| 1936 Summer Olympics |
Bermuda
|
Perez Sord |
Rowing |
|
|
| 1948 Summer Olympics |
Bermuda
|
Chummy Hayward |
— |
|
|
| 1952 Summer Olympics |
Bermuda
|
Chummy Hayward |
— |
|
|
| 1960 Summer Olympics |
Bermuda
|
Chummy Hayward |
— |
Official |
10 |
| 1964 Summer Olympics |
Bermuda
|
Chummy Hayward |
— |
|
|
| 1968 Summer Olympics |
Bermuda
|
Chummy Hayward |
— |
|
|
| 1972 Summer Olympics |
Bermuda
|
Kirk Cooper |
Sailing |
|
|
| 1984 Summer Olympics |
Bermuda
|
Nick Saunders |
Athletics |
|
|
| 1988 Summer Olympics |
Bermuda
|
Nick Saunders |
Athletics |
|
|
| 1992 Summer Olympics |
Bermuda
|
Brian Wellman |
Athletics |
|
|
| 1992 Winter Olympics |
Bermuda
|
John Hoskins |
— |
Official |
10 |
| 1994 Winter Olympics |
Bermuda
|
John Hoskins |
— |
Official |
10 |
| 1996 Summer Olympics |
Bermuda
|
Brian Wellman |
Athletics |
|
|
| 1998 Winter Olympics |
Bermuda
|
John Hoskins |
— |
Official |
10 |
| 2000 Summer Olympics |
Bermuda
|
MJ Tumbridge |
Equestrian Eventing |
|
21 |
| 2002 Winter Olympics |
Bermuda
|
Patrick Singleton |
Luge |
|
10 |
| 2004 Summer Olympics |
Bermuda
|
Peter Bromby |
Sailing |
|
25 |
| 2006 Winter Olympics |
Bermuda
|
Patrick Singleton |
Skeleton |
|
11 |
| 2008 Summer Olympics |
Bermuda
|
Jill Terciera |
Equestrian Jumping |
|
75 |
| 2010 Summer Youth Olympics |
Bermuda
|
Jeneko Place |
Athletics |
|
23 |
| 2010 Winter Olympics |
Bermuda
|
Tucker Murphy |
Cross Country Skiing |
|
12 |
| 2012 Summer Olympics |
Bermuda
|
Zander Kirkland |
Sailing |
|
23 |
| 2014 Summer Youth Olympics |
Bermuda
|
Faheemah Scraders |
Athletics |
|
25 |
| 2014 Winter Olympics |
Bermuda
|
Tucker Murphy |
Cross Country Skiing |
|
12 |
| 2016 Summer Olympics |
Bermuda
|
Tyrone Smith |
Athletics |
|
26 |
| 2018 Summer Youth Olympics |
Bermuda
|
Maddy Moore |
Swimming |
|
23 |
| 2018 Winter Olympics |
Bermuda
|
Tucker Murphy |
Cross Country Skiing |
|
27 |
| 2020 Summer Olympics |
Bermuda
|
Dara Alizadeh |
Rowing |
|
138 |
| 2024 Summer Olympics |
Bermuda
|
Jah-Nhai Perinchief |
Athletics |
|
25 |
| 2024 Summer Olympics |
Bermuda
|
Adriana Penruddocke |
Sailing |
|
25 |