Used Cruisers Boats in Annapolis

Discover a diverse selection of sail cruisers for sale in Annapolis, MD, perfect for both seasoned sailors and newcomers to the Chesapeake Bay. Whether you're seeking a used sail cruiser with proven performance or exploring new models featuring the latest in marine technology, Annapolis offers options to suit every budget and preference. The local market is rich with quality vessels, from compact daysailers to spacious cruisers ideal for extended voyages. Take advantage of Annapolis’s vibrant boating community and prime sailing conditions to find your ideal sail cruiser. Browse listings today to secure a great deal on your next boat and set sail on Maryland’s scenic waters.

Currently, there are 75 boats available for sale for used cruisers boats in Annapolis, Maryland. Prices range from $24,900 to $2,795,000, with an average listing price of $310,872. All 75 listings are used boats. The fleet is comprised of 75 sailboats. 4 boats have been added to the marketplace in the past month. Popular boat types include Cruisers, Center Cockpit, and Racer/Cruiser. Top manufacturers represented include Jeanneau, Beneteau, and Pacific Seacraft.