For an extensive directory of Cruising Clubs around the Chesapeake Bay, click here.

Clean Wake is one of SSCA’s most cherished traditions. It reflects respect for others, respect for the environment, and care for the communities that welcome cruising boats.
The Kent Island Racing Fleet provides local, fun sailboat racing for experienced and novice sailors.
The Chesapeake Area Professional Captains Association's (CAPCA) monthly educational programs cover a variety of topics about our work and life in the Chesapeake region.
An interview with the new Havre de Grace Yacht Club commodore, Bill Cox.
Compass Boating Club of the Chesapeake has a full season of cruises planned for 2026.
Chesapeake Bay Bristol Club
Training and cruising: spring and summer fun for sailors
The ospreys have come back to the Chesapeake, as has daylight savings time, and it’s time for sailors to get back out on the water.
Many Peninsula Sailors went for a charter adventure to Greece to visit some of the Cyclades islands in the Aegean Sea.

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