| 2008-12-07 |  Grenadav BarbadosCFU Caribbean Cup | 4–2 | CFU Caribbean Cup |
| 2008-12-05 | Barbadosv Trinidad and TobagoCFU Caribbean Cup | 1–2 | CFU Caribbean Cup |
| 2008-12-03 |  JamaicavBarbadosCFU Caribbean Cup | 2–1 | CFU Caribbean Cup |
| 2007-01-17 | Barbadosv MartiniqueCFU Caribbean Cup | 2–3 | CFU Caribbean Cup |
| 2007-01-15 |  HaitivBarbadosCFU Caribbean Cup | 2–0 | CFU Caribbean Cup |
| 2007-01-12 | Trinidad and TobagovBarbadosCFU Caribbean Cup | 1–1 | CFU Caribbean Cup |
| 2005-02-24 | BarbadosvTrinidad and TobagoCFU Caribbean Cup | 2–3 | CFU Caribbean Cup |
| 2005-02-22 | BarbadosvJamaicaCFU Caribbean Cup | 0–1 | CFU Caribbean Cup |
| 2005-02-20 | Barbadosv CubaCFU Caribbean Cup | 0–3 | CFU Caribbean Cup |
| 2001-05-19 | BarbadosvJamaicaCFU Caribbean Cup | 1–2 | CFU Caribbean Cup |
| 2001-05-17 | MartiniquevBarbadosCFU Caribbean Cup | 3–1 | CFU Caribbean Cup |
| 2001-05-15 | Trinidad and TobagovBarbadosCFU Caribbean Cup | 5–0 | CFU Caribbean Cup |
| 1990-07-23 | BarbadosvMartiniqueCFU Caribbean Cup | 2–2 | CFU Caribbean Cup |
| 1989-07-05 | BarbadosvTrinidad and TobagoCFU Caribbean Cup | 0–3 | CFU Caribbean Cup |
| 1989-07-03 | Barbadosv GuadeloupeCFU Caribbean Cup | 1–0 | CFU Caribbean Cup |
| 1985-06-30 | BarbadosvMartiniqueCFU Caribbean Cup | 1–1 | CFU Caribbean Cup |
| 1985-06-27 | BarbadosvGuadeloupeCFU Caribbean Cup | 1–1 | CFU Caribbean Cup |
| 1985-06-25 | Barbadosv SurinameCFU Caribbean Cup | 0–0 | CFU Caribbean Cup |