Dream Yacht Charters - Annapolis

At about 200 miles long, Chesapeake Bay is the largest estuary in the United States, with thousands of miles of shoreline to explore. It offers protected waters, great anchorages, gorgeous natural scenery, and scenic towns and villages steeped in history.  Before embarking on your Chesapeake yacht charter, seeing the sights of Annapolis is also a must. 

Journey north while sailing Maryland and take in bustling, historic Baltimore Harbor, contrasting with the quiet anchorages of Mill Creek or Whitehall Bay. Sail south and you can visit the historic landmark towns of Oxford and Cambridge. Of course, you could book a longer charter and experience the best of both areas.

With so many delightful creeks, coves, rivers, towns and villages to visit, Annapolis makes for a dream sailing vacation.

Region: 
Caribbean
Chesapeake Bay
Mediterranean
Northeast United States
Southeast Asia
South Pacific
Boat Type: 
Catamaran by the Cabin
Catamaran with Crew
Catamaran Bareboat
Monohull by the Cabin
Monohull with Crew
Monohull Bareboat
Trip Type: 
Daytrip
Education/Certification
Luxury Vacation