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Sightseeing Cruises in Annapolis Maryland

Explore the Treasures of the Chesapeake Bay

Annapolis by Water

Explore the local 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. Go for less than an hour or enjoy a full Day on the Bay—your unique Annapolis experience awaits!

Frequently Asked Questions

40 Minute Cruise 90 Minute Cruise Pirates
Pirate Flag
An introduction to Annapolis and U.S. Naval Academy (details). Explore the treasures of the Chesapeake Bay (details). Voted Best of Annapolis 2006 (details).
Bay Lighthouses Cruise Day on the Bay in St. Michaels Music Cruises
2005 Winner of Best New Heritage Initiative (details). The perfect way to spend the day (details). Music cruises (details).

Any event may be cancelled due to severe weather, lack of participation or mechanical breakdown.

Annapolis by Land
Don't forget to check out our Annapolis walking tours.
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Journey with Watermark
Format: 1 minute, QuickTime movie