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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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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 $3,600

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 $7,800

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 $3,600

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 $3,600

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 $3,600

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 $3,600

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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 279 reviews.

Southern Italy Couple's Vacation Review: Sicily & Puglia...

"We are so grateful to have worked with our travel planners from this tour company..."

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Reviewed By Lauren B.

Luxury Southern Italy Review, Sicily, Noto, Agrigento, Rome,...

"Well planned with enough detail to make it easy for us."

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Reviewed By George C.

Southern Italy Vacation Review: Sicily, Pompeii, Lunch &...

"I was very impressed with our guides, they were well above average and very knowledgeable."

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Reviewed By Mary D.

Travel Review: Italy Tour, Sicily, History, Culture, Food...

Our travel agency was responsive to my expressed interests when we developed  the itinerary.  As a result, the trip exceeded the expectations of all of us.  Guides, and drivers were excellent.  Our travel agency made certain that we liked the look of the hotels before the hotels were booked; and the hotel ended up being better than we could have imagined.

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Reviewed By John F.

Southern Italy Review: Sicily, Amalfi Coast, History, 11-Day...

"Thank you for making it so easy and memorable!!"

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Reviewed By Anthony C.

Southern Italy Tour Review: Puglia and Sicily, Art &...

"The trip was fantastic."

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Reviewed By Deborah F.

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