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Points of Interest
A charter sail is a great way to experience more of what makes Annapolis so special: 19th-century lighthouses still in operation, the magnificent Chesapeake Bay Bridge, historic buildings nestled in small coves, and one of the most gorgeous cityscapes you will ever see. Five O'Clock Charters provides the best seat in the house for observing ospreys and their chicks nested on buoys, sailboat races in action, quaint harbors, and so much more. You could spend a year sailing the Chesapeake Bay and still not see all that it has to offer. Let us know what you want to see, and we will plan a route that is sure to please you.