Atlanta, USA 19 July – 4 August 1996
| Track & Field | ||||
 Michelle Babtiste |
 Ivan JnMarie |
 Maxwell Seals |
 Dominic Johnson |
 Maxime Charlemagne |
| Sailing | ||||
 Michael Green |
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Sydney, Australia 15 September – 1 October 2000
| Track & Field | ||
Dominic Johnson |
 Ronald Promesse |
 Vernetta Lesporis |
| Swimming | ||
 Sherri Scobie Henry |
 Jamie Peterkin |
|
Athens, Greece August 13 – 29, 2004
| Track & Field | ||
 Zepherinus Joseph |
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| Swimming | ||
 Natasha Georgeos |
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Beijing, China August 8th- 24th 2008
| Track & Field | ||
 Dominic Johnson |
 Levern Spencer |
 Erma Gene Evans |
| Swimming | ||
 Danielle Beaubrun |
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London, England July 27 – August 12 ,2012
| Athletics | |
 Darvin Edwards |
Levern Spencer |
| Sailing | |
 Beth Lygoe |
|
| Swimming | |
Danielle Beaubrun |
|
Rio August 2 – 22 ,2017
| Athletics | ||
 Levern Spencer – High Jump |
 Jeannelle Scheper – High Jump |
 Jahvid Best – 100 m |
| Sailing | ||
 Stephanie Lovell |
||
| Swimming | ||
 Jordan Augier – 50 m free |
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