Top Sicily Trips & Tours in May 2025

Spend 9 days on this small group journey through the treasures of Sicily to step into a world where ancient ruins stand alongside vibrant cities and picturesque landscapes. Discover ancient ruins, bask in the island's natural beauty, and indulge in Sicily's culinary delights.

Embark on an 8-day cruise to and from Malta aboard the Variety Voyager. Discover the UNESCO World Heritage Ggantija temples on Gozo Island and Lipari in Sicily. Ascend Mount Etna and explore iconic "The Godfather" filming locations.

Experience the nature and culture of the Aeolian Archipelago on this 8-day tour. Visit Lipari, Vulcano, Panarea, Stromboli, Filicidu, and Salina, which form one of the most active geological structures in the Mediterranean. Explore these beautiful coastal towns, visiting incredible volcanic rock formations and seafront black sand beaches.

Embark on an 8-day cruise aboard the Variety Voyager from Valletta to Sicily and Southern Italy, exploring historic cities and stunning coastlines. Discover Agrigento, Erice, and Pompeii while enjoying exclusive onboard experiences and authentic Sicilian cuisine.

Embark on an 8-day cruise aboard the Variety Voyager from Naples to Malta, visiting Capri, Taormina, Mount Etna, and Catania in Sicily. In Malta, explore Valletta's UNESCO sites and Gozo's ancient monuments.

Explore the heart of the Mediterranean on this 8-day Mediterranean Island Cruise with Smithsonian Journeys from Valletta to Nice aboard Le Bougainville. Discover Sicily, Sardinia, Corsica, and Elba's historical civilizations that left mark on these islands' language, cuisine, art, and architecture.

Embark on an 11-day Sea Cloud II cruise, discovering fiery Sicily and the Adriatic's charm. From Catania's citrus-filled shores to Taormina's majestic views, Otranto's rich history, Bari's medieval allure, Rovinj's Istrian delights, to Sibenik's Krka National Park, and Dubrovnik's "Pearl of the Adriatic" status—a captivating journey awaits.

On this 13-day Mediterranean Wonders Cruise from Spain to Greece aboard National Geographic Orion, explore ancient ruins, medieval towns, and culinary delights. Visit Menorca's prehistoric stones, savor Sicilian wine, swim in Kefalonia's waters, and explore Delphi.

Set sail on a 12-day Italy cruise aboard Sea Cloud II. Starting in Livorno this cruise takes you through historic cities, scenic beaches, and cultural landmarks across Tuscany, Corsica, Sardinia, and Sicily.

Embark on a 12-day cruise aboard Star Flyer, cruising through Italy, Montenegro, and Croatia. Experience historic ports, Mediterranean cuisine, and scenic beauty while enjoying the comfort of a traditional sailing ship.