Annapolis

Only a handful of waterways in the world can match the Chesapeake Bay for sheer sailing pleasure, and Annapolis is right in the heart of this sailing paradise. At about 200 miles long, it’s the largest estuary in the United States with thousands of miles of shoreline to explore. It offers sailors protected waters, great anchorages, gorgeous natural scenery, and unique towns and villages steeped in history. Request your free Quick Quote and set sail!

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Our Annapolis fleet

4 Catamarans
5 Monohull
Browse our Annapolis fleet