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.

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Let these itineraries inspire your personalized travel experience

Agrigento in Sicily, Italy

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 5757 verified traveler reviews.

Italy Vacation Review: Rome, Florence, Sorrento, 10-Day Trip

Zicasso and our tour operator were both so easy to work with. We were a fairly large group (eight adults) and they did everything they could to accommodate and create a vacation to Italy that we will remember forever.

The communication was always prompt and efficient. They went out of their way on several occasions to accommodate changes and/or personal preferences during the planning process. We are so very grateful to Zicasso and the tour operator for helping us plan our perfect family vacation!

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Italy Tour Review: Wine Tasting, Cooking Class, 1 Week

Our Italy trip was so wonderful. From start to finish, Zicasso’s travel specialist curated a memorable and very special, life-changing experience. Our itinerary was amazing, thoughtfully planned (full, but not overwhelming), fun, and precise. We had great small/private tours and guided adventures, from wine tastings and a cooking class to historical explorations, with introductions to local cultural activities and immersion experiences. The attention to detail for the train and other ground transportation we needed during our daily trips was impressive.

I would highly recommend our travel specialist, the travel company, and Zicasso to assist you in planning your next trip/journey/adventure if you want an exceptionally individualized, unique, and special travel experience that will provide you with great, lifelong memories.

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Italy Travel Review: Matera, 10 Days

Our personal travel agent and her team did an amazing job. Our trip felt personally curated to our group of 10 that ranged in age from 15 to 76.

Every detail was thought out and well planned, and we felt like we could be in the moment and not stress about details that would have been near impossible for us to figure out on our own. The private tours, the drivers, the dinner reservations, and all of the work put into our trip meant we could enjoy each day without stress or frustration.

The travel agent listened to every one of my requests and I felt like our itinerary was the perfect mix of relaxation, adventure, and history. I will absolutely use this agency again for our next trip to Italy and I will recommend Zicasso to anyone who is traveling abroad. It was a 10/10 experience.

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Switzerland, Italy Travel Review: Interlaken, Zermatt, Matterhorn, Lake Como, 8 Nights

It was wonderful! The trip itself was great and the communication from Zicasso’s travel company was stellar!

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Italy Trip Review: Rome, Sicily, 12 Days

It was a pleasure working with Zicasso’s travel specialist and her team for our recent trip to Italy, including Rome and Sicily. The travel specialist was thoughtful throughout and demonstrated exceptional local knowledge when crafting our itinerary, particularly for Sicily, where we spent seven to eight days exploring the northwest, east, and southeast regions.

The itinerary beautifully blended visits to charming fishing villages with well-paced day tours, allowing for meaningful free time in between. In fact, she strongly encouraged us to include a free day to explore on our own, which made a noticeable difference, as we never felt rushed or exhausted. The hotels were impeccably selected and added greatly to the overall experience.

This was a truly memorable trip that we enjoyed every step of the way.

Thank you to the travel specialist and the travel company for creating such a wonderful experience. We will absolutely turn to them again for our next visit to Italy.

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Italy Tour Review: Pompeii, Amalfi Coast, Florence, 12 Nights

Zicasso’s travel company and every single guide and driver were stellar. All four hotels were good or excellent. There was one error on the schedule for the day outside of Florence when we had a driver to take us to the Siena region. The schedule stated three hours, so we paid for tickets to the Pitti Palace/garden, which turned out to be wasted money as the driving tour was actually nine hours. It was a beautiful day, though.

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