Annapolis Spring Boat Show 2024 Registration. On sunday, april 28 at city dock in downtown. The spring sailboat show, often referred to as the fall show’s “little sister”, kicks off the sailing season for the chesapeake bay.
On friday, april 26 to 5 p.m. Attendees can board and inspect dozens of new and brokerage sailboats at the spring sailboat show, which is one of the best things to do on the chesapeake bay.