Upcoming departures:May 22 - 30, 2026May 21 - 29, 2027
Sojourn begins: Palermo, Italy
Sojourn concludes: Catania, Italy
Price from:$4,495/person (DO)$5,195/person (SO)
Combines with: Castles in the Clouds
For thousands of years, Sicily’s commanding position at the heart of the Mediterranean made it one of the most coveted territories in the ancient and medieval world, drawing wave after wave of ambitious powers eager to control its wealth and strategic reach. Each empire left its mark in stone, raising castles and fortresses that proclaimed authority, protected trade, and anchored dominance over land and sea. Traveling across the island today reveals this layered history firsthand, as shifting landscapes and regional strongholds tell the story of Byzantine, Arab, Norman, Lombard, Aragonese, and Holy Roman rule. Join us to epxlore these fortifications and experience Sicily transformed from merely a beautiful destination into a living narrative of empire, resilience, and the forces that shaped the Mediterranean world.