Sicily private tours

Sicily Private and Small Group Guided Tours

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With the magnificent Mount Etna and an inescapable ancient Mediterranean landscape, this eternally beautiful island is ripe for discovery.
Centrally located and the largest island in the Mediterranean, Sicily is unlike anywhere else. Formerly home to Greek, Arab, Norman, Byzantine and Aragonese empires; stepping through the cities of Palermo, Agrigento, and Syracuse impress with their antiquity. From ancient structures scattered throughout the Valley of the Temples to the stunning Mount Etna dominating the Sicilian landscape, it soon becomes apparent how layered this island’s history is. Walking through the UNESCO World Heritage Site of Monreale to Palermo’s bustling markets, it’s no wonder time in Sicily seems to flow at its own pace. Allow Context to help you discover the island's endlessly rich history on our Sicily private tours. 

Sicily Private Tours

Interested in exploring Sicily’s multifaceted history? Join a Sicily private guides: art historians, archaeologists or local experts, on our signature Sicily private tours. Lasting from three hours to six or more days and designed specifically for private groups, joining a Context's Sicily tours will surely leave a remarkable impression on your journey through this stunning part of Italy. Visiting Sicily for the first time? Get acquainted with Palermo’s main sites, history, and neighborhoods with our Introduction to Palermo walk. For a comprehensive view into Sicily through the ages, our Half-Day Agrigento explores some key archaeological sites located in the Valley of the Temples. A bite to eat? We invite you to explore Sicily’s unique and vibrant culinary traditions and volcanic flavors that will entice you to discover the depth and splendor of Sicilian food. Interested in immersing yourself in natural beauty? Try our Mount Etna Sunset Tour to learn about one of Sicily’s most iconic landscapes. Looking for an in-depth examination of Sicily for families? Our Sicily for Families tour is designed to engage young learners about Sicily’s history and culture. Need Context to sort out all the tours on your trip, from Palermo to Ortigia and everywhere in between? Our Multi-Day and custom experiences which can be entirely tailored to your interests.
What Context Sicily Travelers Say
9 Reviews (5.0)

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5 stars Dina is sooo good! She has deep knowledge of not only Taormina but also of Sicily. We are so happy she shared Taormina with us using her insights, story telling and humor! And she knows almost everyone walking down the street!
Enrica is very knowledgeable and did a wonderful job. We had a group spanning 20 - 80 yrs old and she managed to make it enjoyable for all.
Enrica really knew Palermo and her history. Not only of the city but of Sicily. Her English was excellent. I really appreciated her eye contact and her engaging manner. She asked us lots of questions to, so a great conversation both ways. One of Context better guides that I’ve had.