Awarded to the Saturday Handicap series winner; a long-running trophy that was very popular at Stewartby until recent years.
| Year | Sail Number | Class | Helm & Crew |
|---|---|---|---|
| 2003 | 257 | RS200 | S Denchfield/C Payne |
| 2002 | 257 | RS200 | S & N Denchfield |
| 2001 | 159293 | Laser | T Van Rijn |
| 2000 | 159293 | Laser | T Van Rijn |
| 1999 | 159293 | Laser | T Van Rijn |
| 1998 | 158498 | Laser | G Farr |
| 1997 | 21280 | Enterprise | P Griffiths/N Lupton |
| 1996 | 134378 | Laser | L Compton |
| 1995 | 134378 | Laser | L Compton |
| 1994 | 134378 | Laser | L Compton |
| 1993 | 22322 | Enterprise | S Fisher |
| 1992 | 143463 | Laser | T Van Rijn |
| 1991 | 21592 | Enterprise | D Bretherton |
| 1990 | 120486 | Laser | N Sinclair |
| 1989 | 3182 | Solo | K Gould |
| 1988 | 1163 | Osprey | S Fisher |
| 1987 | 20818 | Enterprise | A Biggs |
| 1986 | 20818 | Enterprise | A Biggs |
| 1985 | 20818 | Enterprise | A Biggs |
| 1984 | 20818 | Enterprise | A Biggs |
| 1983 | 51589 | Laser | A Barton |
| 1982 | 51589 | Laser | A Barton |
| 1981 | 67233 | Laser | N Sinclair |
| 1980 | 86877 | Laser | A Biggs |
| 1979 | 45070 | Laser | A Biggs |
| 1978 | 58046 | Laser | P Tyler |
| 1977 | 48100 | Laser | P Tyler |
| 1976 | 456 | OK | L Deacon |
| 1975 | 21501 | Laser | P Tyler |
| 1974 | 19869 | 420 | H Spencer |