Sicily Private Tour Packages
2026 & 2027
Enjoy A Tailor-made Sicily tour
Sicily might look like a small island on a map but it is truly Italy in microcosm. With buzzy cities like Palermo, postcard-perfect coastal towns like Taormina, a rugged interior featuring ancient Greek ruins, and the gems of the UNESCO-listed baroque towns like Ragusa and Siracusa, Sicily is a fascinating and delicious slice of the dolce vita.
Our expert Sicily travel advisors will craft the perfect vacation for you, based on your dates, interests and budget.
Popular Sicily Vacation Itineraries
Our suggested itineraries in Sicily and neighboring countries allow you to enjoy a multi-destination tour with ease.
* Starting price is per person, in US Dollars, based on double occupancy in 3 star accommodation, in the most affordable month an itinerary is offered. Airfare to Europe is not included.
Click on your choice of itinerary, select the number of travelers in your party, month of travel, and desired star level of accommodation to get an approximate price. Submit the enquiry form with any additional details and we can start planning your customized trip.
HIGHLIGHTS
- Mount Etna: Explore Europe’s tallest active volcano with breathtaking landscapes and hiking opportunities.
- Ancient Ruins: Visit the Valley of the Temples in Agrigento and the Greek Theatre in Taormina for historical marvels.
- Palermo’s Markets: Wander through bustling markets like Ballarò and Vucciria to experience Sicilian flavors and culture.
- Syracuse: Discover ancient Greek and Roman ruins, including the Greek Theatre and the Ear of Dionysius.
- Cefalù: Explore this picturesque coastal town with a stunning Norman cathedral and beautiful beaches.
- Ragusa & Modica: Indulge in Sicilian Baroque architecture and sample delicious chocolate in these charming towns.
- Aeolian Islands: Take a boat tour to these volcanic islands for stunning landscapes, crystal-clear waters, and unique geological formations.
- Marsala Wine: Visit vineyards and enjoy tasting sessions of Sicily’s renowned wines, especially Marsala.
Feedback from recent travelers to Sicily
JayWay Travel exceeded my expectations and made the entire trip seamless and enjoyable. Their planning and support were outstanding, and I would highly recommend them to anyone planning a trip.
Jay way far exceeded any expectations I had and made this trip come to life. We would never have had this experience in this way without JayWay!
Jayway travel is an outstanding travel service. They take the hassle out of travel. The only way we will travel as we are seniors now.
