Upcoming Annapolis Events

Festivals, arts, boating events, and other community happenings in the Annapolis area.

Click on the event title for additional information.

August 1, 2025 – Annapolis Rotary Crab Feast – The 80th annual all-you-can-eat crab feast, held at Navy-Marine Corps Memorial Stadium.

September 13 & 14, 2025 – Maryland Seafood Festival – The Maryland Seafood Festival returns to Sandy Pointe State Park in Anne Arundel County (on the Annapolis side of the Chesapeake Bay Bridge) for 2025.

October 2 – 5, 2025 – United States Powerboat Show – The largest in-water boat show in the world! This popular boat show happens annual at the Annapolis City Dock, where you will find powerboats of every description, plus boating accessories, lessons, and more. Hotels near the boat show.

October 9 – 12, 2025 – United States Sailboat Show – Annapolis City Dock fills with temporary floating docks lined with sailboats of all types for this annual show. There are also vendors for sailing gear and accessories, services, and more. Hotels near the boat show.