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Sicily
Italy


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Top vacation destinations in Sicily

Agrigento, Italy tour packages
Agrigento

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

Noto, Italy tour packages
Noto

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

Ragusa, Italy tour packages
Ragusa

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

Siracusa, Italy tour packages
Siracusa

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

Catania, Italy tour packages
Catania

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

Taormina, Italy tour packages
Taormina

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

Palermo, Italy tour packages
Palermo

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

Etna, Italy tour packages
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

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
from$3,175 pp*
Discover Sicily, White Lotus Style Custom Itinerary
Discover Sicily, White Lotus Style
Taormina, Ragusa, Palermo
9 Days
from$3,450 pp*
Southern Italy Sampler Custom Itinerary
Southern Italy Sampler
Sorrento, Lecce, Bari, Taormina, Palermo
10 Days
from$5,025 pp*
Italy on Film Custom Itinerary
Italy on Film
Rome, Naples, Palermo, Taormina
11 Days
from$4,925 pp*
Explore Eastern Sicily & Malta Custom Itinerary
Explore Eastern Sicily & Malta
Taormina, Ragusa, Siracusa, Valletta
11 Days
from$4,325 pp*
Best of Sicily Custom Itinerary
Best of Sicily
Palermo, Agrigento, Ragusa, Siracusa, Etna
12 Days
from$4,225 pp*
Italian Small Islands and Volcanoes Custom Itinerary
Italian Small Islands and Volcanoes
Naples, Capri, Ischia, Naples, Lipari, Taormina
13 Days
from$6,500 pp*
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
from$6,175 pp*
UNESCO in Italy Custom Itinerary
UNESCO in Italy
Venice, Milan, Florence, Rome, Naples, Alberobello, Siracusa
18 Days
from$9,625 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 150 reviews
Review by Lynn & Evan
Lynn & Evan
California

JayWay make a bespoke trip the best without exceeding your budget!

Year : 2025
Visited : Italy
Itinerary : Rome, Castellina in Chianti, Florence, Venice
Rating :
5 / 5
Review by Joanne, Warren, Frank & Linda
Joanne, Warren, Frank & Linda
Pennsylvania

JayWay Travel's knowledge of the areas, attention to detail, and selection of excellent providers made our trip such a wonderful experience.

Year : 2025
Visited : Italy
Itinerary : Venice, Florence, Castellina in Chianti, Monterosso Al Mare
Rating :
5 / 5
Review by Arnel, Shannon, Jason, Sandy, Gary, Cindy, Jonathan & Christine
Arnel, Shannon, Jason, Sandy, Gary, Cindy, Jonathan & Christine
Hawaii

JayWay travel was awesome from the planning stage to the local area support and ensured that all the details of the trip were taken care of. They have my highest possible recommendation for use when planning a trip to Italy, I only wish that they covered the entire globe.

Year : 2025
Visited : Italy
Itinerary : Rome, Florence, Venice
Rating :
5 / 5
Read more Guest Reviews

Latest articles about Sicily
from the JayWay Travel Blog

Where To Travel in 2025 in Europe: A Month-by-Month Guide
Where To Travel in 2025 in Europe: A Month-by-Month Guide
10 Best Places To Visit in Italy
10 Best Places To Visit in Italy
Planning a Trip To Italy and Greece: Tips & Ideas
Planning a Trip To Italy and Greece: Tips & Ideas
Read more articles about Sicily on our blog

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.

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