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 …

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 …

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

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 …

Life at sea never stands still and it brings new and unexpected challenge with every sunrise. Experience the exhilaration of roaring waves or the bliss of a flat ocean with our top sailing adventure holidays.

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, …

So cast off, take the plunge and discover the life-changing freedom of a sailing holiday. VentureSail offers 400+ adventures to amazing destinations on unusual boats run by passionate crews. Get …

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

Apr 17, 2025 · Discover the breathtaking beauty of the Arctic with our wide range of sailing adventures. From remote fjords to awe-inspiring islands, each journey offers a unique way to experience this …

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.