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.


See website for hours.


1 Dock St
Annapolis, MD
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US Toll Free:
  • Family-Friendly
  • Group Tour Rates Offered
  • Group-Friendly
  • Member of American Bus Association
  • Pet-Friendly
  • Student Group-Friendly
Rated 5 by Operable

August 14, 2022


A perfect summer afternoon's cruise to Thomas Point Lighthouse

Our 90-minute Thomas Point Lighthouse Tour with Watermark Cruises and Tours was wonderful. There was just enough history and other facts about the area, but also plenty of time to just enjoy the...

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Rated 5 by nina_anne09

August 14, 2022


Great Tour of Local Haunts

Lizbeth was a fantastic guide. Spunky and great energy, taught us a good deal about the history of Annapolis in addition to stories about local haunts. Highly recommend for a fun night out.

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Rated 5 by CaileighFeldman

August 13, 2022


A fun ghost tour of Annapolis

Squire Allen did a wonderful job with the Ghost 👻 tour! He was very genius with his time and had so much enthusiasm for the history of Annapolis and the ghosts and stories lurking in the walls of...

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TripAdvisor Traveller Rating

Rated  based on 1041 reviews
based on 1041 Reviews
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