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See the City From a Different Point of View With Watermark Cruises & Tours


Situated at the Annapolis City Dock, Watermark Cruises & Tours offers guided cruises around the beautiful region of Annapolis and the Eastern Shore. Relax, enjoy the sea breezes (it can be up to 10 degrees cooler on the water in the summer!), and learn about Annapolis history.

Cruise for as little as 40 minutes on Miss Anne, which tours the residential areas of Old Annapolis to the headwaters of Spa Creek and along the banks of the U.S. Naval Academy. There is also a Bay Lighthouse Cruise, which includes three Chesapeake Bay Lighthouses and a spectacular view of the lovely waterfront, or spend a full "Day on the Bay" and journey to St. Michaels and back for a fun day trip.

Watermark Cruises has the largest fleet in the area, and all boats have full bar service with light snacks available for purchase and restrooms on board. Most vessels are handicapped accessible and dog-friendly. Cruises depart every day at various times and can be booked online.

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