| 1991-05-14 |  Saint Kitts and Nevisv British Virgin IslandsCFU Caribbean Cup qualification | 0–0 | CFU Caribbean Cup qualification |
| 1991-05-12 | Saint Kitts and Nevisv Cayman IslandsCFU Caribbean Cup qualification | 1–1 | CFU Caribbean Cup qualification |
| 1990-05-19 | Saint Kitts and Nevisv GuadeloupeCFU Caribbean Cup qualification | 2–0 | CFU Caribbean Cup qualification |
| 1990-04-29 |  JamaicavSaint Kitts and NevisCFU Caribbean Cup qualification | 3–0 | CFU Caribbean Cup qualification |
| 1989-06-18 |  ArubavSaint Kitts and NevisCFU Caribbean Cup qualification | 1–4 | CFU Caribbean Cup qualification |
| 1989-05-21 | Saint Kitts and Nevisv Trinidad and TobagoCFU Caribbean Cup qualification | 0–2 | CFU Caribbean Cup qualification |
| 1989-05-07 |  GrenadavSaint Kitts and NevisCFU Caribbean Cup qualification | 2–1 | CFU Caribbean Cup qualification |
| 1989-04-23 | Saint Kitts and Nevisv French GuianaCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 1983-06-05 | Saint Kitts and Nevisv MartiniqueCFU Caribbean Cup qualification | 0–5 | CFU Caribbean Cup qualification |
| 1983-05-25 | MartiniquevSaint Kitts and NevisCFU Caribbean Cup qualification | 7–0 | CFU Caribbean Cup qualification |
| 1979-06-17 | Saint Kitts and NevisvJamaicaCFU Caribbean Cup qualification | 1–2 | CFU Caribbean Cup qualification |
| 1979-06-03 | JamaicavSaint Kitts and NevisCFU Caribbean Cup qualification | 2–1 | CFU Caribbean Cup qualification |