Awarded by the East Region committee
| 1945 Evora R.H. & D.M. O’Hanlon | 1946 Mavis J.B. Kearney Kingstown/Cork |
| 1947 No Award | 1948 Aideen A.W. Mooney Kingstown/Clyde |
| 1949 Evora A.W. Mooney Kingstown/Clyde | 1950 Sonia D.J. & P.M. Purcell Clyde Race |
| 1951 Minx of Malham B. Maguire Clyde Race | 1952 Viking O Col Hollwey Clyde Race |
| 1953 Flying Fox F.W. Brownlee Beaumaris-Week | 1954 Flying Fox F.W. Brownlee Clyde Race |
| 1955 Glance F.C. Hopkirk Puffin Sound Race | 1957 Severn II D.N. Doyle Irish Sea Race |
| 1958 Vanja IV I. Morrison Dun Laoghaire/Cork | 1959 Severn II D.N. Doyle Irish Sea Race |
| 1960 Severn II D.N. Doyle Dun Laoghaire-Cork | 1961 Cu na Mara D. Barnes Irish Sea Race |
| 1962 Vanja IV I. Morrison Irish Sea Race | 1963 Fenestra S. O’Mara Morecombe Bay |
| 1964 Susanna J.C. McConnell Irish Sea Race | 1965 Cu na Mara D. Barnes Morecombe Bay |
| 1966 Orana P.D. Pearson Irish Sea Race | 1967 Moonduster D.N. Doyle Morecombe Bay |
| 1968 Moonduster D.N. Doyle Irish Sea Race | 1969 Moonduster D.N. Doyle Morecombe Bay |
| 1970 Moonduster D.N. Doyle Cowes/Cork Race | 1971 Moonduster D.N. Doyle Morecombe Bay |
| 1972 Tritsch-Tratsch O. Glaser Irish Sea Race | 1973 Moonduster D.N. Doyle Morecombe Bay |
| 1974 Assiduous C. Love (1st ICC Boat) | 1975 Dictator D.M. Irwin Morecombe Bay |
| 1976 Tam O’Shanter J.C. Butler Irish Sea Race | 1977 Red Rock III O. Glaser Morecombe Bay |
| 1978 Moonduster D.N. Doyle Irish Sea Race | 1979 Korsar R.E. Mollard Morecombe Bay |
| 1980 Standfast H.B. Sisk Morecombe Bay | 1981 Bandersnatch of Howth R. Courtney Morecombe Bay |
| 1982 Joggernaut D.J. Morrissey Irish Sea Race | 1983 Imp H.B. Sisk Morecombe Bay |
| 1984 Little Egypt R.B. Lovegrove Irish Sea Race | 1985 Demelza N.D. Maguire Irish Sea Race |
| 1986 Rob Roy N. Reilly Irish Sea Race | 1987 Demelza N.D. Maguire Irish Sea Race |
| 1988 Red Velvet M. O’Rahilly Irish Sea Race | 1989 Comanche Raider N. Reilly Irish Sea Race |
| 1990 Woodchester Challenge H.R. Gomes Round Ireland | 1991 Finndabar of Howth P. Jameson Round Ireland |
| 1993 P. Hogan Circumnavigation of the Globe |
1994 Brendan Bradley Brittany Rally Organiser |
| From 1993 Awarded by the Eastern Area Committee | |
| 1995 Barbara Fox-Mills Distributor of Publications |
1996 Evelyn O’Gallagher Sailing Directions |
| 1998 Bruce Lyster Tall Ships committee chairman |
1999 Susan & Peter Gray Pacific cruising |
| 2000 Arthur Orr ICC Publications |
2001 Mungo Park Sailing into his 80s |
| 2002 Cormac McHenry Holland to Dun Laoghaire |
2003 Susan & Peter Gray Capetown to Dun Laoghaire |
| 2004 Bill Rea Trophy & Annual distribution |
2005 Hal Sisk Restoration of a Classic Yacht ‘Peggy Bawn’ |
| 2006 Gráinne Fitzgerald Cruise organisation |
2007 Michael Holland Cruise from Arctic to Antarctic |
| 2008 Cormac McHenry. Spain to the Canaries |
2009 Terry Johnson Contribution to RNLI and Irish Lights over 21 years |
| 2010 Ruth Heard. Services to sailing & boating. Dedication to IWA |
2011 John P Bourke Contribution to Irish & International sailing |
| 2012 Sean Flood Support for youth sail training |
2013 Winkie Nixon 50 years of Annual contributions |
| 2014 Kieran Jameson Many years of outstanding achievements |
2015 Alan Rountree Significant cruising achievements |
| 2016 Ian French Services to sailing for the disabled |
2017. Paddy Barry Many years of adventurous sailing |
| 2018 Peter Killen Many years of adventurous sailing and support to the RNLI and the ICC |
2019 Brian Craig A lifetime of support to the sport of sailing |
| 2020 – 2021 No award | 2022 John Gore-Grimes For many tears of high latitude sailing |
| 2023 Tony Linehan | 2024 Seán McCormack |