Top Sicily Trips & Tours in September 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.

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 "Longing for La Dolce Vita" cruise aboard the Sea Cloud Spirit. Begin in Taormina, a town known for its blend of cultures and varied cuisine. Explore Palermo and discover its historic palazzi and gold mosaics, then head to Lipari, an island with volcanic landscapes and a lively harbor town. The trip concludes in Amalfi.

Board the Royal Clipper on this 8-day cruise to Amalfi & Sicily of the Mediterranean. Admire the perfect architecture and magical landscapes that this region is famous for, visiting Sorrento, Taormina, Amalfi, Ponza, Palmarola, and more! Explore the Sistine Chapel, and the ancient ruins of Pompeii, and even wander through the Pontine Islands.

Embark on a 7-day cruise aboard the Royal Clipper from Civitavecchia. Explore iconic landmarks like St. Peter's and the Colosseum before venturing to Sorrento, Pompeii, and Amalfi. From Taormina's breathtaking Mount Etna views to Lipari's volcanic fireworks, followed by tranquil discoveries in Ponza and Palmarola, it's a captivating cruise that melds history, culture, and nature.

Board the Star Flyer on this unforgettable 7-day cruise of the Mediterranean. Admire the perfect architecture and magical landscapes this region is famous for, visiting Ponza, Amalfi, Lipari, and more! Explore the Sistine Chapel and wander through the town of Pontine Islands.

Embark on an 8-day cruise in Venice and end in Valletta aboard L'Austral, exploring Ionian and Adriatic treasures. Enjoy excursions and French lectures and visit Malta, Montenegro, Croatia, and Italy for the 4th Opera Festival.

Embark on a 21-day cruise aboard the Royal Clipper from Rome to Lisbon, exploring stunning cities like the Amalfi Coast, Sicily, and the Balearic Islands. Enjoy optional excursions to historic sites while relaxing onboard with sailing and adventure activities amidst breathtaking landscapes.

Embark on an 11-day Adriatic adventure aboard World Navigator. Discover the historic charm of Venice, the stunning beaches of Zadar, and the medieval beauty of Kotor. Enjoy rich cultural experiences, breathtaking landscapes, and delectable cuisine throughout this unforgettable journey.