Used Racer/Cruiser Boats in Annapolis

Discover a diverse selection of sail racer-cruisers for sale in Annapolis, MD, perfect for sailors seeking performance combined with comfort. Whether you're searching for a used sail racer-cruiser to enjoy the Chesapeake Bay or exploring new models with advanced features, Annapolis offers a prime location to find your ideal boat. Local dealers and private sellers provide competitive pricing on vessels designed for both racing and leisurely cruising. From sleek hull designs to spacious cockpits, these sailboats cater to enthusiasts eager to navigate Maryland’s scenic waterways. Explore listings today to secure a quality sail racer-cruiser and experience the best of Annapolis sailing.

Currently, there are 28 boats available for sale for used racer/cruiser boats in Annapolis , Maryland. Prices range from $21,500 to $1,950,000, with an average listing price of $366,561. All 28 listings are used boats. The fleet is comprised of 28 sailboats. 1 boat has been added to the marketplace in the past month. Popular boat types include Racer/Cruiser, Cruisers, and Sloop. Top manufacturers represented include Beneteau, Jeanneau, and Dufour.