 The Club’s premier award for the year’s best cruise | ||
| 1931 Keatinge and McFerran Marie | 1932 AW Mooney Nirvana | 1933 D Tidmarsh Foam |
| 1934 Mrs Cummins Nirvana | 1935 HDE Barton Dauntless | 1936 AW Mooney Aideen |
| 1937 D Tidmarsh Foam | 1938 HP Donegan Gull | 1939 Miss D French Embla |
| 1947 AW Mooney Aideen | 1949 L McMullen Rainbow | 1950 H Osterberg Marama |
| 1951 Wallace Clark Caru | 1952 P O’Keeffe Mavis | 1953 Wallace Clark Caru |
| 1954 BC Maguire Minx of Malham | 1955 C Love Galcador | 1956 N Falkiner Euphanzel |
| 1957 R O’Hanlon Harmony | 1958 RP Campbell Minx of Malham | 1959 PH Greer Ann Gail |
| 1960 RD Heard Huff of Arklow | 1961 N Falkiner Euphanzel | 1962 RD Heard Huff of Arklow |
| 1963 TH Roche Neon Tetra | 1964 R O’Hanlon Tjaldur | 1965 L McMullen Rainbow |
| 1966 R O’Hanlon Tjadur | 1967 RP Campbell Verve | 1968 R O’Hanlon Tjaldur |
| 1969 J Virden Sharavogue | 1970 J Virden Sharavogue | 1971 R Sewell Thalassa |
| 1972 J Virden Sharavogue | 1973 A Leonard Wishbone | 1974 J Gore-Grimes Shardana |
| 1975 J Eves Aeolus | 1976 G Leonard Wishbone | 1977 B Law Sai See |
| 1978 J Gore-Grimes Shardana | 1979 MP O’Flaherty Cuilan of Kinsale | 1980 J Gore-Grimes Shardana |
| 1981 JF Coffey Meg of Muglins | 1982 EPE Byrne Beaver | 1983 R Cudmore Morgana |
| 1984 O Glaser Verna | 1985 J Gore-Grimes Shardana | 1986 B Bramwell Tor |
| 1987 Paddy Barry Saint Patrick | 1988 Terence Kennedy Icarus of Cuan | 1989 Cormac McHenry Ring of Kerry |
| 1990 Paddy Barry Saint Patrick | 1991 Peter Bunting Gulkarna II | 1992 Michael Coleman Stella Maris |
| 1993 Paddy Barry Saint Patrick | 1994 Michael Coleman Stella Maris | 1995 Peter Killen Black Pepper |
| 1996 Hugo du Plessis Samharcin an Lar | 1997 Cormac McHenry Erquy | 1998 John Waddell Heather of Mourne |
| 1999 Brian Black Caelan | 2000 John Gore-Grimes Arctic Fern | 2001 P Barry & J Cunane Northabout |
| 2002 John & Ann Clementson Faustina II | 2003 John Gore-Grimes Arctic Fern | 2004 Máire Breathnach King of Hearts |
| 2005 Peter Killen Pure Magic | 2006 Mike Alexander Katielok II | 2007 Michael Holland Celtic Spirit |
| 2008 Ed Wheeler Witchcraft of Howth | 2009 Trevor Lusty Seafever of Cuan | 2010 Fergus Quinlan Pylades |
| 2011 Fergus Quinlan Pylades | 2012 Fergus Quinlan Pylades | 2014 Neil Hegarty Shelduck |
| 2015 Alan Rountree Tallulah | 2016 Daragh Nagle Chantey V | 2017 Máire Breathnach Annabel J |
| 2018 Donal Walsh Lady Belle | 2019 Daragh Nagle Chantey V | 2020`Vera Quinlan Danú |
| 2021 Rob Henshall Maria | 2022 Duncan Sclare Quibus | 2023 Ed Wheeler Witchcraft of Howth |