Yachts for Sale in Annapolis

New & Used Yachts for Sale in Annapolis

Browse new and used yachts for sale in Annapolis, Maryland from verified dealers and brokers on Chesapeake Bay. YachtWay carries sailing yachts, motor yachts, catamarans, trawlers, and cruisers listed at Safe Harbor Port Annapolis, Annapolis Yacht Basin, South Annapolis Yacht Centre, Annapolis Yacht Center, Pier 7 Marina in Edgewater, and across the Severn River waterfront. Annapolis is the Sailing Capital of the United States, home to the United States Sailboat Show and United States Powerboat Show, the largest in-water boat shows in North America, held each October on the city dock. Annapolis Yacht Sales has operated on the Chesapeake since 1953. Bluewater Yacht Sales relocated to Safe Harbor Port Annapolis in early 2026 following Safe Harbor Marinas' acquisition of the 16-acre Port Annapolis facility. Annapolis buyers have direct Chesapeake Bay access to Baltimore, the Eastern Shore, the Potomac River, and 200 miles of navigable bay to the south. Every listing includes manufacturer-verified specifications, high-quality media, and integrated buyer tools.

Popular Brands in Annapolis on YachtWay

Beneteau Yachts for Sale · Jeanneau Yachts for Sale · Hanse Yachts for Sale · Hallberg-Rassy for Sale · Prestige Yachts for Sale · Ocean Alexander for Sale · Sea Ray Boats for Sale · Boston Whaler for Sale

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Finance your purchase with EasyFund: get pre-qualified without affecting your credit score. For marine insurance, visit MasterCover. For guidance on the buying process, visit the YachtWay Knowledge Center.