The Fleet in front of the USNA

Our Yachts

Find the Right Yacht for Your Event.

Beautiful yachts. Playful vessels. Watermark® owns and operates the largest and most diverse private fleet on the Chesapeake Bay. Whether you are looking for a luxury yacht or a rental boat, Watermark® has the Annapolis or Baltimore boat for you. All vessels are U.S. Coast Guard certified.

Catherine Marie sunset

Catherine Marie

Length: 95 ft

A grand yacht with expansive views.  Best for large corporate functions, birthday celebrations, or elegant wedding receptions.

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Cruising the harbor on the Raven

Raven

Length: 99 ft

Custom build and classically styled.  A unique and beautiful venue on the Chesapeake Bay.

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Cabaret II

Cabaret II

Length: 65 ft

Entertain your guests in style with this vessel that creates the warmth and elegance of a private lounge.

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Watermark Cruise Boat

Lady Sarah

Length: 65 ft

A custom-built catamaran designed to escort your guests with style and speed.  The top deck provides spectacular views.

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Annapolitan II

Annapolitan II

Length: 65 ft

A fun, casual vessel.  An informal way to see Baltimore’s magnificent harbor and spectacular skyline.

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Harbor Queen

Harbor Queen

Length: 65 ft

Cruise up the Severn River and past the Naval Academy on our premier party boat.  Great for informal events and celebrations.

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Miss Anne

Miss Anne

Length: 24 ft

Perfect for groups under 22.  Best for intimate, after-dinner, marriage proposals, or bachelor and bachelorette parties.

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Day on the Bay St. Michaels
Cruise roundtrip to the
quaint, historic village of St. Michaels
Saturday, September 30th
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