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  1. Worldwide Adventure Sailing Expeditions

    Nov 25, 2025 · Unforgettable voyages that take you from open ocean crossings to remote, wild islands. Our expeditions are hands-on adventures where everyone is crew, whether you’re a seasoned sailor …

  2. Best Sailing Tours 2026/2027 | Intrepid Travel US

    You can help navigate, tack and steer, or simply kick back on deck with a copy of Moby Dick and let the world float by. Whether you’re a fresh-faced novice or an old salt with calloused hands, we’ve got a …

  3. 10 Best Sailing Holidays & Trips 2026 - TourRadar

    From island-hopping in Croatia and Greece to beach getaways in Thailand and Seychelles - browse the best sailing trips and itineraries in the world!

  4. MahaloSailingAdventures

    Mahalo Sailing Adventures is an international travel company providing tailored adventures for small groups and individuals. Solo travelers, women, couples, and families looking for vacations and …

  5. Sailing Vacations Options & Inspiration USA | Sunsail

    Clear waters, warm winds, and the thrill of adventure at sea. Whether you’re a newbie looking to find your sea legs or an old hand who already knows the ropes, we offer sailing vacations for sailors of all …

  6. Sailing Cruises, Tours & Expeditions in 2025 | G Adventures

    Take to the seas and find aquamarine waters and hidden islets on our of our sailing cruises, which cover Croatia, the Maldives, Greece and more.

  7. Colgate Sailing Adventures: Sailing Vacation Packages

    Explore paradise under sail! Join a hosted Offshore Sailing School® vacation in the Caribbean, or discover exotic destinations further afield.

  8. American Sailing Vacations - Sailing Cruises in Exotic Locations

    Set sail with American Sailing Vacations aboard various mega-yachts located around the world. Find amazing cruises in New England, The British Virgin Islands, Greece, and Croatia. Feel the wind, …

  9. 10 classic sailing adventures - Lonely Planet

    Aug 7, 2020 · From the South Pacific to the wine dark sea of the Mediterranean, these 10 sailing adventures are woven into human history and are still fun for travelers.

  10. Sailing Adventure Vacations 2026 | Much Better Adventures

    Explore wild fjords and remote coves from your very own boat. Hop off for an open water swim, or watch for whales under the arctic aurora. These are sailing adventures with a difference. Ahoy! All trips are …