| 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 |
| 2008-10-27 |  Curaçaoplayed as Netherlands AntillesvBarbadosCFU Caribbean Cup qualification | 1–2 | CFU Caribbean Cup qualification |
| 2008-10-25 |  CubavBarbadosCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 2008-10-23 | Barbadosv SurinameCFU Caribbean Cup qualification | 3–2 | CFU Caribbean Cup qualification |
| 2008-09-28 |  Saint Kitts and NevisvBarbadosCFU Caribbean Cup qualification | 1–3 | CFU Caribbean Cup qualification |
| 2008-09-26 |  British Virgin IslandsvBarbadosCFU Caribbean Cup qualification | 1–2 | CFU Caribbean Cup qualification |
| 2008-06-22 | Barbadosv United StatesFIFA World Cup qualification | 0–1 | FIFA World Cup qualification |
| 2008-06-15 | United StatesvBarbadosFIFA World Cup qualification | 8–0 | FIFA World Cup qualification |
| 2008-06-09 |  BermudavBarbadosFriendly | 3–0 | Friendly |
| 2008-06-06 | BermudavBarbadosFriendly | 2–1 | Friendly |
| 2008-05-11 | Trinidad and TobagovBarbadosFriendly | 3–0 | Friendly |
| 2008-03-26 | Barbadosv DominicaFIFA World Cup qualification | 1–0 | FIFA World Cup qualification |
| 2008-02-06 | DominicavBarbadosFIFA World Cup qualification | 1–1 | FIFA World Cup qualification |
| 2008-01-13 | Barbadosv Antigua and BarbudaFriendly | 3–2 | Friendly |