Queen of the Bitternes is awarded to the Mate of the best kept boat in the fleet during the Easter cruise.
- 2014 – Seven Seas – Jack Harding
- 2013 – Tempest – Ellie Challis
- 2012 – Leda – Beth Richardson
- 2011 – Spindrift – Ellie Challis
- 2010 – Dawn Wind – Joel Davis
- 2009 – Annie – Philippa Wardale
- 2008 – Windsong – Philippa Wardale
- 2007 – Windjammer – James Mitchell
- 2006 – Annie – Gemma Webb
- 2005 – Annie – James Mitchell
- 2004 – Windsong – Mark Webb
- 2003 – High Seas – Emma Sturgess
- 2002 – High Seas – Emma Sturgess
- 2001 – Fair Wind – Mark Webb
- 2000 – Bootlegger – Philip Linfield
- 1999 – Spindrift – Sarah Thomas
- 1998 – Windjammer – Sally Ralls & High Seas – Lindsay Hendy
- 1997 – Fair Wind – Nicholas Smith
- 1996 – Windjammer – Philip Gaffney
- 1995 – Spindrift 2 – Andrew Rogerson
- 1994 – Dawn Wind – Philip Gaffney
- 1993 – Dawn Wind – Kate Eden
- 1992 – Spindrift 1 – Julie Hamilton & Seven Seas – Stephen Gaffney
- 1991 – Bootlegger – Chris Ling & Windjammer – Sarah Eden
- 1990 – Windjammer – Chris Mayo
- 1989 – Sunset 2 – Andrew Hamilton
- 1988 – Spindrift 1 – David Jefferies
- 1987 – Spindrift 1 – Njal Pettit
- 1986 – Spindrift – Gordon Cowen
- 1985 – Kingfisher – Julie Hamilton
- 1984 – Redwing – J. Stygall
- 1983 – Redwing – L. Farley & Snowgoose 2 – J. Hamilton
- 1982 – Kingfisher – S. Andrews
- 1981 – Redwing – H. Webb & Breezy Dawn – M. Yeates
- 1980 – Snowgoose 2 – M. Powell
- 1979 – Ardea – R. John
- 1978 – Fair Lady 1 – L. Webb & Fair Lady 2 – A. Lawrence
- 1977 – Sprite – Mark Godfrey
- 1976 – Fair Lady 1 – Dorothy Leng
- 1975 – Sprite – Paul Godfrey
- 1974 – Peggy – Karen Sand
- 1973 – Woodruff – David Lange
- 1972 – Breeze – Sarah Serge
- 1971 – Delphinium – John Hillier
- 1970 – Hustler 5 – Patrick Tighe & Nigel Northcut
- 1969 – Golden Moon – Brian Sturgess
- 1968 – Sabrin – Brian Sturgess
- 1967 – Harvest Moon – Derek Green
- 1966 – Daffodil – John Sturgess
- 1965 – Pimpernel 4 – Derek Green
- 1964 – Mayfly 3 – Chris Moody
- 1963 – Pimpernel 2 – David Jones
- 1962 – Pimpernel 3 – Clive Thomas
- 1961 – Tally Ho! – Michael Eaton
- 1960 – Mayfly 1 – John Simpson & Mayfly 4 – Graham Dilley
- 1959 – Mayfly 1 – Edward Head
- 1958 – Mayfly 4 – Ian Hamilton
- 1957 – Mayfly 4 – Rodney Maxted
- 1956 – Mayfly 1 – Geoffrey Hanson
- 1955 – Mayfly 4 – Ray Wetton
- 1954 – Mora – Neville Webb
- 1953 – Mayfly – Keith Shapley
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