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Ischia Island in Sicily, Italy
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Eight Day Sicily Itineraries

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<p>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.</p>

Eight-day Sicily itineraries bring the Mediterranean’s crossroads to life by immersing...

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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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    Trips curated by the world’s top destination experts

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Ratings of Zicasso's Service
Discover the famous Colosseum, which takes you back in time to Ancient Rome.

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

Places Visited: Rome, Naples +3 more
Places Visited: Rome, Naples, Salerno, Palermo (City), Agrigento 

8 Day Custom Tour

From $2,859

Enjoy a relaxing morning boat ride along the bay in Mondello, Mediterranean, Palermo

Taste of Sicily: VIP Food & Wine Tour

Places Visited: Palermo, Mazara del Vallo 
Places Visited: Palermo, Mazara del Vallo 

8 Day Custom Tour

From $6,235

Sunset on the famous vineyards of Sicily, Italy

Custom Tailored Sicily Wine Tour

Places Visited: Catania, Taormina +11 more
Places Visited: Catania, Taormina, Noto, Syracuse, Butera +8 more

8 Day Custom Tour

From $2,859

The grapes are ripe and ready to harvest. Variety quot uva Italia quot. September, near the city of Agrigento.

Wine Lovers Sicily Tour: History, Tasting & More

Places Visited: Catania, Palermo +8 more
Places Visited: Catania, Palermo, Etna, Taormina, Syracuse +5 more

8 Day Custom Tour

From $2,859

Taste real chocolate on a guided tour of Modica, Italy.


 A Perfect Sicily Culinary Tour

Places Visited: Palermo, Sciacca +6 more
Places Visited: Palermo, Sciacca, Selinunte, Agrigento, Taormina +3 more

8 Day Custom Tour

From $2,859

Vineyards in Sicily, Italy

Sicily Itinerary for the Experienced Wine Connoisseur

Places Visited: Noto, Taormina +3 more
Places Visited: Noto, Taormina, Salina, Catania, Marzamemi 

8 Day Custom Tour

From $2,859

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Help Me Plan My Trip

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Help Me Plan My Trip

Zicasso in the News

New York TimesWall Street JournalTravel + LeisureCNN

Reviews of Zicasso's Referral Service

4.9 stars based on 251 reviews.

Italy Vacation Review: Positano, Sicily, Local Cuisine,...
"We had a wonderful time in southern Italy and were very...
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Reviewed By Rich M.

Italy Luxury Travel Review: Sicily, Mount Etna, 15-Day Trip...
"Our tour operator hit another home run for us with this...
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Reviewed By Teresa S.

Italy Luxury Vacation Review: Sicily, History, Wine, Local...
"We enjoyed our trip to Sicily immensely. It went seamlessly...
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Reviewed By Amy k.

Italy Luxury Travel Review: Sicily, Amalfi Coast, Positano,...
"Zicasso's tour partner was a true professional. She constructed...
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Reviewed By Jason W.

Italy Vacation Review: Amalfi Coast, Sicily, Pompeii, Mount...
"Zicasso's travel company listened carefully to the types...
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Reviewed By Judy J.

Italy Vacation Review: Sicily, Taormina, Syracuse, Valley...
"Zicasso's travel partner was extremely responsive prior...
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Reviewed By Renee D.

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