| 2006-11-28 |  Guyanav Dominican RepublicCFU Caribbean Cup qualification | 4–0 | CFU Caribbean Cup qualification |
| 2006-11-28 |  Antigua and Barbudav GuadeloupeCFU Caribbean Cup qualification | 1–3 | CFU Caribbean Cup qualification |
| 2006-11-26 | Dominican RepublicvAntigua and BarbudaCFU Caribbean Cup qualification | 2–0 | CFU Caribbean Cup qualification |
| 2006-11-26 | GuyanavGuadeloupeCFU Caribbean Cup qualification | 3–2 | CFU Caribbean Cup qualification |
| 2006-11-24 | Dominican RepublicvGuadeloupeCFU Caribbean Cup qualification | 0–3 | CFU Caribbean Cup qualification |
| 2006-11-24 | GuyanavAntigua and BarbudaCFU Caribbean Cup qualification | 6–0 | CFU Caribbean Cup qualification |
| 2006-11-23 |  Barbadosv BermudaCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 2006-11-21 |  BahamasvBermudaCFU Caribbean Cup qualification | 0–4 | CFU Caribbean Cup qualification |
| 2006-11-19 | BarbadosvBahamasCFU Caribbean Cup qualification | 2–1 | CFU Caribbean Cup qualification |
| 2006-11-12 |  Haitiv SurinameCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 2006-11-12 |  Martiniquev CubaCFU Caribbean Cup qualification | 0–0 | CFU Caribbean Cup qualification |
| 2006-11-10 | MartiniquevHaitiCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 2006-11-10 | CubavSurinameCFU Caribbean Cup qualification | 3–1 | CFU Caribbean Cup qualification |
| 2006-11-08 | HaitivCubaCFU Caribbean Cup qualification | 1–2 | CFU Caribbean Cup qualification |
| 2006-11-08 | MartiniquevSurinameCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 2006-10-01 |  United States Virgin IslandsvDominican RepublicCFU Caribbean Cup qualification | 1–6 | CFU Caribbean Cup qualification |
| 2006-10-01 |  JamaicavHaitiCFU Caribbean Cup qualification | 2–0 | CFU Caribbean Cup qualification |
| 2006-10-01 |  Saint Vincent and the Grenadinesv Saint LuciaCFU Caribbean Cup qualification | 8–0 | CFU Caribbean Cup qualification |
| 2006-09-29 | Saint LuciavHaitiCFU Caribbean Cup qualification | 1–7 | CFU Caribbean Cup qualification |
| 2006-09-29 | BermudavDominican RepublicCFU Caribbean Cup qualification | 3–1 | CFU Caribbean Cup qualification |
| 2006-09-27 | JamaicavSaint LuciaCFU Caribbean Cup qualification | 4–0 | CFU Caribbean Cup qualification |
| 2006-09-27 | United States Virgin IslandsvBermudaCFU Caribbean Cup qualification | 0–6 | CFU Caribbean Cup qualification |
| 2006-09-24 |  Dominicav Saint MartinCFU Caribbean Cup qualification | 0–0 | CFU Caribbean Cup qualification |
| 2006-09-24 | GuadeloupevMartiniqueCFU Caribbean Cup qualification | 4–0 | CFU Caribbean Cup qualification |
| 2006-09-24 | Barbadosv AnguillaCFU Caribbean Cup qualification | 7–1 | CFU Caribbean Cup qualification |
| 2006-09-24 | Antigua and Barbudav Saint Kitts and NevisCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 2006-09-22 | AnguillavSaint Kitts and NevisCFU Caribbean Cup qualification | 1–6 | CFU Caribbean Cup qualification |
| 2006-09-22 | Antigua and BarbudavBarbadosCFU Caribbean Cup qualification | 1–3 | CFU Caribbean Cup qualification |
| 2006-09-22 | MartiniquevSaint MartinCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 2006-09-22 | GuadeloupevDominicaCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 2006-09-20 | BarbadosvSaint Kitts and NevisCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 2006-09-20 | GuadeloupevSaint MartinCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 2006-09-20 | Antigua and BarbudavAnguillaCFU Caribbean Cup qualification | 5–3 | CFU Caribbean Cup qualification |
| 2006-09-20 | DominicavMartiniqueCFU Caribbean Cup qualification | 0–4 | CFU Caribbean Cup qualification |
| 2006-09-10 |  GrenadavGuyanaCFU Caribbean Cup qualification | 0–1 | CFU Caribbean Cup qualification |
| 2006-09-10 |  Curaçaoplayed as Netherlands AntillesvSurinameCFU Caribbean Cup qualification | 0–1 | CFU Caribbean Cup qualification |
| 2006-09-08 | Curaçaoplayed as Netherlands AntillesvGuyanaCFU Caribbean Cup qualification | 0–5 | CFU Caribbean Cup qualification |
| 2006-09-08 | SurinamevGrenadaCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 2006-09-06 | SurinamevGuyanaCFU Caribbean Cup qualification | 0–5 | CFU Caribbean Cup qualification |
| 2006-09-06 | Curaçaoplayed as Netherlands AntillesvGrenadaCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 2006-09-06 | Cubav Cayman IslandsCFU Caribbean Cup qualification | 7–0 | CFU Caribbean Cup qualification |
| 2006-09-06 |  Turks and Caicos IslandsvBahamasCFU Caribbean Cup qualification | 2–3 | CFU Caribbean Cup qualification |
| 2006-09-04 | CubavBahamasCFU Caribbean Cup qualification | 6–0 | CFU Caribbean Cup qualification |
| 2006-09-04 | Cayman IslandsvTurks and Caicos IslandsCFU Caribbean Cup qualification | 0–2 | CFU Caribbean Cup qualification |
| 2006-09-02 | BahamasvCayman IslandsCFU Caribbean Cup qualification | 3–1 | CFU Caribbean Cup qualification |
| 2006-09-02 | CubavTurks and Caicos IslandsCFU Caribbean Cup qualification | 6–0 | CFU Caribbean Cup qualification |