If you’re interesting in charting a sailboat on the Chesapeake Bay or beyond, click through the buttons on this page for sailing resources, such as destination and how-to articles, tips for sailors on provisioning and planning, and charter company ideas.


The Liberty Clipper is one of two ships in the Liberty Fleet of Tall Ships, a 23-year-old, family-owned, Boston-based company that runs charters out of Boston, offshore passages, and...
Even with tropical breezes and turquoise waters calling seductively from the South, Bay sailors this October can find their own patch of paradise on the Chesapeake. By Tracy Leonard.
“It was spectacularly beautiful. The weather was wonderful (in the 80s). The logistics were the challenge.”
When experienced sailor John Burke and new sailor Haley Varner chartered out of Grenada March 5-12 through Dream Yacht Cha...
Sometimes a change in plans while cruising can bring you to places you never would have expected, and even your favorite memories.
Compared to our journey thus far, the relatively short 40 miles from New Providence to the Exumas, Bahamas, might as well be a deep-space mission.
With one of the East Coast’s premier cruising destinations right in our front yard, isn’t it lovely to think of spending time relaxing and taking in some of the Chesapeake Bay this s
Think it would be fun to sail to Cuba?
I jumped up and squealed when I saw the pelican dive down into the placid, silver-plated waters of the Chesapeake on a cool November morning.

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