Ischia Island in Sicily, Italy
28,000+ 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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Discover the famous Colosseum, which takes you back in time to Ancient Rome.

8 Day Trip IdeaFrom $2,900

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 $2,900

Sicily Itinerary for the Experienced Wine Connoisseur

Noto, Taormina, Salina, Catania, Marzamemi

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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 1786 verified traveler reviews.

Travel Review: Italy Tour, Sicily, Palermo, Agrigento, Catania, Ragusa, Syracuse, Modica, Chocolate Making, Olive Oil Factory
Trip was excellent.  All the arrangements made by the travel company worked flawlessly.  Although we have been traveling for more than 50 years this was the first time we have used a travel agency to both plan and arrange an overseas trip.  We were impressed with the agency because they listened to what we wanted to do and see.  There were discussions and a few iterations before the final itinerary. Take time and speak with them.  Furthermore they were able to accommodate our idiosyncrasies. We spent 10 nights in Sicily in Palermo, Agrigento, Ragusa Ibla, Siracusa and Catania.  All the hotels and B&B's were excellent and centrally located as we desired,  The drivers and guided tours were staffed with knowledgeable, professional and efficient people.  The agency kept in contact with us throughout the trip although this was not easy since we did have a mobile phone.  There were no problems at all.  Superb suggestions from the travel company that we had not thought about such as a chocolate making class in Modica, a market crawl/cooking class/lunch in Siracusa as well as a visit to a top quality olive oil production estate were some of the highlights of our trip.  The archeological visits also were magnificent. The agency even arranged for our attendance at a Bellini opera in the Teatro Bellini in Catania.  The overall trip was wonderful mostly due to the great travel arrangements.  It did not hurt that for the 10 day trip duration there was no rain, only a few rare clouds and moderate temperatures. We would not hesitate to work with this travel company again. 

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Italy Vacation Review: Sicily, Temples, Cathedrals, Cooking Class, Boat Tour, 2 Weeks
"Zicasso’s travel agency planned the trip of a lifetime for us. They were attentive, communicated with us daily, and responded to any concerns."

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Southern Italy Luxury Vacation Review: Hilltop Town of Taormina, Greek Ruins of Agrigento, Marsala Wine Tasting, History & Food
We had a really wonderful 9 day trip to Sicily. I had a general idea of what I wanted to see, but needed guidance as to the overall flow of the trip, what we can see (and should) in 9 days and recommendations for hotels etc. The trip planner of this travel team made it all happen and was very easy to work with. He listened to what I wanted to see (what was important to us, what we enjoy ....) and made recommendations when asked for his opinions. We decided to drive ourselves, but have guides in most of the places that we visited.Given our detailed and full schedule, our trip went very smoothly - Palermo, Cefalu, Monreale, Segesta, Erice, wine tasting in Marsala, Agrigento, Villa Roma in Piazza Armerina, Caltigirone, Ortigia, Siracusa, Noto (more wine tasting), Ragusa, Mt. Etna and Taormina. Our travel agent's advice and recommendations were excellent and everything was well organized. Our guides were extremely knowledgeable and friendly (and always on time).This travel team is an excellent agency, with an emphasis on service. After we arrived in Sicily, Giulio and his colleagues called us to see if we needed anything or were having any problems. They had given us a SIM card to make the communication easier. It was very helpful to have someone who was able to help us IF we needed assistance. For example, when we wondered if it would be possible to have a short walk on Mt. Etna (since the weather was clear), they quickly sent us the directions and information as to where we should go. 

I highly recommend this travel team and would use this agency for future trips to Italy.

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Italy Travel Review: Palermo, Trapani, Erice, Mazara del Vallo, Marsala, Taormina, Zingaro Reserve, Historic Sites, Wine Tasting
The trip planning and organization done by the travel agency were amazing. They helped us put together an itinerary to visit most of Sicily starting in the west (Palermo) and making our way around the island ending up in Taormina. We chose to have drivers assist us getting around as train service between small towns is not great and we have driven there before. We managed to see almost all of the sites we were interested in but were in most hotels at least 2 nights and some 3 or 4. It was a somewhat aggressive agenda but with the drivers it was much less tiring. We had time for the outdoors, saw some spectacular Phoenician, Greek and Roman ruins and stayed in some very unique hotels.The tours and events they organized were also very well done. We had professional guides in all of the archeological sites and in general very informative and friendly guides and drivers. We also had downtime which was much appreciated. The great thing about working with them is you could design your own itinerary with their help and make it as active or restful as you want.Our trip started in Palermo and we made our way to the Zingaro Reserve - we were able to see Trapani, Erice, Mazara del Vallo and Marsala as well as the Phoenician settlement of Mozia. We saw the archeological parks of Selinunte, Valley of the Temples, Villa Casale and Siracusa. We ended our trip in Taormina which was perfect.Along the way we had farm lunches, olive grove visits and tours, wine tastings and several other interesting excursions.Veronica and the customer service team were always there for us if needed.

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Italy Trip Review: Taormina, Agrigento, Palermo, 8 Nights

Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.

Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.

Our tour guides and drivers were excellent.

My only regret is that we only had 10 days to explore Sicily as there was so much more to see!

Our agent did a yeoman's job helping us plan this trip.

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Sicily Italy Travel Review, Palermo, Agrigento, Siracusa, Modica, Ragusa, Taormina, Locals, Food & Wine
My wife and I arranged a trip to Sicily with our trip planner at this tour company and we could not have had a better, more professionally planned trip to this wonderful country.  The history and even the culture in Sicily is very different from the rest of Italy we learned and every aspect of our pre-planned scheduled trip over 8 days was first class.  From the moment we arrived in Palermo and were picked up by a private driver to all the cities we visited, the hotels our trip planner booked us in, the drivers she arranged to transport us every day, to the pre-arranged professional tour guides, everything about this trip was simply exceptional.  The planner even helped us make reservations at highly rated local restaurants in the towns we stayed.  We visited and toured Palermo, Agrigento, Siracusa, Monica, Ragusa, and Taormina.  We really saw a great deal of Italy and the beautiful historical sites in each city we visited were amazing and so interesting.  It was a trip we talked about doing for many years and we finally did it.  I would strongly recommend this tour company for any destination and we hope to be able to do another trip in the future.  We would definitely call our trip planner immediately when this can hopefully happen.  Thank you trip planner for being so responsive to all of our questions and requests during our trip as we made a few changes in the restaurant reservations during our trip as we became acquainted with the towns we visited.  I must add this about Sicily, the food and local wines are beyond good, it is almost impossible to have a bad meal anywhere you go.  Sicily is beautiful and the people there are so friendly and welcoming and surprisingly, many speak pretty good English.  Thanks again to our trip planner for planning such a wonderful trip for us.Bye for now.Tim and Bamie C.Chandler, Arizona   

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