Top Italy Trips & Tours in May 2025

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.

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.

This 4-day tour takes you to the capital city of the Roman Empire. Explore some of Rome's most iconic places and ruins, including the Colosseum, Roman Forum, and Foro di Cesareo. Admire the sacred grandeur of Vatican City and its famed museums.

Set sail for an 8-day cruise on the Star Flyer, starting in Nice and visiting Lerici, Portoferraio, and Bonifacio. Discover Sardinia's Alghero, relax on Porticcio Beach and end your journey in Monaco before returning to Nice.

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.

On this 10-day tour, hike through the stunning Mont Blanc mountain range between Italy and France to see the panoramic vistas, beautiful mountain huts, and serene lakes and pass through enchanting mountain villages.

Experience this 7-day cruise starting and ending in the enchanting city of Cannes aboard the Royal Clipper. Discover the breathtaking ports of Portofino, Bastia, Bonifacio, Ajaccio, and St Tropez.

Set sail on an 8-day Adriatic cruise aboard M/Y Callisto, sailing from Venice to Dubrovnik. Explore historic towns like Rovinj, Senj, and Kotor, and marvel at natural wonders such as the Plitvice and Krka Waterfalls. This adventure combines cultural heritage, natural beauty, and culinary delights, making it a truly unforgettable experience.

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.

Embark on a 9-day cruise, from the city of Gods to the canals of Venice, aboard the L'Austral! Explore Athens, and marvel at the Corinth Canal. Discover ancient Delphi from Itea and medieval Otranto's mosaic treasures. Dive into Split's history, then meander Piran's Venetian streets before Venice's timeless allure captivates you.

Enjoy a 7-day private cruise around Italy on the hotel barge La Bella Vita, which departs from Venice and stops at Pellestrina, Chioggia, Ferrara, Adria, and Governolo before arriving in Mantua. Along the route, sample wines at Bagnoli Estate and Villa Widmann Borletti and visit iconic monuments and bird-filled nature reserves.