Penny Simmons had the following podium finishes at major championships: 3rd in the 1967 Pan American Games Snipe (with Richard Belvin).
| Games | Discipline (Sport) / Event | NOC / Team | Pos | Medal | As | |
|---|---|---|---|---|---|---|
| 1964 Summer Olympics | Sailing | BER |
Penny Simmons | |||
| Three Person Keelboat, Open (Olympic) | Oleander XII | 5 | ||||
| 1968 Summer Olympics | Sailing | BER |
Penny Simmons | |||
| Three Person Keelboat, Open (Olympic) | Bermuda | 13 | ||||
| 1972 Summer Olympics | Sailing | BER |
Penny Simmons | |||
| Three Person Keelboat, Open (Olympic) | Bermuda | 13 | ||||
| 1976 Summer Olympics | Sailing | BER |
Penny Simmons | |||
| Two Person Dinghy, Open (Olympic) | Larry Lindo | 17 |