King Island Race History
Donated by the Municipality of King Island, the Queenscliff to Grassy 1st Overall Trophy is awarded the the measurement category which has the greatest number of entries.
| Year | Boat | Skipper |
| 1973 | Four Winds | SW Gibson |
| 1974 | Destiny II | GF Chapman |
| 1975 | Pajen | FW Short |
| 1976 | Apollo II | RK Thurston |
| 1977 | Aquila | BW Edmunds |
| 1978 | Apollo II | R&I Thurston |
| 1979 | Apollo II | R&I Thurston |
| 1980 | Pirra | S Shield |
| 1981 | - (No Race Held) | - |
| 1982 | Audacious | L Massoni |
| 1983 | Morning After | |
| 1984 | Predator | D Milliran |
| 1985 | Damel | Chas Jacobsen |
| 1986 | Indian Pacific | Chas Jacobsen |
| 1987 | Indian Pacific | Chas Jacobsen |
| 1988 | Bacardi | Bacardi Syndicate |
| 1989 | Prime Suspect | R Kenyon |
| 1990 | Daffra Sunscreens | H Hertzberg |
| 1991 | Scorpion | N Sedawie |
| 1992 | Cotton Blossom II | E Barron |
| 1993 | Shenandoah II | R White |
| 1994 | Prime Example | C McSorley |
| 1995 | Stampede | |
| 1996 | Bacardi | G Ainley/ J Williams |
| 1997 | JLW Chutzpah | B Taylor |
| 1998 | Hi Jack | J Parkinson |
| 1999 | Bacardi | G Ainley/ J Williams |
| 2000 | By Order of the Secretary | R Billings/ J Porter |
| 2001 | Bacardi | G Ainley/ J Williams |
| 2002 | Cadibarra | N Jones |
| 2003 | Bacardi | G Ainley/ J Williams |
| 2004 | Bacardi | G Ainley/ J Williams |
| 2005 | Rough Red | Robinson/Schenk |
| 2006 | Living Doll | M Hiatt |
| 2007 | Spirit of Downunder | L Ford |
| 2008 | Georgia | G Ainley/ J Williams |
| 2009 | Extasea | P Buchholz |
| 2010 | Magic Carpet | D Coates |
| 2011 | Scarlet Runner | R Date |
| 2012 | Calm | J van Derslot |
| 2013 | Scarlet Runner | R Date |
| 2014 | Primitive Cool | J Newbold |
| 2015 | Scarlet Runner | R Date |
| 2016 | A Cunning Plan | M Chew |
| 2017 | Hartbreaker | T Walton |
| 2018 | Hartbreaker | T Walton |
| 2019 | Under Capricorn | B Carreto |
| 2020 | White Noise | D Edwards |
| 2021 | White Noise | D Edwards. |
