| 1990-05-30 |  Martiniquev DominicaCFU Caribbean Cup qualification | 0–0 | CFU Caribbean Cup qualification |
| 1990-05-30 |  French Guianav Saint Vincent and the GrenadinesCFU Caribbean Cup qualification | 2–2 | CFU Caribbean Cup qualification |
| 1990-05-30 |  Guadeloupev JamaicaCFU Caribbean Cup qualification | 0–0 | CFU Caribbean Cup qualification |
| 1990-05-27 |  Guyanav GrenadaCFU Caribbean Cup qualification | 0–0 | CFU Caribbean Cup qualification |
| 1990-05-27 |  Antigua and Barbudav Saint LuciaCFU Caribbean Cup qualification | 0–2 | CFU Caribbean Cup qualification |
| 1990-05-27 |  Curaçaoplayed as Netherlands Antillesv SurinameCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 1990-05-26 |  Bermudav BarbadosCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 1990-05-20 | GuyanavCuraçaoplayed as Netherlands AntillesCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 1990-05-20 | Jamaicav Saint MartinCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 1990-05-19 |  Saint Kitts and NevisvGuadeloupeCFU Caribbean Cup qualification | 2–0 | CFU Caribbean Cup qualification |
| 1990-05-15 | GrenadavSurinameCFU Caribbean Cup qualification | 3–1 | CFU Caribbean Cup qualification |
| 1990-05-13 | Saint LuciavBermudaCFU Caribbean Cup qualification | 0–2 | CFU Caribbean Cup qualification |
| 1990-05-13 | DominicavFrench GuianaCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 1990-05-06 | Saint MartinvGuadeloupeCFU Caribbean Cup qualification | 2–1 | CFU Caribbean Cup qualification |
| 1990-04-29 | JamaicavSaint Kitts and NevisCFU Caribbean Cup qualification | 3–0 | CFU Caribbean Cup qualification |
| 1990-04-29 | BarbadosvAntigua and BarbudaCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 1990-04-29 | SurinamevGuyanaCFU Caribbean Cup qualification | 5–0 | CFU Caribbean Cup qualification |
| 1990-04-22 | MartiniquevFrench GuianaCFU Caribbean Cup qualification | 4–0 | CFU Caribbean Cup qualification |
| 1990-04-22 | Saint Vincent and the GrenadinesvDominicaCFU Caribbean Cup qualification | 2–1 | CFU Caribbean Cup qualification |
| 1990-04-17 | GrenadavCuraçaoplayed as Netherlands AntillesCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 1990-04-15 | BarbadosvSaint LuciaCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 1990-04-14 | BermudavAntigua and BarbudaCFU Caribbean Cup qualification | 2–2 | CFU Caribbean Cup qualification |
| 1990-03-24 |  Sint Maartenv Cayman IslandsCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 1990-03-24 | Saint Martinv British Virgin IslandsCFU Caribbean Cup qualification | 3–0 | CFU Caribbean Cup qualification |