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Rome and Sicily Itineraries & Tours

Celebrate two distinctive regions of Italy that each host an iconic culture, cuisine, and history. Rome and Sicily stand as testaments to ancient and modern marvels, and their endless enchanting qualities are waiting for your discovery. Explore the variety of Italy with your Rome and Sicily itinerary from Zicasso.

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8 Day Trip IdeaFrom $2,900

Sicily Itinerary for the Experienced Wine Connoisseur

Noto, Taormina, Salina, Catania, Marzamemi

View of the city of Taormina and Mount Etna, Sicily

7 Day Trip IdeaFrom $2,600

Sicily for Two: One Week Couple’s Retreat

Palermo, Cefalu, Taormina

14 Day Trip IdeaFrom $6,300

Wonders of Rome, Sicily & The Amalfi Coast Tour

Rome, Sorrento, Pompeii, Amalfi, Capri +7 more

Boys enjoying a delicious Italian pizza.

10 Day Trip IdeaFrom $4,500

Kid-Friendly Family Tour of Italy's Highlights

Rome, Florence, Pisa, orvieto, Lucca +6 more

12 Day Trip IdeaFrom $11,600

Italian Adventure to Rome, Amalfi Coast and Sicily

Rome, Sorrento, Capri, Amalfi, Positano +4 more

Couple at a luxury resort pool surrounded by vineyards in Selinunte, Sicily

9 Day Trip IdeaFrom $3,300

Romantic Sicily Wine Tour

Palermo, Marsala, Cefalù, Erice, Selinunte

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4.9

Reviews of Zicasso's Rome and Sicily Itineraries & Tours

Based on 2744 verified traveler reviews.

Italy Tour Review: Syracuse, Taormina, Palermo, Cooking Class, Golf, 10-Day Trip

Our trip was extremely well organized and all the tour guides did a wonderful job. We loved the hotel in Syracuse and Taormina was stunning. We are sorry we did not take the tour of Mount Etna.

We enjoyed the cooking class, but have not received the info promised from the class.

Our driver was extremely professional and pleasant, and her driving skills were perfect.

We did not enjoy Palermo. I guess we should have done more research as I thought Palermo was going to be like Rome. We did not like the staff at the hotel in Palermo. They had a totally different attitude to those in the previous two cities.

The food was very good and breakfast at the first two hotels was amazing.

My husband played gold in all three cities and enjoyed it.

Thank you for all your assistance. We will definitely reach out to Zicasso in the future.

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."

Italy Tour Review: Sicily, Ortigia, Taormina, Positano, Capri, Palermo, Mt. Etna, Culture, Cooking Class, Hiking, 20-Day Trip

My girlfriend and I just returned from a breathtaking trip to Southern Italy and Sicily that several years ago I could have only dreamed of. I used Zicasso and they put me in touch with the travel agency out of Florence, Italy and my goodness did Eleonora and her team work closely with me to put together a fabulous itinerary for us, chock full of magnificent touring, adventure and culinary experiences, at a very reasonable price. They stayed in close touch with us throughout our magical trip and were a constant source of insight. Our drivers and tour guides arranged for us were all first class. The romantic sea and land views from our hotels in particular in Ortigia and Taormina, Sicily and in Positano and Capri were beyond stunning. The cultural experiences will never be forgotten. The Sicilian and pizza cooking classes were all interesting and memorable. And I’ll always look back fondly and chuckle at the fun of our Palermo, Sicily street food tour experience and smile broadly about our hiking experience on Mt Etna and wine tasting and lunch at a home winery within the mountain foothills offered by our gracious host. So much more to remember.We were very happy with Zicasso and the travel company for arranging such a fabulous trip for us and very highly recommend their services.

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.

Italy Luxury Anniversary Tour Review: Sicily, Amalfi Coast, Mt. Etna, Private Yatch Tours, Cooking Classes, Winery, 12-Day Trip

We recently traveled for 12 days through Taormina (Sicily), Capri and the Amalfi Coast (Amalfi and Positano) for our 25th wedding anniversary. We've used Zicasso for previous trips, and this one didn't disappoint for all the reasons that one expects of a luxury/bespoke tour agency. It was an absolutely outstanding experience across the board. Our agent listened carefully to what we wanted and put together a perfect itinerary, including a mix of fantastic excursions and activities with sufficient down time to make it feel like a true holiday. The hotels were top notch (including some that we absolutely would not have been able to access without an agent), and all of the details were taken care of - the planes, ferries, drivers were all handled in advance and everything went off without a hitch. It also helped that the guides and drivers were all very engaging.This agency and our agent were great. Cameron has a deep knowledge and understanding of the country, and I would absolutely use her again for future trips to Italy. Highly recommend.

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.