To be awarded to the member performing the most capsizes a capsize of special merit or any other unusual occurrence deserving recognition.
| Year | Helm | Crew | Boat / Class | 
|---|---|---|---|
| 1991 | T and L Campbell | For capsizing a Mirror | |
| 1992 | B Riley | Not recognising a mark and forfeiting the IOW race | |
| 2013 | Not awarded | N/A | |
| 2014 | Richard Barnes | for having difficulty 'coming aboard' | |
| 2015 | Simon Rumer | Lykke | |
| 2016 | Phil, Myles, Rich & Colin | - | - | 
| 2017 | Jamie & Helen Lockhart | - | - | 
| 2018 | |||
| 2022 | Richard Pearson | ||
| 2023 | Alex Ford | Had a series of mishaps on his first trip out of the season. |