| 2001-05-20 |  Surinamev Saint Kitts and NevisCFU Caribbean Cup | 0–4 | CFU Caribbean Cup |
| 2001-05-18 | Saint Kitts and Nevisv CubaCFU Caribbean Cup | 1–1 | CFU Caribbean Cup |
| 2001-05-16 |  HaitivSaint Kitts and NevisCFU Caribbean Cup | 7–2 | CFU Caribbean Cup |
| 1999-06-08 | CubavSaint Kitts and NevisCFU Caribbean Cup | 2–0 | CFU Caribbean Cup |
| 1999-06-06 | HaitivSaint Kitts and NevisCFU Caribbean Cup | 2–0 | CFU Caribbean Cup |
| 1997-07-13 |  Trinidad and TobagovSaint Kitts and NevisCFU Caribbean Cup | 4–0 | CFU Caribbean Cup |
| 1997-07-10 | Saint Kitts and Nevisv GrenadaCFU Caribbean Cup | 2–1 | CFU Caribbean Cup |
| 1997-07-08 | Saint Kitts and NevisvTrinidad and TobagoCFU Caribbean Cup | 0–3 | CFU Caribbean Cup |
| 1997-07-06 | Saint Kitts and Nevisv MartiniqueCFU Caribbean Cup | 2–0 | CFU Caribbean Cup |
| 1996-05-30 | Saint Kitts and NevisvSurinameCFU Caribbean Cup | 1–1 | CFU Caribbean Cup |
| 1996-05-28 | Trinidad and TobagovSaint Kitts and NevisCFU Caribbean Cup | 5–1 | CFU Caribbean Cup |
| 1996-05-26 |  JamaicavSaint Kitts and NevisCFU Caribbean Cup | 4–1 | CFU Caribbean Cup |
| 1993-05-30 | Trinidad and TobagovSaint Kitts and NevisCFU Caribbean Cup | 3–2 | CFU Caribbean Cup |
| 1993-05-28 | MartiniquevSaint Kitts and NevisCFU Caribbean Cup | 1–1 p | CFU Caribbean Cup |
| 1993-05-25 | Saint Kitts and Nevisv Sint MaartenCFU Caribbean Cup | 2–2 | CFU Caribbean Cup |
| 1993-05-23 | Saint Kitts and Nevisv Puerto RicoCFU Caribbean Cup | 1–0 | CFU Caribbean Cup |
| 1993-05-21 | JamaicavSaint Kitts and NevisCFU Caribbean Cup | 4–1 | CFU Caribbean Cup |