicily

14 Day Trip IdeaFrom $6,300
Discover Sicily Tour: A Feast for the Senses

14 Day Trip IdeaFrom $6,300
Best of Southern Italy & Sicily Tour

14 Day Trip IdeaFrom $6,300
Best of Sicily and Southern Italy Tour for Seniors

15 Day Trip IdeaFrom $6,800
Best of Italy and Sicily Tour
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 Two Week Sicily Itineraries
Based on 5936 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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