Italy

Sardinia, Maddalena Archipelago A GUIDED FLOTILLA

Whitecaps Sailing
Availability : September 05–12, 2026

Sail through Sardinia’s Emerald Coast, the Maddalena Archipelago, and Bonifacio, Corsica on a weeklong Mediterranean flotilla filled with turquoise waters, hidden coves, charming ports, local cuisine, and unforgettable island scenery.

From$2,500
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Amalfi Coast A GUIDED FLOTILLA

Whitecaps Sailing
Availability : May 29–June 05, 2027

Experience the beauty of Italy’s Amalfi Coast on this unforgettable flotilla sailing vacation. Cruise alongside fellow sailors as you explore iconic destinations like Capri, Positano, and Procida, discover charming coastal villages, swim in crystal-clear waters, and enjoy authentic Italian cuisine. With expert guidance, a flexible itinerary, and the camaraderie of a small flotilla limited to just three catamarans, this is the perfect way to experience la dolce vita by sea.

From$2,950
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NEW
Sicily Italy

Experience Sicily ABOARD RHEA A LUXURY CRUISE

American Sailing
Availability : May 2027

Experience the magic of Sicily on a breathtaking sailing journey through the Aeolian Islands. Departing from Palermo, this refined Mediterranean voyage blends volcanic landscapes, turquoise swim stops, charming coastal villages, and unforgettable nights under the stars. Designed for travelers seeking both adventure and elegance, this weeklong escape offers an immersive taste of Italy’s culture, cuisine, and timeless rhythm of life at sea.

From$4,750
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NEW

Sail Sardinia & Corsica Aboard Chronos A Luxury Cruise

American Sailing
Availability : September 2027

Sardinia & Corsica Aboard CHRONOS is a luxurious Mediterranean sailing adventure through the breathtaking coastlines of Sardinia and Corsica aboard a stunning 54 meter classic yacht. Explore the crystal clear waters of Costa Smeralda, La Maddalena National Park, and the legendary harbor town of Bonifacio while enjoying elegant dining, spacious decks, and unforgettable sunsets under sail. With only 12 cabins available, this exclusive September 4–11, 2027 voyage offers the perfect blend of authentic sailing, relaxed luxury, and timeless Mediterranean charm.

From$4,750
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