Sail away on two, identical 74-foot, classic wooden schooners on the Chesapeake Bay. Try a two -hour public cruise or private event that sails past the USNA and then into the Bay. Raise the sails, steer the boat or sit back and relax.

Boat Baltimore offers private sailing charters in the heart of Charm City. Explore historic harbors, toast the sunset, or elope at sea aboard a 45-foot sailboat—hosted by locals who love Baltimore as much as they love sailing.

Experience Smith Island’s communities, traditions, environment and culture on our customized tours. Guided by local islanders onboard a classic deadrise workboat, our tours take you to the heart of the island’s beautiful, unforgettable landscapes and clo