Harold Cudmore, CF (born April 21, 1944) is an Irish sailor.

[1] Born and raised in Cork, Harold Cudmore became an internationally famous yacht racing skipper and match racer.

He represented Ireland at the 1972 Summer Olympics, where he competed in the two-man Flying Dutchman sailing event.

[3] He was the first non-American to win the Congressional Cup in the US,[4] one of the longest-established and most prestigious match racing events.

In addition to sailing for Irish teams, many with fellow Cork sailor Joe English (sailor),[5] Cudmore also captained the British and German [citation needed] Admiral's Cup teams at various times[6] and skippered the top ranked boat in 1985.