Each season, a vast array of trophies are awarded to the winners of various RNSYS racing events. These trophies are displayed throughout the clubhouse and are engraved with each winner's name and boat. Congratulations to the 2008 winners!
2008 Trophy Winners
| Trophy | Event | Skipper | Boat | Club |
| Prince of Wales Trophy | Prince of Wales Weekend | Philippe Paturel | Ciao! | RNSYS |
| Wenonah Cup | Prince of Wales Weekend | Ed Backman | Trouble | RNSYS |
| Overall Winner | Prince of Wales Weekend | Ed Backman | Trouble | RNSYS |
| The Delft Plate | Opening Regatta - Prem | Hal Davies | Third Wave | RNSYS |
| MacKintosh-Wood Cup | Opening Regatta - A | James Luther | Shadow | RNSYS |
| A. C. Edwards Cup | Opening Regatta - B | Scott Lorette | Bad Daddy | RNSYS |
| L. Clyde Davidson Gold Cup | Opening Regatta - J/29 | Rory MacDonald | Feed Me | RNSYS |
| Mount Gay Cup | Opening Regatta - J/24 | Dale Robertson | J-Zeus | RNSYS |
| Kennedy Cup | CYA Youth Nationals | Ted Murphy | 420 | RNSYS |
| Kennedy Cup | CYA Youth Nationals | Alex Scales | 420 | RNSYS |
| Lord Nelson Cup | Club Championships | Erik Koppernaes | Team Kopp. | RNSYS |
| RNSYS Leadership Award | Regatta Organization | Michael Archibald | RNSYS | |
| RNSYS Sailor of the Year | Dinghy Classes | Dana Archibald | 29er | RNSYS |
| RNSYS Sailor of the Year | Keel Boat Classes | Paul Tingley | 2.4m | RNSYS |
| RNSYS Volunteer of the Year | James Luther | RNSYS | ||
| Wed. Night Racing Series I | A1 Class | Hal Davies | Third Wave | RNSYS |
| Wed. Night Racing Series I | A2 Class | Stuart Creaser | Shadow | RNSYS |
| Wed. Night Racing Series I | B Class | Dale Robertson | J-Zeus | RNSYS |
| Wed. Night Racing Series I | C Class | Scott Lorette | Bad Daddy | RNSYS |
| Wed. Night Racing Series II | A1 Class | J.Roy/P.Gallant | Power Shift | RNSYS |
| Wed. Night Racing Series II | A2 Class | Robert Stevens | Etchells 22 | RNSYS |
| Wed. Night Racing Series II | B Class | Sean McDermott | Swish | RNSYS |
| Wed. Night Racing Series II | C Class | Scott Lorette | Bad Daddy | RNSYS |
| Wed. Night Racing Series III | A1 Class | Hal Davies | Third Wave | RNSYS |
| Wed. Night Racing Series III | A2 Class | John Heseltine | J-Zeus II9 | RNSYS |
| Wed. Night Racing Series III | B Class | Alex Ritchie | Yellow Kirby | RNSYS |
| Wed. Night Racing Series III | C Class | Doug Caldwell | Freyja | RNSYS |