FLOTILLAS

Sail Croatia’s Dalmatian Coast on a week-long flotilla through turquoise waters, historic towns, and island harbors. Departing from Trogir, this classic itinerary explores Vis, Hvar, and more with relaxed sailing, daily briefings, and the camaraderie of a welcoming sailing community.

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!

Set sail on the Greek Island Hopper Flotilla, hosted by Fair Winds Sailing Greece, and experience the beauty of Corfu and the surrounding Ionian islands. Guided by local captains, you’ll visit favorite anchorages, UNESCO World Heritage sites, and charming island towns while enjoying the perfect blend of sailing, culture, and relaxation. Sail aboard modern monohulls or catamarans, share meals and onshore excursions with fellow sailors, and discover Greece as seen through the eyes of those who know it best.

Sail the Adriatic on an unforgettable Croatia-to-Italy flotilla culminating in the legendary Barcolana Regatta in Trieste. Led by American Sailing certified instructor Fabio Matijević, this experience combines scenic coastal passages, historic ports, local culture, mini regatta training, and the excitement of racing alongside hundreds of sailors in one of the world’s largest sailing events. Perfect for both experienced and newer sailors, with bareboat, skippered, private, and certification options available.

4 days / 3 nights sailing from Marina del Rey to Catalina Island with stops in Avalon and Two Harbors. Enjoy a welcome dinner, beach yoga, hiking, paddleboarding, dinghy raft-ups, happy hours, and fully supported flotilla sailing with Naos Yachts’ newest fleet.

Join American Sailing Vacations and Cruise Abaco for a week of clear, warm waters, white-sand beaches, and unforgettable sailing through the Abacos. This flotilla offers the perfect mix of freedom and fun — explore the Out Islands by day and share sundowners with new friends each evening.

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 for relaxed and enjoyable sailing conditions.

Escape to the crystal-clear waters of the British Virgin Islands on an unforgettable 7-night catamaran sailing adventure. Sail aboard a luxurious 40–44 ft catamaran, explore iconic destinations like Anegada, Jost Van Dyke, and Norman Island, and enjoy the perfect balance of relaxation, island exploration, and hands-on sailing. Whether you’re looking to earn ASA certifications or simply experience one of the world’s premier cruising grounds, this all-inclusive sailing vacation offers the adventure of a lifetime.

Discover the beauty of Thailand’s Andaman Sea on this 10-day flotilla sailing adventure. Departing from Phuket, you’ll sail to iconic destinations including Phang Nga Bay, James Bond Island, Krabi, the Phi Phi Islands, and Maya Bay while enjoying turquoise waters, dramatic limestone cliffs, and vibrant Thai culture. With included land excursions, comfortable catamarans, and the camaraderie of fellow sailors, this unforgettable journey offers the perfect blend of sailing, adventure, and relaxation.

Race the legendary St. Maarten Heineken Regatta aboard Spirit of Juno, a Farr 65 performance racing yacht. Train with your crew before putting your skills to work during four days of Caribbean racing. No racing experience is required—just come ready to sail faster, learn, and be part of the crew.

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.

Discover the beauty of Greece’s Southern Ionian Islands on an 8-day guided flotilla hosted by Whitecaps Sailing. Sail through crystal-clear waters as you explore charming island villages, breathtaking sea caves, secluded anchorages, and iconic destinations including Lefkada, Meganisi, Ithaca, Kefalonia, Atokos, and Kalamos. Along the way, enjoy authentic Greek cuisine, local wineries, rich history, and unforgettable sailing in one of the Mediterranean’s most spectacular cruising grounds.

Explore the breathtaking southwestern coast of Türkiye on a 7-night sailing flotilla through the stunning Bay of Fethiye. With crystal-clear waters, reliable Mediterranean winds, and secluded coves accessible only by sea, this region offers the perfect blend of relaxed cruising and spirited sailing. Each day brings ancient Lycian ruins, dramatic landscapes like Butterfly Valley, charming harbor towns such as Göcek, and unforgettable sunsets at anchor.

Explore Victoria, British Columbia, the San Juan Islands, and the Gulf Islands on a seven-day guided sailing flotilla with San Juan Sailing. Depart from Bellingham and cruise through sheltered waters to scenic anchorages, marine parks, charming island communities, and vibrant Victoria. Enjoy long summer days, abundant wildlife, daily route briefings, flotilla activities, and camaraderie with fellow sailors.

Celebrate BVI Sail Week with 7 days and 6 nights of sailing alongside fellow boats for one epic flotilla experience. Explore the iconic baths, get in on a small boat regatta at the famous Bitter End Yacht Club, and swim to shore to visit the iconic Soggy Dollar Bar. It’s going to be an action-packed sailing adventure!