Our sailing holidays span 25 worldwide destinations, from the magical Mediterranean to the colorful Caribbean and even more remote and exotic destinations. We’ll take you to the world’s best cruising …

At The Moorings, we’ve spent over 50 years crafting experiences that go beyond expectations. With over 20 breathtaking destinations, a cutting-edge fleet, and options for Sail, Power, or Crewed …

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, …

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

From the famous landscapes of Phang Nga Bay to the pristine beaches of Koh Phi Phi (and all of the remarkable islands in between), a sailing adventure through southern Thailand promises to produce …

Aug 27, 2025 · At Festiva Sailing Vacations, we’ve been welcoming first-time sailors for years, and we know how to make you feel right at home. All you need is a swimsuit, a sense of adventure, and the …

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