| Period | Club | on loan from | buy option |
|---|---|---|---|
 Race Course FC | - | ||
 UCF Knights (University of Central Florida) | - | ||
| Constant Spring FC | - | ||
| U-Tech F.C. | - | ||
| Port Royal F.C. | - |
Jason Tom Preston - Legend of Clubs
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| Period | Club | on loan from | buy option |
|---|---|---|---|
| Race Course FC | - | ||
| UCF Knights (University of Central Florida) | - | ||
| Constant Spring FC | - | ||
| U-Tech F.C. | - | ||
| Port Royal F.C. | - |