- $225 for a sailing lesson for two ($390 value)
Right where the mouth of the Susquehanna River yawns into Chesapeake Bay lies the protected, uncrowded waters of Havre de Grace harbor. BaySail's instructors take advantage of these opportune conditions, operating a sailing school that's accredited by the American Sailing Association. Upholding training standards that have won the ASA's School of the Year award, they lead sailing classes ranging from introductory lessons to certification courses in coastal cruising and bareboat chartering. In addition to lending its fleet for lessons, BaySail's team rents its vessels—from a Capri 22 to a Hunter 460—to members. The sailboats also glide out on chartered cruises, taking guests to nearby destinations such as Inner Harbor and the Sassafras River, where sassafras trees come to spawn every winter.