Sailing the Caribbean promises awe-inspiring moments almost constantly—from the turquoise waters your vessel plies, to the pristine anchorages, and, of course, the many characters you’ll meet along the way. There’s just no better way to experience the West Indies than aboard a sailboat. To be in your personal space, in the personal spaces of your boatmates, and be attached to the vast natural world that surrounds you. Whether at the helm with the wind in your face, or laying out on the hammock in the middle of the night staring up at the Milky Way, or just idly snorkeling after a long crossing — these moments and many more are what sailing the Caribbean offers.