Another smashing hit with Context! Our guide had so much knowledge about the history of the area and the volcano. We’re so appreciative!

Sicily Tours
Expert-led Sicily private tours that turn ancient civilizations and island culture into meaningful discoveries
Let Your Curiosity Shape Your Journey
Join passionate experts on intimate walking tours that reveal a city's unique stories, spark conversations, and leave you seeing the world—and yourself—a little differently.
Crafted for conversation
With ten or fewer guests, ask questions, engage with your Expert, and fully immerse yourself.
Experts, not guides
Explore with 1,200+ Experts, from historians and architects to archaeologists and chefs.
Structured, never scripted
Your interests guide your Expert, leading to stories and perspectives that matter to you.
From curious to connoisseur
For first-time visitors or seasoned explorers, our tours span city highlights to deep-dive masterclasses.
Sicily, Seen with Context
Sicily isn’t simply an island in the Mediterranean. Walk with an expert to discover how Greeks, Arabs, Normans, and generations of Sicilians shaped its culture.
Hear from our customers
Giorgio absolutely made the trip! His energy and knowledge of the centuries in the building of Palermo was unbeatable.
As usual, Context was excellent. Enrica was wonderful, knowledgeable, friendly and excited to share Palermo with us. From historical details to the best market stand to get lunch, she made the most of our time in Palermo.





