The recent deep freeze across much of the U.S. has created the best opportunity in decades to sail ice boats across frozen bays and rivers — including Chesapeake Bay.

At the West River Sailing Club in Galesville, Maryland, there are plenty of options when it comes to racing classes, but the one that has held high court since the early 1930s is the homegrown ...

A new program in Annapolis is giving children from underserved communities the chance to learn how to sail, and showing them the Chesapeake Bay is theirs to enjoy. The "From Swimming to Sailing" Youth ...

ANNAPOLIS, Md. — The Governor’s Cup Yacht Race, the Chesapeake Bay’s oldest premier overnight sailing event, is set for August 1-2, 2025, with a 68.6-nautical-mile main course from Annapolis to St.

ST. MICHAELS — Chesapeake Bay Maritime Museum’s new exhibit shows changing perspectives of the Chesapeake Bay’s relationship with the Underground Railroad by centering stories of freedom seekers. You ...

There are many reasons why the CRAB Cup is one of the most popular annual regattas on the Annapolis sailing circuit. First and foremost, local sailors are passionate about supporting Chesapeake Region ...

Team Washington, DC races to their home port in a global sailing race. It is a race without equal. Eleven racing yachts, helmed entirely by amateur sailors compete in an adventure-packed 40,000 mile ...