Trophy Winners – Roll of Honour
| Event | Trophy | Purpose | Winners | Club | Class |
|---|---|---|---|---|---|
| 2024 | |||||
| All | Maidstone SC Memorial Trophy | Winner of the overall season regatta series | George Massingham | Whitstable YC | Laser Radial |
| Annual Regatta | First Overall | Dan Hebditch | Chipstead SC | Laser Radial | |
| Annual Regatta | Borough of Deal Cup | First Laser | Dan Hebditch | Chipstead SC | Laser Radial |
| Annual Regatta | Cranbrook Trophy | 1st sailor not receiving other trophies and sailing a school, club or centre owned boat | Daniel Dittrich | Kings School SC | Topper |
| Annual Regatta | Hampton Pier YC Shield | First under 14 helm or crew | Joe Barton | Whitstable YC | Topper |
| Annual Regatta | Marsh Trophy | First double hander | Jacob Websdale Winter Ilhan | Margate YC | 420 |
| Annual Regatta | First RS Tera | Echo Ilhan | Margate YC | RS Tera | |
| Annual Regatta | Prelude Plaque | First sailor in the Rookie fleet | Kevin Geng | Kings School SC | Topper |
| Annual Regatta | All Girl Trophy | First Girl helm (or crew) | Lulu Wong | Kings School SC | Topper |
| Annual Regatta | Royal Temple Yacht Club Trophy | First single hander | Kevin Richardson | Chipstead SC | Laser |
| Annual Regatta | Steed Cup | First Topper | Joe Barton | Whitstable YC | Topper |
| Annual Regatta | Whitstable Yacht Club Trophy | Winner of the schools competition | Kings School Sailing Club | ||
| Summer Training and Regatta | Littlefield Memorial Trophy | Winner of the Littlefield Memorial Race | Henry Moss | Downs SC | Laser Radial |
| Summer Training and Regatta | Burgess Bucket | Winner of the Summer Regatta | Henry Moss | Downs SC | Laser Radial |
| New Racers Regatta | Master Apprentice Trophy | Best performance by a sailor in their second year of racing and overall winner | Douglas Bridgeland | Tonbridge Town SC | Topper |
| New Racers Regatta | Training Regatta Trophy (Chesworth Trophy) | Best performance by a sailor in their first year of racing | Sid Mitchell | Erith YC | RS Tera |
| Topper Team Racing | Winning Team | Tonbridge & Chipstead | Tonbridge Town & Chipstead SC | Topper | |
| Opening Splash Regatta | Opening Splash Trophy | Winner of the Opening Splash regatta | Harry Mitchell | Erith YC | Topper |
| 2023 | |||||
| All | Maidstone SC Memorial Trophy | Winner of the overall season regatta series | Sophia Kyriacou Izzy Denby | Broadstairs SC | 420 |
| Chairman's Cup | Special endeavour and progress during the year | Enya Gibbs | Wilsonian SC | ||
| NSSA Single Handed Team Racing | Single Handed Team Racing Trophy | Overall winning team | Kent | KSSA | Topper |
| NSSA National Regatta | NSSA Team Trophy | Overall winning team at the NSSA regatta | Kent Team | KSSA | All |
| Annual Regatta | First Overall | Finn Crockatt | Whitstable YC | Laser Radial | |
| Annual Regatta | Borough of Deal Cup | First Laser | Finn Crockatt | Whitstable YC | Laser Radial |
| Annual Regatta | Cranbrook Trophy | 1st sailor not receiving other trophies and sailing a school, club or centre owned boat | Lulu Wong | Kings School SC | Topper |
| Annual Regatta | Hampton Pier YC Shield | First under 14 helm or crew | Henry Moss | Downs SC | Topper |
| Annual Regatta | Marsh Trophy | First double hander | Jacob Websdale Winter Ilhan | Margate YC | 420 |
| Annual Regatta | First RS Tera | Sidney Mitchell | Erith YC | RS Tera | |
| Annual Regatta | Prelude Plaque | First sailor in the Rookie fleet | Adam Gillow | Chipstead SC | Optimist |
| Annual Regatta | All Girl Trophy | First Girl helm (or crew) | Sophia Kyriacou Izzy Denby | Broadstairs SC | 420 |
| Annual Regatta | Royal Temple Yacht Club Trophy | First single hander | Alex Charlton-Jones | Chipstead SC | Laser 4.7 |
| Annual Regatta | Steed Cup | First Topper | Sam McNamara | Chipstead SC | Topper |
| Annual Regatta | Whitstable Yacht Club Trophy | Winner of the schools competition | Barton Court Grammar | ||
| Summer Training and Regatta | Littlefield Memorial Trophy | Winner of the Littlefield Memorial Race | Dan Hebditch | Chipstead SC | Laser Radial |
| Summer Training and Regatta | Burgess Bucket | Winner of the Summer Regatta | Enya Gibbs | Wilsonian SC | Laser Radial |
| New Racers Regatta | Master Apprentice Trophy | Best performance by a sailor in their second year of racing and overall winner | James Martin | Chipstead SC | Topper |
| New Racers Regatta | Training Regatta Trophy (Chesworth Trophy) | Best performance by a sailor in their first year of racing | Christopher Myles | Wilsonian SC | Topaz |
| Topper Team Racing | Winning Team | Sevenoaks School | Topper | ||
| Opening Splash Regatta | Opening Splash Trophy | Winner of the Opening Splash regatta | Sebastian Robb | Downs SC | Topper |
| 2022 | |||||
| All | Maidstone SC Memorial Trophy | Winner of the overall season regatta series | Millie Lewis | Medway YC | Laser Radial |
| Chairman's Cup | Special endeavour and progress during the year | Tom Hirst | Broadstairs SC | ||
| NSSA National Regatta | NSSA Team Trophy | Overall winning team at the NSSA regatta | Kent Team | KSSA | All |
| Annual Regatta | Borough of Deal Cup | First Laser | Bobby Deards | Wilsonian SC | Laser Radial |
| Annual Regatta | Cranbrook Trophy | 1st sailor not receiving other trophies and sailing a school, club or centre owned boat | Oscar Sullivan & Theo Amies | Kings School Sailing Club | RS Feva XL |
| Annual Regatta | Hampton Pier YC Shield | First under 14 helm or crew | Izzy Johnson | Chipstead SC | Topper |
| Annual Regatta | Marsh Trophy | First double hander | Charlotte Baxendale & Finn Cleghorn-Brown | Kings School Sailing Club | RS Feva XL |
| Annual Regatta | Prelude Plaque | First sailor in the their first year of racing | Did not compete | ||
| Annual Regatta | All Girl Trophy | First Girl helm (or crew) | Izzy Johnson | Chipstead SC | Topper |
| Annual Regatta | Royal Temple Yacht Club Trophy | First single hander | Izzy Johnson | Chipstead SC | Topper |
| Annual Regatta | Steed Cup | First Topper | Izzy Johnson | Chipstead SC | Topper |
| Annual Regatta | Whitstable Yacht Club Trophy | Winner of the schools competition | Kings School | Kings School Sailing Club | |
| Summer Training and Regatta | Littlefield Memorial Trophy | Winner of the Littlefield Memorial Race | Millie Lewis | Medway YC | Laser Radial |
| Summer Training and Regatta | Burgess Bucket | Winner of the Summer Regatta | Millie Lewis | Medway YC | Laser Radial |
| New Racers Regatta | Master Apprentice Trophy | Best performance by a sailor in their second year of racing and overall winner | Zeno Burns | Whitstable YC | Topper |
| New Racers Regatta | Training Regatta Trophy (Chesworth Trophy) | Best performance by a sailor in their first year of racing | Adam Gillow | Downs SC | Topper |
| Topper Team Racing | Winning Team | Wilsonian SC | Wilsonian SC | Topper | |
| Opening Splash Regatta | Opening Splash Trophy | Winner of the Opening Splash regatta | Did not compete | ||
| 2021 | |||||
| All | Maidstone SC Memorial Trophy | Winner of the overall season regatta series | Harry Newton | WYC | Laser |
| Chairman's Cup | Special endeavor and progress during the year | Abbey Mumford & Evie Herrington | DSC | 420 | |
| Annual Regatta | Borough of Deal Cu | First Laser | Harry Newton | WYC | Laser |
| Annual Regatta | Cranbrook Trophy | 1st sailor not receiving other trophies and sailing a school, club or centre owned boat | Alice Kukanova & Jacob Whiteley | Kings School | RS Feva |
| Annual Regatta | Hampton Pier YC Shield | First under 14 helm or crew | Henry Lewis | MYC | Optimist |
| Annual Regatta | Marsh Trophy | First double hander | Abbey Mumford & Lewis Wright | DSC | 420 |
| Annual Regatta | Prelude Plaque | First sailor in the their first year of racing | |||
| Annual Regatta | All Girl Trophy | First Girl helm (or crew) | Millie Lewis | MYC | 4.7 |
| Annual Regatta | Royal Temple Yacht Club Trophy | First single hander | Harry Newton | WYC | Laser |
| Annual Regatta | Steed Cup | First Topper | Alex Yeates | CSC | Topper |
| Annual Regatta | Whitstable Yacht Club Trophy | Winner of the schools competition | Dane Court Grammar | ||
| Summer Training and Regatta | Lttlefield Memorial Trophy | Winner of the Littlefield Memorial Race | Harry Newton | WYC | Laser |
| Summer Training and Regatta | Burgess Bucket | Winner of the Summer Regatta | Harry Newton | WYC | Laser |
| New Racers Regatta | Master Apprentice Trophy | Best performance by a sailor in their second year of racing and overall winner | Finn Crockatt | WYC | Topper |
| New Racers Regatta | Training Regatta Trophy | Best performance by a sailor in their first year of racing | George Massingham | CSC | Topper |
| Topper Team Racing | Winning team | Chipstead SC | CSC | Topper | |
| Opening Splash Regatta | Opening Splash Trophy | Winner of the Opening Splash regatta | Abbey Mumford & Evie Herrington | DSC | 420 |
| 2019 | |||||
| All | Maidstone SC Memorial Trophy | Winner of the overall season regatta series | Pierce Seward | BSC | Laser |
| Chairman's Cup | Special endeavor and progress during the year | Pierce Seward | BSC | ||
| Annual Regatta | Borough of Deal Cup | First Laser | Pierce Seward | BSC | Laser |
| Annual Regatta | Cranbrook Trophy | 1st sailor not receiving other trophies and sailing a school, club or centre owned boat | Ben Holme & Jack Dalgelish | Kings | Firefly |
| Annual Regatta | Hampton Pier YC Shield | First under 14 helm or crew | Ben Sharp | RSC | Topper |
| Annual Regatta | Marsh Trophy | First double hander | Charlie Baker & Lewis Wright | MYC | 420 |
| Annual Regatta | Prelude Plaque | First sailor in the their first year of racing | Francesca Edler-Maidment | WYC | Topper |
| Annual Regatta | All Girl Trophy | First Girl helm (or crew) | Sophia Kyriacou | BSC | RS Tera |
| Annual Regatta | Royal Temple Yacht Club Trophy | First single hander | Pierce Seward | BSC | Laser |
| Annual Regatta | Steed Cup | First Topper | Ben Sharp | RSC | Topper |
| Annual Regatta | Whitstable Yacht Club Trophy | Winner of the schools competition | Chatham & Clarenden Grammar | ||
| Summer Training and Regatta | Lttlefield Memorial Trophy | Winner of the Littlefield Memorial Race | Sam Dyer | HBSC | Laser Radial |
| Summer Training and Regatta | Burgess Bucket | Winner of the Summer Regatta | Pierce Seward | BSC | Laser |
| New Racers Regatta | Master Apprentice Trophy | Best performance by a sailor in their second year of racing and overall winner | Sophia Kyriacou | BSC | RS Tera |
| New Racers Regatta | Training Regatta Trophy | Best performance by a sailor in their first year of racing | Sebastian Robb | DSC | RS Tera |
| 2018 | |||||
| Chairman's Cup | Special endeavor and progress during the year | Imogen Cage-White | BSC | ||
| All | Maidstone SC Memorial Trophy | Winner of the overall season regatta series | Michael Dyer & Samuel Dyer | HBSC | 29er |
| Annual Regatta | Borough of Deal Cup | First Laser | Pierce Seward | BSC | Radial |
| Annual Regatta | Cranbrook Trophy | 1st sailor not receiving other trophies and sailing a school, club or centre owned boat | Scott Wood & Sam Hammond | DSC | Hartley 12 |
| Annual Regatta | Hampton Pier YC Shield | First under 14 helm or crew | Luka Franklin | BBSC | Topper |
| Annual Regatta | Marsh Trophy | First double hander | Michael Dyer & Samuel Dyer | HBSC | 29er |
| Annual Regatta | Prelude Plaque | First sailor in the their first year of racing | Ted Baber | BSC | Topper |
| Annual Regatta | All Girl Trophy | First Girl helm (or crew) | Abbey Mumford & Evie Herrington | DSC | RS Feva |
| Annual Regatta | Royal Temple Yacht Club Trophy | First single hander | Pierce Seward | BSC | Radial |
| Annual Regatta | Steed Cup | First Topper | Luka Franklin | BBSC | Topper |
| Annual Regatta | Whitstable Yacht Club Trophy | Winner of the schools competition | Chatham & Clarenden Grammar | ||
| Summer Training and Regatta | Lttlefield Memorial Trophy | Winner of the Littlefield Memorial Race | Michael Dyer & Samuel Dyer | HBSC | 29er |
| Summer Training and Regatta | Burgess Bucket | Winner of the Summer Regatta | Michael Dyer & Samuel Dyer | HBSC | 29er |
| New Racers Regatta | Master Apprentice Trophy | Best performance by somebody in their second year of sailing | Harry Mitchell | Erith YC | RS Tera |
| New Racers Regatta | Training Regatta Trophy | Wiiner of the training regatta | Luc Jenner-Hatch | WSC | Topper |
| Topper Team Racing | Winning team | Downs SC | DSC | Topper | |
| Opening Splash Regatta | Opening Splash Trophy | Winner of the Opening Splash regatta | Pierce Seward | BSC | Radial |
| 2017 | |||||
| Chairman's Cup | Special endeavour and progress during the year | Stanley Chick | BSC | ||
| All | Maidstone SC Memorial Trophy | Winner of the racing series of nominated KSSA Vents | Stanley Chick | BSC | Laser |
| Annual Regatta | Borough of Deal Cup | First Laser | Heather Denbigh | BBSC | Radial |
| Annual Regatta | Cranbrook Trophy | 1st sailor not receiving other trophies and sailing a school, club or centre owned boat | Alex Jeffery | MYC | Topper |
| Annual Regatta | Hampton Pier YC Shield | First under 14 helm or crew | Joe Warwicker | BBSC | Topper |
| Annual Regatta | Marsh Trophy | First double hander | Michael Dyer & Samuel Dyer | HBSC | 29er |
| Annual Regatta | Prelude Plaque | First sailor in the their first year of racing | Casper Barton | BBSC | |
| Annual Regatta | All Girl Trophy | First Girl helm (or crew) | Heather Denbigh | BBSC | Radial |
| Annual Regatta | Royal Temple Yacht Club Trophy | First single hander | Stanley Chick | BSC | Laser |
| Annual Regatta | Steed Cup | First Topper | Alex Head | DSC | Topper |
| Annual Regatta | Whitstable Yacht Club Trophy | Winner of the schools competition | Chatham & Clarenden Grammar | ||
| Summer Training and Regatta | Lttlefield Memorial Trophy | Winner of the Littlefield Memorial Race | Pierce Seward | BSC | Radial |
| Summer Training and Regatta | Burgess Bucket | Winner of the Summer Regatta | Stanley Chick | BSC | Laser |
| New Racers Regatta | Master Apprentice Trophy | Best performance by somebody in their second year of sailing | Ben Sharp | RSC | Topper |
| New Racers Regatta | Training Regatta Trophy | Wiiner of the training regatta | Max Tullet | PBSC | RS Tera |
| Topper Team Racing | Winning team | Downs SC | DSC | Topper |
