Flotillas

Sail Thailand’s stunning islands on a guided 10-day flotilla with Whitecaps Sailing, featuring Krabi, Phi Phi, and Maya Bay.

Sail Italy’s Amalfi Coast, visiting Capri, Positano, and Procida on a guided flotilla adventure with fellow sailors.

Sailing the waters around La Paz, Mexico, is a truly magical experience. Nestled in the Sea of Cortez, often referred to as the "Aquarium of the World," La Paz offers crystal-clear turquoise waters, calm seas, and stunning, unspoiled islands just offshore. With no Pacific ground swell, the waters are as smooth as a lake, making […]

Explore Belize’s paradise islands on your own private luxury catamaran. Learn sailing from ASA certified instructors & crew. Snorkel, kayak, and fish in crystal clear waters. Enjoy gourmet meals & exotic drinks prepared by your crew. Experience a different destination every day on this ultimate sailing vacation!

Explore the Abacos on a guided flotilla—sail by day, unwind by night, with expert support and island freedom.

Sail Turkey’s stunning southwest coast on a guided flotilla with hidden coves, ancient ruins, calm seas, and unforgettable camaraderie.

Sail the British Virgin Islands aboard a luxury catamaran while exploring paradise and earning ASA certifications.

Explore Greece’s Southern Ionian Islands on an 8-day guided flotilla with island hopping, crystal-clear waters, and Greek hospitality.

Sail from Bellingham to Victoria, the San Juan Islands, and Gulf Islands on a seven-day summer flotilla filled with scenic stops.

Celebrate Sail Week with a week of sailing, regattas, sundowners, and unforgettable adventures in the beautiful British Virgin Islands.

Race the St. Maarten Heineken Regatta aboard a Farr 65 with a training day, four days of racing, and a 12-person crew.

Sail Puerto Rico’s Culebra and Vieques on a guided catamaran flotilla. Discover pristine beaches, snorkeling, and bioluminescent bays.

Sail Croatia’s Dalmatian Islands on a guided flotilla. Explore Hvar, Vis, and Brač, swim in turquoise waters, and discover coastal towns.

Sail Italy’s Tuscan Archipelago on a guided flotilla. Explore Elba and Capraia, discover charming villages, and enjoy Mediterranean sailing.