Sail Chesapeake Bay, Maryland

Founded in 1982 in Newport, Rhode Island, J World has since added teaching facilities in San Diego, Annapolis, the Keys, and Sweden. The Annapolis-based franchise is owned by Jahn Tihansky, a former sailmaker and instructor with US Sailing. Tihansky’s philosophy of “more time on the water, less time in the classroom” will turn any landlubber into a sailing aficionado. You’ll learn how to set the sails, practice your knots, stop and start under sail, tack, jibe (controlled, of course), and anchor. More advanced courses will teach salty dogs how to put up a spinnaker, navigate, and moor. Learn to Sail 5-day courses cost $995 per person.