Ischia Island in Sicily, Italy
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Eight Day Sicily Itineraries

Ratings of Zicasso's Service
<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...

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.

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

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

Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
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Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
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24/7 support and local assistance for every moment of your vacation.

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

Reviews of Zicasso's Referral Service

4.9 stars based on 5888 reviews.

Italy Vacation Review: 9 Nights

Zicasso's travel agent helped to make our trip to Italy truly memorable. He listened to our interests and formulated a vacation that was unforgettable.

Reviewed By Barbara M.

Italy Tour Review: Amalfi Coast, Ischia, Capri, Positano,...

We booked an amazing trip with Zicasso's travel partner and his travel team, which, pleasantly, far exceeded our expectations. Every detail was perfectly planned out, from the moment we were greeted at the airport in Naples by our driver to the private tours, boat excursions, and Amalfi drive. Our accommodations were top-notch.

He made planning this trip stress-free, and we enjoyed every moment. It was first-class treatment all the way, without the hassle of trying to coordinate all of the logistics ourselves. Thanks to our agent for providing us with an amazing, personalized, trip of a lifetime!

Reviewed By Jeanine P.

Italy Tour Review: 10-Day Trip

Zicasso's tour partner helped put together the trip of a lifetime. She provided many great suggestions of things to do and places to visit in Italy. I was very pleased with her ability to coordinate the details of the trip, from hotel reservations to private transportation and excursions/tours. We were so busy that by the end of the day, we were worn out. When we plan our next trip, I am going to personally ask to work with her again, she became part of our family with her personalized service.

Reviewed By Robert C.

Italy Trip Review: Rome, Amalfi, Positano, 12 Days

The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.

Reviewed By Philip S.

Italy Travel Review: Lake Como, Ostuni, Private Boat Tour,...

Zicasso's travel designer did a terrific job. We had the initial phone consult, after which she delivered a first draft of the itinerary. From there, she helped guide us through a few revisions until we got the details smoothed out. We are experienced travelers and can appreciate a well-constructed trip, and that's what our experience with our agent reflected.

One crucial thing is that all the drivers who are engaged to move you around are prompt. Every one of them was right on time and friendly and helpful to boot. It was much appreciated.

To sum up our experience, I would do it all again with Zicasso and the agency and our agent. Our trip to Italy in the late summer of 2025 was something we will not soon forget!

Reviewed By tony B.

Italy Tour Review: Calabria, 11 Nights

Zicasso's travel partner is very thorough and makes sure the trip is tailored to your vision. They are flexible and very responsive. We would recommend them to anyone traveling.

Reviewed By Evan C.