Top Italy Trips & Tours in October 2026

Sail from Venice to Rome on an 11-day cruise aboard the S.S. La Venezia. Experience early access to St. Mark’s Basilica, Vicenza’s Teatro Olimpico, Murano’s glassblowers, and Rome’s ancient wonders. Explore Chioggia, Burano, and Padua while enjoying unforgettable cultural, historical, and culinary moments.

Experience an 8-day roundtrip cruise from Venice aboard S.S. La Venezia. Discover the Doge’s Palace, Burano’s colorful houses, Chioggia’s markets, and the Po Delta’s tranquil waterways. Visit castles, art museums, artisan studios, and lively piazzas, while enjoying authentic cuisine and unforgettable views of the Venetian Lagoon.

Embark in Valletta for a 10-day Mediterranean cruise to Sicily and southern Italy aboard Le Boreal. Explore Syracuse, Palermo, Lipari, Taormina, and Pompeii. Visit temples, amphitheaters, cathedrals, and volcanic sites. Enjoy views of Stromboli and Etna, then return to Malta aboard a luxury ship with cultural programming and refined comfort.

Discover Tuscany on this 8-day tour. Explore the Via Francigena, savor wine tastings, visit Siena and Florence, and enjoy scenic walks through Chianti vineyards and San Gimignano.

Discover Slovenia and Italy on a 14-day cruise from Ljubljana to Rome aboard S.S. La Venezia. Visit Lake Bled, Venice’s Doge’s Palace, Chioggia’s markets, and the ancient wonders of Rome. Savor regional wines, explore medieval towns, and enjoy private after-hours access to St. Mark’s Basilica.

Sail from Ljubljana to Venice on an 11-day Slovenia, Venice & the Jewels of Veneto river cruise aboard S.S. La Venezia. Visit Lake Bled, explore Postojna Caves and enjoy early access to St. Mark’s Basilica. Cruise through the Venetian Lagoon and discover vibrant Burano, Torcello, Chioggia, and Murano, plus historic cities like Padua and Vicenza.

Embark on an 8-day Le Boreal cruise from Valletta to Barcelona. Visit Sicily’s historic cities, Sardinia’s archaeological treasures, and the Balearic Islands’ stunning landscapes. Shore excursions, transfers, and expert-led discussions with Smithsonian Journeys.

Embark on a 6-day Mediterranean cruise from Piraeus to Valletta aboard the Star Clipper, visiting historic sites in Greece, Italy, and Malta. Highlights include Monemvasia, Pilos, and Syracuse, concluding in Valletta, a UNESCO World Heritage site.

Sail the Mediterranean on an 11-day cruise aboard the Star Flyer, visiting historic Valletta, tranquil Gozo, Sardinia’s Cagliari, Menorca, Palma de Mallorca, Cartagena, Motril, and Malaga, with relaxing days at sea.

11-day cruise from Valletta to Málaga aboard Le Bougainville explores Malta, Sicily, Tunisia, Algeria, and Spain. Syracuse, Agrigento, Tunis, Algiers, Cartagena, Almería, Melilla, and Granada highlight ancient sites, coastal cities, and UNESCO-listed heritage stops.

Sail from Athens to Valletta on an 8-day cruise aboard Le Dumont-d’Urville. Visit Nafplion, Monemvasia, Gythio, Corfu, Gallipoli, and Syracuse. From ancient fortresses and neoclassical towns to volcanic coasts and baroque streets, explore the deep cultural heritage of Greece, Italy, and Malta along the Ionian and Aegean seas.

Set sail on a 20-day cruise aboard the Star Flyer, exploring UNESCO-listed Valletta, Gozo’s myths, and scenic Mediterranean gems. Highlights include Gothic Palma, Cartagena’s ruins, and Tenerife’s towering Mount Teide.