Chesapeake Yacht Club

Chesapeake Yacht Club sits right on the water in the laid-back community of Shady Side, offering fixed and floating slips that can handle everything from small runabouts up to 70-foot yachts. It's a genuine club atmosphere, so you get that tight-knit, local sailing community feel rather than a big commercial operation. Shady Side itself is a quiet, off-the-beaten-path corner of Anne Arundel County with easy access to the West River and the broader Chesapeake Bay.