The Sail Shed sits apart from, but right beside, the main house of the Inn. It features two bedrooms, each with a waterfront view of the harbor. Each room also has its own entrance, private attached bath, and outdoor deck and sitting area. There is a central foyer area that may be opened up for a more family-friendly atmosphere, or may be closed off and offer two completely private and separate spaces.
The Lark Room is named after the famous Chesapeake Bay log canoe, "The Island Lark". This room features a water view, king-sized bed, private bath with bathtub and shower, mini refrigerator, and Keurig coffee maker. Enjoy the picturesque view of the St. Michaels harbor with this cabin-style room.
The Magic room is named after the famous Chesapeake Bay log canoe, "Magic", owned by the Wilson family since 1923. The owner of Higgins Yacht Yard, located right next door to the Inn, is a part of the Wilson family, and has been Magic's skipper since he was a teenager. This room features a water view, queen-sized bed, private bath with bathtub and shower, mini refrigerator, Keurig coffee maker, and private outdoor deck and sitting area.