Escape to the Chesapeake Yacht Club in Shady Side, MD, and enjoy the pristine waters and diversity of cruising available from our 142-slip club on the West River. Less than 30 minutes from the Beltway and centrally located on the Bay, we are a short boat ride from Annapolis, St. Michaels, Baltimore, and dozens of other destinations. A wide variety of fixed and floating slips are available for powerboats, sailboats, and catamarans up to 70 feet. Non-boating memberships are also available. Inquire below to learn more about our membership opportunities... Escape, Relax, Enjoy.