2026 Annapolis Sailboat Show - Saturday

The Annapolis Sailboat Show on Saturday, October 17, 2026 brings together a wide range of new and brokerage sailboats. This annual event is a chance to see different models up close, speak with manufacturers, and learn about the latest in sailing technology and gear. It’s a good opportunity for both seasoned sailors and those new to the sport to explore options and connect with the sailing community. This Saturday event takes place at the Annapolis City Dock, a classic setting for marine events in Annapolis, MD. Attendees can expect a bustling atmosphere with boats of various sizes displayed both in the water and on land. It’s an ideal outing for anyone interested in sailing, boat ownership, or maritime culture.