All Sicily, expedition cruises, self guided adventures and vacation packages. Find the best guided and expert planned vacation and holiday packages. Read more about Sicily
Filter by trip style:
31 Trips match your criteria (1 - 20 shown)
Best Sicily Tours by Duration
Best Sicily Tours by Price
Steve
Nov 2024
The itinerary was excellent. Our leader was very good, but I feel t...
Trusted Customer
Nov 2024
A very good introduction to Gozo and Malta with an excellent leader. Chantelle was full of knowledge and very proud of her country. I particularly enjoyed spending t...
Trusted Customer
Oct 2024
A great tour of both Gozo and Malta with a varied and interesting itinerary. Our Tour leader Chantelle was passionate about her country and also very proud. I especi...
Trusted Customer
Oct 2024
There was no view as promised in the first hotel. The bed was very hard basin cracked and shower dirty. The breakfast was good. Second hotel no fridge had to pay ext...
Mark
Oct 2024
An excellent week which was made possible by our tour leader, Chantelle. Born in Gozo and now living Valletta environs, Chantelle’s knowledge of the islands was lim...
Sicily Tour Selection Trips
Additional details
Sicily is where some of the greatest cultures of the Mediterranean Sea converged. The island was once the center of the ancient world that saw traders and influences from the Ottoman Empire, Africa, and Greece.
This cultural melting pot and the distinct way of life of Sicily makes this island one of Italy’s most culturally and diverse regions.
Sicily is an island located right off the tip of the boot of Southern Italy and is one of the self-governing regions of Italy. Sicily is separated from the mainland by the Strait of Messina that connects the Tyrrhenian and Ionian Seas.
Travelers to Sicily can reach the island by either ferry or plane. The two main airports for the island are in Palermo and Catania. If you are coming from the Italian mainland, you can take a ferry from the region of Calabria at the tip of the Italian boot or take a longer ferry ride from Naples or Genoa.
Sicily has a history stretching back thousands of years with influences from all over the world. All of these important cultural impacts have created some of the most interesting cities and sites in Italy. Also, Sicily has a very unique landscape that has made it a top destination for visitors to Italy for years.
1. Palermo - One of the starting points for tours of Sicily, Palermo is a true representation of the historical roadmap of Sicily. Sicily is home to stunning Arabic architecture, Byzantine churches, and traditional Sicilian food such as arancini and caponata.
2. Mount Etna - One of Sicily’s main attractions, Mount Etna is an active stratovolcano just north of Catania. Visitors can hike the trails of the surrounding park or visit the active craters scattered across the volcano.
3. Valley of Temples - The Valley of the Temples is a history lover’s dream and a top destination included in Sicily guided tours. The Valley of the Temples is an archaeological park in the city of Agrigento where 3,000 years of human occupation can be seen in the Greek temples, buildings, and theatres of the site.
4. Ortigia - Ortigia may be small, but it is mighty. Ortigia is the old town of Syracuse on the southern end of Sicily. Travelers will enjoy the tiny cobblestone streets, independent shops, and plazas that transport you to Sicily’s medieval and Greek past.
5. Vineyards - Sicily is one of Italy’s most famous wine regions. Covering over 300,000 acres of the island, these vineyards provide some of the best dessert wine in the world. Visitors to the island can take guided wine tours of the many vineyards around Palermo, Catania, and Mount Etna.
Most guided tours of Sicily start and end in Catania or Palermo. These two main cities sit on opposite sides of the island and are both culturally important to understanding the Sicilian way of life. Both of these cities are also the best base points for day trips around the island.
Sicily tours typically last between 8-15 days. Most tour itineraries include the major destinations of Mount Etna, Taormina, Syracuse, and the Valley of the Temples. The tour routes typically follow a semi-circle or full circle route of the island, visiting cities and regions along the coast.
Sicily is occasionally included in broader Italy tours in Southern Italy. Many of these tour itineraries include stops on the Amalfi Coast, Sorrento, Naples, and Capri.
Sicily is a prime destination for those wishing to learn about a storied culture while touring spectacular landscapes. History lovers will enjoy the multicultural cities of Palermo and Syracuse and the influential Valley of the Temples.
Additionally, outdoor enthusiasts will love the distinct terrain of Sicily. With towering mountains and long, stretching beaches, Sicily is one of the best places for travelers to experience Sicilian history through nature.
If you are looking for a food and wine experience, you will not be disappointed in Sicily. With such a strong food identity and wine culture, foodies will enjoy the food and wine tours that are offered in most Sicilian tour itineraries.
Sicily is also a destination for those looking to see another side of Italy. Since Sicily didn’t become part of the Italian kingdom until the 1860s, Sicily has retained a very distinct identity compared to other parts of Italy.
Always Find the Best
On Travelstride you can find 31 trips to Sicily and more than 20,000 trips worldwide ranging from budget to luxury and private guided to group tours and everything in between. Only on Stride can you find and compare expert-planned trips from 1,000+ tour operators, cruise lines and local experts. Read traveler and professional reviews so you can confidently find your perfect trip.