Watermark immerses people in the history, culture, and fun of the Chesapeake Bay area more completely than any other tour or charter company. Whether you want to learn or just enjoy the Chesapeake Bay area, no one else offers so many ways to experience this special place, both by land and by water, in less than an hour or as long as you like. A recognized Chesapeake Bay Storyteller, trained by the Maryland Office of Tourism.




1 Dock St
Annapolis MD 21401
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  • Family-Friendly
  • Group Tour Rates Offered
  • Group-Friendly
  • Member of American Bus Association
  • Pet-Friendly
  • Student Group-Friendly
Rated 5 by nkumum

January 03, 2021


Holidays cruise

Santa Claus, Santa’s Helper were awesome. From making us incredibly comfortable to pointing key sites during the cruise, they made this a memorable experience for my family and myself. Would highly...

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Rated 5 by Jzippy

November 10, 2020


Watermark Cruises Rock!

I have taken Watermark cruises a couple of times and it has always been a very good, fun experience. The crew is always friendly, engaging, and helpful. This last cruise was even better because a...

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Rated 5 by Ellen630

November 03, 2020


Once in a Blue Moon Cruise

Fabulous evening of music , libations and gorgeous scenery. Staff was superb, safe socially distanced event. Perfect evening.

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TripAdvisor Traveller Rating

Rated  based on 936 reviews
based on 936 Reviews
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