| 2014-11-18 |  Cubav HaitiCFU Caribbean Cup | 1–2 | CFU Caribbean Cup |
| 2014-11-13 |  CuraçaovCubaCFU Caribbean Cup | 2–3 | CFU Caribbean Cup |
| 2014-11-11 | Cubav French GuianaCFU Caribbean Cup | 1–1 | CFU Caribbean Cup |
| 2012-12-16 | Cubav Trinidad and TobagoCFU Caribbean Cup | 1–0 | CFU Caribbean Cup |
| 2012-12-14 | HaitivCubaCFU Caribbean Cup | 0–1 | CFU Caribbean Cup |
| 2012-12-12 |  JamaicavCubaCFU Caribbean Cup | 0–1 | CFU Caribbean Cup |
| 2012-12-10 | CubavFrench GuianaCFU Caribbean Cup | 2–1 | CFU Caribbean Cup |
| 2012-12-08 |  MartiniquevCubaCFU Caribbean Cup | 1–0 | CFU Caribbean Cup |
| 2010-12-05 |  GrenadavCubaCFU Caribbean Cup | 0–1 | CFU Caribbean Cup |
| 2010-12-03 | Cubav GuadeloupeCFU Caribbean Cup | 1–2 | CFU Caribbean Cup |
| 2010-11-30 | CubavGrenadaCFU Caribbean Cup | 0–0 | CFU Caribbean Cup |
| 2010-11-28 | MartiniquevCubaCFU Caribbean Cup | 0–1 | CFU Caribbean Cup |
| 2010-11-26 | Trinidad and TobagovCubaCFU Caribbean Cup | 0–2 | CFU Caribbean Cup |
| 2008-12-14 | CubavGuadeloupeCFU Caribbean Cup | 0–0 | CFU Caribbean Cup |
| 2008-12-11 | CubavGrenadaCFU Caribbean Cup | 2–2 | CFU Caribbean Cup |
| 2008-12-08 | CubavHaitiCFU Caribbean Cup | 0–1 | CFU Caribbean Cup |
| 2008-12-06 | Cubav Antigua and BarbudaCFU Caribbean Cup | 3–0 | CFU Caribbean Cup |
| 2008-12-04 | GuadeloupevCubaCFU Caribbean Cup | 1–2 | CFU Caribbean Cup |
| 2007-01-23 | CubavGuadeloupeCFU Caribbean Cup | 2–1 | CFU Caribbean Cup |
| 2007-01-20 | Trinidad and TobagovCubaCFU Caribbean Cup | 3–1 | CFU Caribbean Cup |
| 2007-01-18 | Cubav GuyanaCFU Caribbean Cup | 0–0 | CFU Caribbean Cup |
| 2007-01-14 | CubavGuadeloupeCFU Caribbean Cup | 1–2 | CFU Caribbean Cup |
| 2005-02-24 | CubavJamaicaCFU Caribbean Cup | 0–1 | CFU Caribbean Cup |
| 2005-02-22 | Trinidad and TobagovCubaCFU Caribbean Cup | 1–2 | CFU Caribbean Cup |
| 2005-02-20 |  BarbadosvCubaCFU Caribbean Cup | 0–3 | CFU Caribbean Cup |
| 2001-05-24 | MartiniquevCubaCFU Caribbean Cup | 1–0 | CFU Caribbean Cup |
| 2001-05-22 | Trinidad and TobagovCubaCFU Caribbean Cup | 2–0 | CFU Caribbean Cup |
| 2001-05-20 | HaitivCubaCFU Caribbean Cup | 0–0 | CFU Caribbean Cup |
| 2001-05-18 |  Saint Kitts and NevisvCubaCFU Caribbean Cup | 1–1 | CFU Caribbean Cup |
| 2001-05-16 | Cubav SurinameCFU Caribbean Cup | 4–3 | CFU Caribbean Cup |
| 1999-06-13 | Trinidad and TobagovCubaCFU Caribbean Cup | 2–1 | CFU Caribbean Cup |
| 1999-06-10 | CubavJamaicaCFU Caribbean Cup | 2–0 | CFU Caribbean Cup |
| 1999-06-08 | CubavSaint Kitts and NevisCFU Caribbean Cup | 2–0 | CFU Caribbean Cup |
| 1999-06-04 | CubavHaitiCFU Caribbean Cup | 3–1 | CFU Caribbean Cup |
| 1996-06-07 | Trinidad and TobagovCubaCFU Caribbean Cup | 2–0 | CFU Caribbean Cup |
| 1996-06-03 | CubavSurinameCFU Caribbean Cup | 4–0 | CFU Caribbean Cup |
| 1996-05-29 | CubavHaitiCFU Caribbean Cup | 0–0 | CFU Caribbean Cup |
| 1996-05-27 | CubavMartiniqueCFU Caribbean Cup | 1–0 | CFU Caribbean Cup |
| 1996-05-25 | Cubav Saint Vincent and the GrenadinesCFU Caribbean Cup | 2–0 | CFU Caribbean Cup |
| 1995-07-30 |  Cayman IslandsvCubaCFU Caribbean Cup | 0–3 | CFU Caribbean Cup |
| 1995-07-23 | Cubav Saint LuciaCFU Caribbean Cup | 2–0 | CFU Caribbean Cup |
| 1995-07-21 | JamaicavCubaCFU Caribbean Cup | 1–2 | CFU Caribbean Cup |
| 1995-07-19 | Trinidad and TobagovCubaCFU Caribbean Cup | 2–0 | CFU Caribbean Cup |
| 1992-06-27 | CubavMartiniqueCFU Caribbean Cup | 1–1 p | CFU Caribbean Cup |
| 1992-06-24 | Trinidad and TobagovCubaCFU Caribbean Cup | 1–0 | CFU Caribbean Cup |
| 1992-06-22 | CubavJamaicaCFU Caribbean Cup | 0–0 | CFU Caribbean Cup |