| Cup name | Helm first name | Helm surname | Club | Crew name | Boat Number | Boatname | Venue | Year | Notes | |
|---|---|---|---|---|---|---|---|---|---|---|
| Anonymous (Leaky Boat) | Tim | Parkinson | TSC | Diana Parkinson | 565 | Avocet | Brixham | 2021 | ||
| Anonymous (Leaky Boat) | Tim | Parkinson | TSC | Diana Parkinson | 565 | Avocet | Brixham | 2019 | ||
| River Severn Trophy | Tim | Parkinson | TSC | Diana Parkinson | 565 | Avocet | Oldbury | 2019 | ||
| Anonymous (Leaky Boat) | Richard | Cake | PYC | Richard Westomn | 583 | Instant Sunshine | Rock | 2018 | ||
| River Severn Trophy | Tim | Parkinson | TSC | Diana Parkinson | 565 | Avocet | Oldbury | 2018 | ||
| Anonymous (Leaky Boat) | Tim | Parkinson | TSC | Diana Parkinson | 565 | Avocet | Brixham | 2017 | ||
| River Severn Trophy | David | Macfarlane | TSC | Diana Parkinson | 565 | Avocet | Oldbury | 2017 | ||
| Anonymous (Leaky Boat) | Tim | Parkinson | TSC | Diana Parkinson | 565 | Avocet | Brixham | 2016 | ||
| Brixham YC Trophy | Tim | Parkinson | TSC | Diana Parkinson | 565 | Avocet | Brixham | 2016 | ||
| Anonymous (Leaky Boat) | Tim | Parkinson | TSC | Diana Parkinson | 565 | Avocet | Salcombe | 2015 | ||
| Brixham YC Trophy | Paul | Winterflood | GSC | 535 | Ozone Frlendly | Salcombe | 2015 | |||
| Seamanship | Tim | Parkinson | TSC | Diana Parkinson | 565 | Avocet | Salcombe | 2015 | We were going well up Frogmore when the rudder detached itself and we had to ta More ... | |
| Wooden Bowl | Tim | Parkinson | Thornbury Sailing Club | Diana Parkinson, Katharine Hodgson | 565 | Avocet | Rock | 2015 | Cruise to Port Isaac and back | |
| Anonymous (Leaky Boat) | Richard | Cake | PYC | Richard Westomn | 583 | Instant Sunshine | Rock | 2014 | ||
| Brixham YC Trophy | Geoff | Pell | PYC | Margaret Pell | 672 | Dazer | Rock | 2014 | ||
| Seamanship | Tim | Parkinson | TSC | Diana Parkinson & Katharine Hodgson | 565 | Avocet | Rock | 2014 | Coastal cruise from Rock to Port Isaac and back | |
| Anonymous (Leaky Boat) | Tim | Parkinson | TSC | Diana Parkinson | 565 | Avocet | Torbay | 2013 | ||
| Brixham YC Trophy | Deb | Struthers | GSC | 378 | Tapio | Weymouth | 2013 | |||
| Poole Y.C. Trophy | Tim | Parkinson | Thornbury SC | Diana Parkinson | 565 | Avocet | Torbay | 2013 | 1st Series trophy in 30 DB weeks | |
| Smartie Plate | Diana | Parkinson | TSC | Tim Parkinson | 565 | Avocet | Torbay | 2013 | ||