Top Italy Trips & Tours in May 2026

Experience an 8-day Mediterranean sailing adventure from Civitavecchia, exploring Sicily, the Amalfi Coast, and the Aeolian and Pontine Islands aboard Star Clipper. Sail past Stromboli’s active volcano, wander historic Messina, and admire the coastal beauty of Amalfi and Sorrento. Explore Ponza’s unspoiled charm before returning to Rome’s port.

Set sail for an 8-day cruise on the Royal Clipper, visiting Monaco, Portofino, Corsica, Sardinia, and St. Tropez. Experience stunning landscapes, rich culture, and gourmet dining before returning to Nice with lasting memories.

Set sail on a 10-day cruise from Malaga to Valletta aboard Le Boreal and explore UNESCO World Heritage Sites, ancient ruins, and vibrant local markets. Discover Roman theaters, Moorish palaces, Arab-Norman cathedrals, and Mediterranean coastlines. Enjoy cultural depth and historic architecture in each port.

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.

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.

Set sail on an 8-day cruise aboard the Royal Clipper, visiting beautiful France, Italy, and Corsica coasts. Enjoy vibrant towns, historic sites, fresh seafood, and charming beaches while soaking in the rich culture and stunning landscapes.