Annapolis Sailing Regattas and Race Calendar

Plan your next Annapolis start with upcoming regattas, one-design championships, and race series from public sailing calendars. Compare dates and boat classes before opening an event's registration and race documents.

Upcoming races

9 upcoming events. Dates appear in start-date order. Listed events last updated October 6, 2026.

one-design

Oct 10 – 11, 2026

Before you enter

Annapolis Yacht Club publishes registration and results links for its racing program. For J/105 racing, Fleet 3 also publishes Northern Chesapeake Bay racing results. Check the Notice of Race for eligibility, entry deadlines, and the organizing club before arranging crew or travel.

Calendar coverage

This calendar matches Annapolis in the stored event location or venue and excludes youth-only events. It covers the public events available on Laylines, rather than every race on the Chesapeake Bay. Event details reflect public calendar data and published organizer corrections. Confirm the latest schedule with the organizer.

Upcoming races

2026 Frigid Digit

2026 J/105 Chesapeake Bay Championship

2026 J/24 and J/22 East Coast Championship

2026 Fall Brawl Invitational

2026 J/70 North American Championship

2026 J/22 Club Cup

2026/2027 AYC Frostbite Series 1

2026 Leftover Bowl

2027 Annapolis - Newport Race

Before you enter

Calendar coverage