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!

Intrepid's sailing trips are the perfect way to mix relaxation, exploration and fun in the world's most celebrated seaside destinations.

With a wider choice than any other charter company, we’re confident we can help you find the perfect destination for an unforgettable sailing vacation. A vacation from which you’ll take away memories …

Set sail in over 20 amazing sailing destinations around the World. Whether you are interested in a chartered yacht, a social flotilla or just relaxing while a Sunsail skipper takes the helm, we have the …

Experience the vacation of a lifetime aboard a luxury, all-inclusive, professionally crewed charter yacht in the US and British Virgin Islands, Bahamas, and beyond! We take care of your every need to match …

Whether you book a crewed sailing charter in the Caribbean, Exotics or anywhere else, everything on board is included, from free WiFi and air conditioning to fuel and housekeeping services.

Explore top yacht vacation spots & sailing itineraries worldwide. Discover the best places to yacht charters, exclusive sailing areas, and ideal sailing conditions. Get travel tips, destination hotspots, …