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 …

We offer curated sailing experiences including a sunrise & sound bath, lively daytime sailing, relaxing sunset sails, sommelier and sails, sailing lessons, and more.

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, …

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

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

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 …

Discover peaceful coves, hidden inlets and secluded beaches on this 10-day sailing trip from Italy to Croatia. What’s life like at sea? Squeeze the most adventure out of every port stop. With no …

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 …

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 …

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