broad bay sailing association

One of the FREE races that come with BBSA Membership

Register now:  BBSA Cape Henry Cup

The 2026 Cape Henry Cup will be held on Saturday May 16, 2026, with a 0930 scheduled first start. This is a long-distance race in the lower Chesapeake Bay.  The race officers select from multiple course options prior to the race depending on the weather.  The racecourse length may be over 20 nautical miles for the faster divisions.

The Cape Henry Cup Race was established in 1974.  As one of the most popular races on the southern Chesapeake, the course originally passed out through the Maryland Channel opening of the Chesapeake Bay Bridge-Tunnel and returning through the Thimble Shoal Channel opening.  This year we will continue this tradition, with two of the three courses passing through both the northern and southern openings of the Chesapeake Bay Bridge-Tunnel, including the Thimble Shoal Channel entrance.  The three courses are scheduled to be 26.1 NM; 22.8 NM and 10.6 NM. 

This race is part of the Southern Bay Distance Racing Series (SBDRS).

Cape Henry Cup Awards will be presented on Tuesday May 19, 2025 at 6 PM at the BBSA May Monthly Membership Meeting.

Cape Henry Cup Registration fee is $40. (Waived for BBSA Members)

BBSA Membership includes 4 free Races (about a $100. value)

• Cape Henry Cup
• Bold Mariner Cup
• Willoughby Memorial Race
• LCR’s Veterans Day Race

Southern Bay
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