 For the best cruise in Scottish waters | ||
| 1933 J. B. Kearney Mavis | 1934 Dr. L.G. Gunn Albatross | 1935 J.B. Kearney Mavis |
| 1936 Leslie Chance Britannia | 1937 A.W. Mooney Aideen | 1938 Dr. O.P. Chance & R. Storey Saphire |
| 1939 J.B. Kearney Mavis | 1940 K.McFerran & Dr. O’Brien Hazure | 1941 D. Keating & R. O’Hanlon Evora |
| 1942 J.B. Cotterell & J.F. McMullan Minx | 1943/45 No Award | 1946 J.B. Kearney Mavis |
| 1947 H. Osterberg Marama | 1948 Dr. R.H. O’Hanlon Evora | 1949 P. O’Keeffe John Dory |
| 1950 A.W. Mooney Evora | 1951 P. O’Keeffe John Dory | 1952 H. Osterberg Marama |
| 1953 No Award | 1954 T. Crosby If | 1955 R.P. Campbell Alata |
| 1956 S.F. Thompson Second Ethuriel | 1957 Col. W.S. Knox-Gore Arandora | 1958 D.N. Doyle Severn II |
| 1959 G. Kimber Astrophel | 1960 J.C. Butler Happy Morning | 1961 S. O’Mara Fenestra |
| 1962 D.N. Doyle Severn II | 1963 Lt. Com. T. Sheppard Greylag of Arklow | 1964 T.F. Doyle Elsa |
| 1965 S. O’Mara Oisin | 1966 D.N. Doyle Moonduster | 1967 P.H. Greer Helen of Howth |
| 1968 D.N. Doyle Moonduster | 1969 R.I. Morrison Querida | 1970 Hugh Coveney Dalcassian |
| 1971 J.A. McKeown Korsar | 1972 J.C. Love Fionnuala | 1973/77 No Award |
| From 1978 onwards the Wybrants Cup was awarded for the best Scottish cruise | ||
| 1978 Chris Green Norella | 1979 D.J. Ryan Red Velvet | .1980 D.A. McMillan Goosander |
| 1981 W.M. Nixon Turtle | 1982 Ronan Beirne Givusa Kuddle | 1983 M.MA d’Alton Siamsa |
| 1984 R. Barr Condor | 1985 B. Hegarty Freebird | 1986 MM.A. d’Alton Siamsa |
| 1987 Paul Butler Arandora | 1988 Paul Butler Arandora | 1989 Roddy Monson Mazara |
| 1990 Roddy Monson Mazara | 1991 Dermod Ryan Sceolaing | 1992 Bernard Corbally L’Exocet |
| 1993 Sean McCormack Marie Claire II | 1994 James Cahill Ricjak | 1995 Paul Butler Red Velvet |
| 1996 Brian Black Cuillin | 1997 James Nixon Ardnagee | 1998 Peter and Evie Ronaldson Scotch Mist |
| 1999 No award | 2000 Adrian & Maeve Bell Réalta | 2001 Sean McCormack Marie Claire II |
| 2002 Paget McCormack Saki | 2003 Adrian & Maeve Bell Réalta | 2004 Norman Kean Xanadu |
| 2005 Alan Leonard Ariadne | 2006 Harold and Vivienne Boyle Gentle Spirit | 2007 Adrian and Maeve Bell Eala Ban |
| 2008 David Williams Reiver | 2009 Dick Lovegrove Rupert | 2010 John Crebbin Ocean Gypsy |
| 2011 Dick Lovegrove Rupert | 2012 Harry Whelehan Sea Dancer | 2013 Joe & Trish Phelan Lydia |
| 2014 Matthew Wright Thor | 2015 Derek & Viv White Ballyclare | 2016 Robin & Denise Wright Geronimo |
| 2017 Robin & Denise Wright Geronimo | 2018 Harry Whelehan Sea Dancer | 2019 Fergus Quinlan Pylades |
| 2020 No award | 2021 Paddy Barry L’Iroise | 2022 Fergus Quinlan Pylades |
| 2023 Colin Leonard Ariadne | ||