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 6136 verified traveler reviews.

Bill R.
Italy Travel Review: Rome, Florence, Tuscany, Food Tour, Wine Tasting, 9-Day Trip

Zicasso’s travel company did a great job and was very responsive. The guides and drivers were excellent. It was a wonderful family trip.

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Paige A.
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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Renee P.
Italy Vacation Review: Rome, Florence, Vatican, Colosseum, Roman Forum, Trastevere, Private Guide, Food Tour, 7-Day Trip

Zicasso’s travel company helped us plan a trip that exceeded our expectations. From the hotels to the guides to the scheduling of events, things could not have gone smoother. We visited all the sites and did all the things we wanted to do, and still had free time to roam on our own. This team is top-notch and we highly recommend them.

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Mitzi M.
Italy Vacation Review: Venice, 1 Week

The trip was fantastic. Zicasso’s travel specialist was so helpful every step of the way. She made sure even the smallest details were perfect. I would definitely use her again.

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Marc Z.
Italy Tour Review: Rome, Florence, Venice, Private Tours, 12 Nights

Our recent trip to Rome, Florence, and Venice, planned by Zicasso’s travel specialist and her team, was nothing short of exceptional. Every detail was handled with care, precision, and an obvious commitment to excellence. The hotels were truly top rate, perfectly located, and impeccably chosen to enhance the experience of each city. The tour guides were extremely knowledgeable, engaging, and clearly passionate, adding depth and context that made each destination come alive.

What truly set this trip apart was the level of service. From seamless transfers to on-the-ground assistance, everything felt effortless. The recommendations and tips provided along the way were incredibly useful and allowed us to experience each city with confidence and ease. The assistants who helped guide us through logistics and navigation were attentive, professional, and reassuring, making the entire journey feel like true white-glove service from start to finish.

The travel specialist and her team exceeded every expectation. Their planning, responsiveness, and attention to detail transformed an already incredible itinerary into an unforgettable experience. I would recommend them without hesitation to anyone looking for a flawlessly executed, high-end travel experience.

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Leah B.
Italy Travel Review: Verona, Bolzano, Food Tour, Wine Tasting, 1-Week Trip

Zicasso’s travel company was amazing to work with! They really took care of every detail for a worry-free experience! They were very responsive during planning and the trip. All of the locations and accommodations were exactly what I wanted. I cannot recommend them enough!

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