Sicily

Italy

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Top vacation destinations in Sicily

Agrigento

Learn history at a vast ancient site with Ancient Greek treasures and Roman-era monuments

Noto

Fall in love with this Baroque gem as you walk through what could be an elaborate film setting

Ragusa

Fill your eyes with beauty in a picture-perfect town that was reborn after a massive earthquake

Siracusa

Meander around the hometown of Archimedes, an enchanting city that has seen four millennia

Catania

Traverse a vibrant city in Mt Etna's shadow where grand history and grimy grandeur compete for your attention

Taormina

Unwind in Goethe’s favorite seaside destination, gently touched by the sparkling Ionian Sea

Palermo

Embrace the rough-around-the-edges allure of a city with a unique character that draws you in

Etna

Gasp at the grandeur of an active volcano as you explore the magic of its surroundings and taste the fruits it creates

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.

Popular Sicily Vacation Itineraries

Name: JayWay Travel Italian Vacation Packages
Brand: JayWay Travel
Rating: 4.91 (211 reviews)

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.

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The Highlights of Eastern Sicily

Taormina, Ragusa, Siracusa

8 Days

from$3,300 pp^*

Discover Sicily, White Lotus Style

Taormina, Ragusa, Palermo

9 Days

from$4,100 pp^*

Southern Italy Sampler

Sorrento, Lecce, Bari, Taormina, Palermo

10 Days

from$5,975 pp^*

Italy on Film

Rome, Naples, Palermo, Taormina

11 Days

from$5,300 pp^*

Explore Eastern Sicily & Malta

Taormina, Ragusa, Siracusa, Valletta

11 Days

from$4,500 pp^*

Best of Sicily

Palermo, Agrigento, Ragusa, Siracusa, Taormina

12 Days

from$4,725 pp^*

Two Weeks in Rome, the Amalfi Coast & Eastern Sicily

Rome, Sorrento, Taormina, Ragusa, Siracusa

14 Days

from$6,950 pp^*

UNESCO in Italy

Venice, Milan, Florence, Rome, Naples, Alberobello, Siracusa

18 Days

from$10,300 pp^*

* 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 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.

Glowing Reviews from Our Guests

4.9 / 5

Average of our Guest's Ratings of our Italian vacation packages, based on 211 reviews

I would highly recommend Jayway. You were so accommodating and helpful throughout the entire experience. Thank you.

– Gail, Annette & Jody, Georgia

Year : 2026
Visited : Italy
Itinerary : Castellina in Chianti
Rating :

5 / 5

Every detail came off great especially the transportation. Also we knew we had attentive help if any changes or issues arose.

– Joan, Gary, Kinta & Peter, Connecticut

Year : 2026
Visited : Italy
Itinerary : Sorrento, Siracusa, Taormina
Rating :

5 / 5

Review by Paul, JoAnne, BonniJo, James, Daniel, Leah & Walker

We had an outstanding experience working with JayWay Travel for our trip to Italy. They were incredibly thoughtful, professional, and making the entire journey feel seamless and personalized, like having a trusted friend helping plan the perfect vacation.

– Paul, JoAnne, BonniJo, James, Daniel, Leah & Walker, Michigan

Year : 2026
Visited : Italy
Itinerary : Rome, Florence, Lucca, Florence, Sorrento, Rome
Rating :

5 / 5

Sicily Travel Guide

11 Must-Visit Places in Sicily, Italy's Beautiful Island

Best Food in Sicily, Italy - Your Guide To Sicilian Cuisine

Best Time To Visit Sicily: Weather, Where To Go & When

Frequently Asked Questions about travel to Sicily

How many days do I need to see Sicily?

You need at least a week to see Eastern Sicily (typically landing at Catania airport), and up to two weeks if you plan on adding Agrigento and Palermo. If adding a few days in Sicily to a mainland Italy trip, we suggest keeping to one overnight destination, and day-tripping from there. Our sample itineraries focusing on Sicily are designed to give an idea of the appropriate amount of time to spend in each destination.