 Awarded by the South Region committee | ||
| 1950 R.A. Hall Flica | 1951 R.A. Hall Flica – Islands Race | 1956 D.N. Doyle Severn II – Islands Race |
| 1957 S.F. Thompson Ithuriel | 1958 J. Ronan: Wye – Islands Race | 1959 J. Butler: Happy Morning -Pollock Race |
| 1960 R.I. Morrison Vanja IV | 1961 D.N. Doyle Severn II | 1962 D.N. Doyle Severn II |
| 1964 A.E. Pope Susette | 1965 D.N. Doyle Moonduster | 1966 D.N. Doyle Moonduster |
| 1967 S.F. Thompson Wye | 1968 D.N. Doyle Moonduster | 1969 F. Cudmore Setanta |
| 1970 D.N. Doyle Moonduster | 1971 D.N. Doyle Moonduster | 1972 D.N. Doyle Moonduster – Islands Race |
| 1973 D.N. Doyle Moonduster – Islands Race | 1974 G. Radley Cecille | 1976 J.C.Butler Tam O’Shanter |
| 1977 D.N Doyle Moonduster | 1978 D.N. Doyle: Moonduster – Islands Race | 1979 B. Cudmore Anna Petrea |
| 1980 D.N. Doyle Moonduster | 1981 D.N. Doyle Moonduster | 1982 C. Love Jnr Rebel County |
| 1983 S. Mansfield Luv Is | 1984 D.N. Doyle Moonduster | 1985 J. Donegan White Rooster |
| 1987 T.E. Crosbie Senta C.J. Fitzgerald Mandalay | 1988 J. Donegan White Rooster | 1989 B. CudmorAnna Petrea |
| 1992 Michael Coleman Stella Maris | ||
| From 1993 awarded by the Southern Area Committee | ||
| 1993 Kevin Dwyer. S and W Coast Aerial Photography | 1995 Arthur Baker SW Coast Rally Organiser | 1996 Donal Brazil Services to ICC as Hon. Treasurer |
| 1998 Gary McMahon Ilen’s return from the Falkland Islands | 1999 Vincent O’Farrell Fastnet Dancer | 2000 Clayton Love Jnr.: Services to sailing |
| 2001 Andrew Curtain & Gerry Sheridan: Channel Cruise | 2002 Donal McClement Services to Irish sailing | 2004 Colin Chapman |
| 2005 Bill Walsh | 2006 John Petch Compiles South & West Sailing Directions | 2007 Joe & Mary Woodward |
| 2008 Paul Bryans Outstanding Seamanship | 2009 Neil Prendeville Two transatlantic crossings back-to-back in one season | 2010 Donal Lynch Contribution to Maritime culture and community sailing |
| 2011 Dan Cross Organising the Brittany rally | 2012 Norman Kean C0 authorship of Cruising Ireland and ICC Sailing Directions | 2013 RNLI Kinsale Rescue of crew of STV Astrid |
| .2014 Eddie Nicholson Circumnavigation of North Atlantic | 2015 Donal Walsh Norway | 2016 Neil Hegarty TransAtlantic in Shelduck |
| 2017 Donal Walsh and Clare Morrissey Cruise to Iceland | 2018 No award | 2019 Seamus O’Connor Bantry Bay cruise |
| 2020 No award | 2021 No award | 2022 Anne Kenny & Neil Hegarty |
| 2023 Tom Kirby Services to ICC, Sailing, and Racing | ||