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Sicily
Italy


Travel and LeisureFodorsUSA TodayNew York TimesNational GeographicWashington PostVogue

Top vacation destinations in Sicily

Agrigento, Sicily vacation packages
Agrigento
Noto, Sicily vacation packages
Noto
Ragusa, Sicily vacation packages
Ragusa
Siracusa, Sicily vacation packages
Siracusa
Catania, Sicily vacation packages
Catania
Taormina, Sicily vacation packages
Taormina
Palermo, Sicily vacation packages
Palermo
Etna, Sicily vacation packages
Etna
With numerous UNESCO Sites, national parks, and fantastic local dishes, Sicily is Italy in miniature.
Locals will proudly tell you that “Sicily's not an island, it's a continent!” As the Mediterranean's largest island, Sicily is a destination you could spend weeks exploring. With more than its fair share of UNESCO World Heritage Sites, national parks, local dishes, and protected-geographic-origin foods, Sicily is Italy in miniature. The often snow-capped Etna Mountain is visible from much of the island, but if you're in Palermo in the northwest you couldn't feel further away. Each city has its own compelling story and fiercely proud locals.
The ancient Greeks colonized Sicily in the 7th and 8th centuries BC. All over the island you will find traces from this period. The theaters at Taormina and Siracusa and the temples of Agrigento are just the most famous. Sicily's strategic position on the Mediterranean means it has been conquered and invaded by numerous civilizations over the centuries, with the Normans and the Spanish having significant influence through the ages. Although you can combine Sicily with some time on the Italian mainland, it is most common to fly rather than take a ferry, and in any case this magical isle warrants some extended exploration, with a minimum of seven nights suggested to explore eastern Sicily alone. If you're particularly interested in discovering the food along with the history of Sicily, join one of our week-long Sicilian Wonders shared group journeys. These are also available on a private customized basis.

Popular Sicily Vacation Itineraries

Our suggested itineraries in Sicily allow you to enjoy a multi-destination tour with ease. Our Sicily vacation packages make traveling in Italy and neighboring countries hassle-free. We take care of getting you from place to place, accommodation, excursions and activities.

The Highlights of Eastern Sicily Custom Itinerary
The Highlights of Eastern Sicily
Taormina, Ragusa, Siracusa
8 Days
Discover Sicily, White Lotus Style Custom Itinerary
Discover Sicily, White Lotus Style
Taormina, Ragusa, Palermo
9 Days
Southern Italy Sampler Custom Itinerary
Southern Italy Sampler
Sorrento, Lecce, Taormina, Palermo
10 Days
Best of Sicily Custom Itinerary
Best of Sicily
Palermo, Agrigento, Ragusa, Siracusa, Etna
11 Days
Italy on Film Custom Itinerary
Italy on Film
Rome, Naples, Palermo, Taormina
11 Days
Explore Eastern Sicily & Malta Custom Itinerary
Explore Eastern Sicily & Malta
Taormina, Ragusa, Siracusa, Valletta
11 Days
Italian Small Islands and Volcanoes Custom Itinerary
Italian Small Islands and Volcanoes
Naples, Capri, Ischia, Naples, Lipari, Taormina
13 Days
Two Weeks in Rome, the Amalfi Coast & Eastern Sicily Custom Itinerary
Two Weeks in Rome, the Amalfi Coast & Eastern Sicily
Rome, Sorrento, Taormina, Ragusa, Siracusa
14 Days
UNESCO in Italy Custom Itinerary
UNESCO in Italy
Venice, Milan, Florence, Rome, Naples, Alberobello, Brindisi, Siracusa
18 Days

Glowing Reviews from Our Guests

  5.0 / 5
Average of our Guest's Ratings of our Italian vacation packages, based on 85 reviews
Review by Amber S.
Amber S.
Minnesota

The Rome driver was masterful. Could not believe how he drove with such ease in tight spots. All drivers were informative and excellent. We felt we learned even more on this trip than a previous trip 20 years ago. The guides were excellent and would highly recommend each of them. JayWay is a great way to get a framework for your trip--nice hotels in excellent locations, just the right amount of tours for your preferences. Excellent people to work with in planning the trip and once on location--both from JayWay and the guides.

The Rome driver was masterful. Could not believe how he drove with such ease in tight spots. All drivers were informative and excellent. We felt we learned even more on this trip than a previous trip 20 years ago. The guides were excellent and would highly recommend each of them. JayWay is a great way to get a framework for your trip--nice hotels in excellent locations, just the right amount of tours for your preferences. Excellent people to work with in planning the trip and once on location--both from JayWay and the guides.

Year : 2023
Visited : Italy
Itinerary : Rome, Florence
Rating :
5 / 5
Year : 2023
Visited : Italy
Itinerary : Rome, Florence
Rating :
5 / 5
Review by Kyle & Chelsea
Kyle & Chelsea
Arizona

Would absolutely recommend JayWay Travel to anyone of our friends. We had a great vacation and had zero issues with all of our arrangements.

Would absolutely recommend JayWay Travel to anyone of our friends. We had a great vacation and had zero issues with all of our arrangements.

Year : 2022
Visited : Italy
Itinerary : Rome, Sorrento, Naples, Florence, Castellina in Chianti, Florence, Venice
Rating :
5 / 5
Year : 2022
Visited : Italy
Itinerary : Rome, Sorrento, Naples, Florence, Castellina in Chianti, Florence, Venice
Rating :
5 / 5
Review by Veronica & Kevin
Veronica & Kevin
Georgia

JayWay Travel is excellent to work with. They handle everything so you don’t need to worry about a thing.

JayWay Travel is excellent to work with. They handle everything so you don’t need to worry about a thing.

Year : 2022
Visited : Italy
Itinerary : Milan, Lake Como, Venice
Rating :
5 / 5
Year : 2022
Visited : Italy
Itinerary : Milan, Lake Como, Venice
Rating :
5 / 5
Read more Guest Reviews

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