| Inside Fleet Trophies | 2021 Winner |
| Tomato – Most number of 1sts | Scarlett McLellan |
| Diamond Seamanship | 1st Charlie Bradshaw & Harry White
2nd Jennifer Simpson & Dylan Sutton-Reid 3rd Thomas Child & Ben Kettley |
| Diamond Trophy | Port Fleet
1st Thomas Child 2nd Jack Marfleet 3rd Jennifer Simpson 4th Max Faulkner 5th Elliot Simmons
Starboard Fleet 1st Rory Woods 2nd William Marfleet 3rd Lyra Doyle 4th Spencer Ready 5th Lucas Day |
| Emerald Trophy | 1st Charlie Cook
2nd Will Grout 3rd Isobelle Alcharbaji 4th Grace Gothard 5th Megan Daniels |
| Emerald Seamanship | 1st Harriet More
2nd Megan Daniels 3rd Monia Bellomo |
| Most improved sailor | Mortimer Mastin (21 place improvement)
|
| Ruby Trophy | 1st Scarlett MacLennan
2nd Thomas Blackmore 3rd Kyan Jowers 4th James Richardson 5th Zachary Minnis |
| Ruby Seamanship | 1st Zachary Minnis
2nd James Richardson 3rd Freddy Lowe |
| First Bronze in Ruby | Thomas Blackmore |
| First non traveller | Charlotte Granger
|
| First Gold | 1st Sonny Simpson
2nd Charlotte Granger 3rd Izzy Bartlett 4th Harry Bowman 5th Sam Cook |
| Gold Seamanship | 1st Charlie Eales
2nd Harry Bowman 3rd Joel Simpson |
| Endeavour | Henry Crisp
|
| “Most helpful” Cadet | Will Gibson |
| Outside Fleet Trophies | 2021 Winner |
| Slow fleet | 1st Denis Richardson
2nd Archie Dobson 3rd Alice Jones |
| Feva | 1st Matilda Milgate & Rufus Cock
2nd Orla Clifford & Willa Rogers 3rd Dominique Granger & Layla Yuzen |
| Topper | N/A
|
| Laser 4.7 | 1st Daisy Weston
2nd Dominic Gozzett 3rd Madison Allen |
| Medium Fleet: Overall | Daisy Weston |
| Fast fleet: 1st double hander | 1st Gabby Clifton & Theo Clifton
2nd Alex Canham & James Humphries 3rd Charlotte Allen & Juliet Martin |
| Fast fleet: 1st single hander | Ben Milgate
|
| 1st Laser Radial | 1st William Gibson
2nd Joe Purdie 3rd Sam Grout |
| 1st Laser Standard | 1st Ben Milgate
2nd Drew Bessey 3rd Eddie Latham |
| 1st Fast fleet overall | Ben Milgate |
| Hannah Stodel Endeavour Trophy | Eddie Latham |
| Good sportsmanship | Toby Rollin
|
| Good seamanship | Emily Stanton |
| Viking Trophy | Daisy Weston (12) |
