Destinations

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The Chesapeake Bay is among the world’s top cruising and sailing destinations. A true American treasure, the Bay delivers a long enjoyable sailing season from early Spring to late Fall, with over 11,000 miles of shoreline to explore. From quiet, unspoiled anchorages, to historic seaside towns like St. Michaels and Oxford, to the vibrant ports of Baltimore and Annapolis, the Chesapeake Bay offers something for everyone.

Our docks in historic Eastport overlook the celebrated city of Annapolis and the Naval Academy. Take a short stroll or dinghy ride into town and enjoy the quaint shops and world-class restaurants before heading out on your Chesapeake Bay adventure.

The British Virgin Islands are hailed as the best sailing yacht destination in the Caribbean, and arguably the whole world. The consistent trade winds, year-round warm weather, and line of sight sailing make the islands ideal for your next BVI charter vacation. With dozens of unspoiled islands and cays, beautiful white sand beaches, bountiful marine life, and unique, relaxed island culture, make this the year you set sail in the British Virgin Islands.