Sightseeing Boat Cruises in Annapolis Maryland
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| Annapolis Tours by Watermark ® |
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| Don't forget to check out our Annapolis walking tours. |
| Private Yacht Charters |
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| A video tour of Yacht Charters on the Bay |
| Baltimore Inner Harbor Cruises |
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| Inner Harbor Cruises 45-minute Cruises of Baltimore Inner Harbor |
Cruise and Explore the Chesapeake Bay
Annapolis Harbor Cruise · United States Naval Academy Boat Tour ·
Chesapeake Bay Lighthouse Cruise · Fireworks Cruises ·
Balitmore Inner Harbor Cruises · Annapolis Boat Tour
Looking for things to do in Annapolis?
Come explore the local Maryland waterways aboard the Chesapeake Bay's largest private fleet. Experience the scenic beauty and the unique treasures that can only be found in America's largest estuary. Choose from a variety of sightseeing cruises offered daily throughout the boating season. Whether you are looking for family activities or a romantic outing with a loved one, Watermark has the perfect cruise for you!
Regularly scheduled cruises are in season! Every day there are plenty of opportunities to get on the water in Annapolis with Watermark.
Share your story! It's Harbor Queen's 40th birthday and we want to hear your favorite memories of the Queen. Please help us celebrate 40 years of fun by telling your story.
Cruises are pet-friendly as long as they are friendly and leashed.
| 40 Minute Cruise | 90 Minute Cruises | Pirates of the Chesapeake |
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| Get an introduction to Annapolis with a U.S. Naval Academy Cruise. | Explore the treasures of the Bay with a Chesapeake Bay Cruise. | Argh matey! Join the pirate crew & enjoy a theatrical performance in this Annapolis Pirates Cruise on May 21 at 12:15 p.m. |
| Bay Lighthouses Cruise | Day on the Bay in
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60-Minute National Anthem Tour by Sea in Baltimore |
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| The Chesapeake Bay Lighthouse Cruise features a historical turn of the century keeper. | The perfect way to spend the day is a relaxing cruise to St. Michaels. | Learn about the War of 1812 on our National Anthem Tour by Sea, one of our narrated tours in Baltimore. |
Any event may be canceled due to severe weather, lack of participation or mechanical breakdown.









