Find Boat Club Membership Pros

Connect with reviewed and trusted boat professionals in your area.

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Annapolis Bay Charters/Dream Yacht Charters

We combine a fleet of well-maintained sailboats and powerboats, a service-oriented staff, and a central location for exploring the Chesapeake Bay.

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Chesapeake Boating Club at J Port Inc.

The #1 flexible boat sharing program on the Chesapeake Bay. Let us help you experience the thrill of boating at a fraction of the cost of ownership.

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Freedom Boat Club

Port Annapolis Freedom Boat Club is part of the 75 franchise locations throughout the US. We are the largest members-only boating club.

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Port Annapolis Marina

This full-service marina is also a yachting resort. Amenities include: swimming pool, poolside café, 16 acres of park-like grounds, Ship’s Store and the most experienced marine craftsmen to work on your boat. There’s also a laundry, bathhouses, barbecues & picnic areas, waterside decks, a kids’ playground, even a multi-hole putting green and work-out facility. The Overlook Pavilion is the perfect venue for anything from wedding receptions and parties to corporate events.

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Schooner Woodwind

Sail Away on the Chesapeake Bay on a 74-foot wooden schooner. Raise the sails, steer the boat or sit back and relax. Public Cruises and Private Events.

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South River Boat Rentals

South River Boat Rentals offers power boat and sailboat rentals and charters. Rent or charter a boat for the half day, for the day, overnight or weekly. We offer bareboat charter or take a captain along.

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Watermark Cruises

Cruises on the Bay by Watermark offers a variety of sightseeing cruises with Air Conditioned comfort during the boating season along the waterways of the Annapolis Harbor, Baltimore Inner Harbor and Chesapeake Bay