Trophies – H.A. Bennett Cup
Presented by former Commodore Don Bennett in memory of his father.
Engraved ‘Cruiser Cup’ as the aim was to encourage more cruisers to race.
1985/86 awarded for the series of 4 evening races, 1987 – 2005 for the slower handicap yacht class and then for the mid-performance U Class.
From 2006 – 2019 awarded for A Series U/W Class.
Awarded to:
| 1985 | D. Bird | Tecca |
| 1986 | D. Bird | Tecca |
| 1987 | G. Dover | Persuasion |
| 1988 | P. Colling | Tin Tin |
| 1989 | P. Colling | Tin Tin |
| 1990 | T. J. Page | Eureka |
| 1991 | T. J. Page | Eureka |
| 1992 | K. Menadue | Bliss |
| 1993 | C. Ingle | Calypso |
| 1994 | K. Menadue | Bliss |
| 1995 | (no name) | Ho Hum |
| 1996 | B. Bagley | Tara |
| K. Menadue | Bliss | |
| 1997 | B. Bagley | Tara of Helford |
| 1998 | R. Kinna | Red Pepper |
| 1999 | D. Fry | Zeus |
| 2000 | D. Fry | Zeus |
| 2001 | J. Hellyer | Sudeshna |
| 2002 | G. Edwards | Nimble |
| 2003 | G. Edwards | Nimble |
| 2004 | G. Edwards | Nimble |
| 2005 | J. Cruise | Mary Boon |
| 2006 | A. Nancarrow | Chardonnay Girl |
| 2007 | J. Cruise | Mary Boon |
| 2008 | J. Baker | Freyja |
| 2009 | E. Beattie | 4 Winds |
| 2010 | A. Street | Khamsin |
| 2011 | A. Street | Khamsin |
| 2012 | J. Cruise | Mary Boon |
| 2013 | J. Cruise | Mary Boon |
| 2014 | J. Cruise | Mary Boon |
| 2015 | T. Hardman | Wizard of Clee |
| 2016 | J. Cutler | Growling Cougar |
| 2017 | J. Cruise | Mary Boon |
| 2018 | A Street | Lez Beez Neez |
| 2019 | J Cruise | Mary Boon |
| 2020 - 2023 | not awarded | |
| 2024 | C. Hoyle | Rococo |
Other information:
In 2020 racing was curtailed by covid and when the race programme partially recovered from 2021 with only two series of Friday evening races, the A series trophies were set aside in favour of those for the former B and C series.
From 2024 this cup returns (with a secondary base to receive plaques) for the winner of the combined handicap yacht class in an early season series.