| Games | Athlete/Team | Placement | |
|---|---|---|---|
| 1932 Summer Olympics | Caprice | 3 | Bronze |
| 1952 Summer Olympics | Trickson VI | 7 | |
| Jet | 10 | ||
| 1956 Summer Olympics | Tomahawk II | 8 | |
| 1960 Summer Olympics | Argo II | 5 | |
| SagaII | 19 | ||
| 1964 Summer Olympics | State VI | 7 | |
| Serendipity | 11 | ||
| 1968 Summer Olympics | Canada | 4 | |
| Canada | 6 | ||
| 1972 Summer Olympics | Canada | 3 | Bronze |
| Canada | 9 | ||
| 1976 Summer Olympics | Canada | 8 | |
| 1984 Summer Olympics | Canada | 3 | Bronze |
| 1988 Summer Olympics | Canada | 12 | |
| 1992 Summer Olympics | Canada | 7 | |
| 1996 Summer Olympics | Canada | 5 | |
| 2000 Summer Olympics | Canada | 13 |
