Awarded to the highest-placed helm aged 60 or over in the summer racing season.
| Year | Sail Number | Class | Helm & Crew |
|---|---|---|---|
| 2016 | 1866 | Streaker | I parish |
| 2015 | 1866 | Streaker | I parish |
| 2014 | 2459 | Lark | N&F Denchfield |
| 2013 | 2459 | Lark | N&F Denchfield |
| 2012 | 2459 | Lark | N&F Denchfield |
| 2011 | 2459 | Lark | N&F Denchfield |
| 2010 | varied | T Van Rijn | |
| 2009 | 15349 | Laser | D Harrison |
| 2008 | 239 | Rooster 8.1 | T Van Rijn |
| 2007 | |||
| 2006 | |||
| 2005 | |||
| 2004 | 8059 | Albacore | D&S Moret |
| 2003 | 174941 | Laser | T Van Rijn |
| 2002 | 153490 | Laser | D Harrison |
| 2001 | 3914 | Solo | G Walls |
| 2000 | 3914 | Solo | G Walls |
| 1999 | 3914 | Solo | G Walls |
| 1998 | 7423 | Albacore | P&L Cropper |
| 1997 | |||
| 1996 | 153490 | Laser | D Harrison |
| 1995 | 8173 | Wayfarer | G Hodshon |
| 1994 | 3915 | Solo | P Billington |
| 1993 | 9844 | GP14 | C Phillips |
| 1992 | 145081 | Laser | J Carter |
| 1991 | 120486 | Laser | N Sinclair |
| 1990 | 1323 | Kestrel | M Smith |
| 1989 | 133229 | Laser | N Blake |
| 1988 | 133229 | Laser | N Blake |