| 2017-07-06 |  Dominicav Saint Vincent and the GrenadinesWindward Islands Tournament | 2–2 | Windward Islands Tournament |
| 2017-07-06 |  Grenadav BarbadosWindward Islands Tournament | 0–2 | Windward Islands Tournament |
| 2017-07-04 |  Saint LuciavDominicaWindward Islands Tournament | 0–0 | Windward Islands Tournament |
| 2017-07-03 | BarbadosvSaint LuciaWindward Islands Tournament | 1–1 | Windward Islands Tournament |
| 2017-06-30 | DominicavBarbadosWindward Islands Tournament | 2–1 | Windward Islands Tournament |
| 2017-06-28 | Saint LuciavSaint Vincent and the GrenadinesWindward Islands Tournament | 2–1 | Windward Islands Tournament |
| 2015-05-16 | Saint LuciavGrenadaWindward Islands Tournament | 0–2 | Windward Islands Tournament |
| 2015-05-14 | GrenadavDominicaWindward Islands Tournament | 1–2 | Windward Islands Tournament |
| 2015-05-14 | Saint LuciavSaint Vincent and the GrenadinesWindward Islands Tournament | 1–2 | Windward Islands Tournament |
| 2014-05-04 | DominicavGrenadaWindward Islands Tournament | 3–5 | Windward Islands Tournament |
| 2014-05-02 | GrenadavSaint LuciaWindward Islands Tournament | 0–1 | Windward Islands Tournament |
| 2013-04-21 | Saint Vincent and the GrenadinesvSaint LuciaWindward Islands Tournament | 0–2 | Windward Islands Tournament |
| 2001-03-18 | DominicavSaint LuciaWindward Islands Tournament | 0–1 | Windward Islands Tournament |
| 2001-03-16 | DominicavSaint LuciaWindward Islands Tournament | 1–1 | Windward Islands Tournament |
| 2001-03-14 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 0–2 | Windward Islands Tournament |
| 2001-03-14 | GrenadavSaint LuciaWindward Islands Tournament | 4–3 | Windward Islands Tournament |
| 2001-03-12 | Saint LuciavSaint Vincent and the GrenadinesWindward Islands Tournament | 0–2 | Windward Islands Tournament |
| 2001-03-12 | GrenadavDominicaWindward Islands Tournament | 8–3 | Windward Islands Tournament |
| 1995-12-03 | GrenadavSaint Vincent and the GrenadinesWindward Islands Tournament | 1–0 | Windward Islands Tournament |
| 1995-11-28 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 1–0 | Windward Islands Tournament |
| 1995-11-23 | Saint LuciavSaint Vincent and the GrenadinesWindward Islands Tournament | 2–1 | Windward Islands Tournament |
| 1995-11-23 | GrenadavBarbadosWindward Islands Tournament | 1–0 | Windward Islands Tournament |
| 1995-11-19 | DominicavSaint LuciaWindward Islands Tournament | 2–1 | Windward Islands Tournament |
| 1995-11-19 | Saint Vincent and the GrenadinesvBarbadosWindward Islands Tournament | 2–0 | Windward Islands Tournament |
| 1986-12-11 | Saint LuciavSaint Vincent and the GrenadinesWindward Islands Tournament | 5–1 | Windward Islands Tournament |
| 1985-11-18 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 0–0 | Windward Islands Tournament |
| 1985-11-17 | GrenadavDominicaWindward Islands Tournament | 0–0 | Windward Islands Tournament |
| 1985-11-17 | Saint LuciavSaint Vincent and the GrenadinesWindward Islands Tournament | 0–0 | Windward Islands Tournament |
| 1984-12-02 | DominicavGrenadaWindward Islands Tournament | 0–4 | Windward Islands Tournament |
| 1984-12-02 | Saint LuciavSaint Vincent and the GrenadinesWindward Islands Tournament | 2–0 | Windward Islands Tournament |
| 1974-12-08 | Saint LuciavGrenadaWindward Islands Tournament | 1–2 | Windward Islands Tournament |
| 1974-12-07 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 1–2 | Windward Islands Tournament |
| 1974-12-05 | Saint LuciavSaint Vincent and the GrenadinesWindward Islands Tournament | 1–2 | Windward Islands Tournament |
| 1974-12-04 | DominicavGrenadaWindward Islands Tournament | 0–0 | Windward Islands Tournament |
| 1974-12-02 | Saint LuciavDominicaWindward Islands Tournament | 0–3 | Windward Islands Tournament |
| 1974-12-01 | GrenadavSaint Vincent and the GrenadinesWindward Islands Tournament | 1–0 | Windward Islands Tournament |
| 1973-11-30 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 0–0 | Windward Islands Tournament |
| 1973-11-29 | GrenadavSaint LuciaWindward Islands Tournament | 2–0 | Windward Islands Tournament |
| 1973-11-27 | Saint LuciavSaint Vincent and the GrenadinesWindward Islands Tournament | 0–1 | Windward Islands Tournament |
| 1973-11-23 | Saint Vincent and the GrenadinesvSaint LuciaWindward Islands Tournament | 2–0 | Windward Islands Tournament |
| 1973-11-21 | GrenadavDominicaWindward Islands Tournament | 1–1 | Windward Islands Tournament |
| 1973-11-19 | Saint Vincent and the GrenadinesvDominicaWindward Islands Tournament | 2–2 | Windward Islands Tournament |
| 1973-11-16 | Saint LuciavDominicaWindward Islands Tournament | 2–1 | Windward Islands Tournament |
| 1973-11-15 | Saint LuciavGrenadaWindward Islands Tournament | 1–3 | Windward Islands Tournament |
| 1973-11-11 | DominicavSaint LuciaWindward Islands Tournament | 1–0 | Windward Islands Tournament |
| 1973-11-11 | Saint Vincent and the GrenadinesvGrenadaWindward Islands Tournament | 4–1 | Windward Islands Tournament |
| 1973-11-07 | DominicavGrenadaWindward Islands Tournament | 4–2 | Windward Islands Tournament |
| 1972-12-02 | Saint LuciavDominicaWindward Islands Tournament | 1–0 | Windward Islands Tournament |
| 1972-12-01 | GrenadavSaint Vincent and the GrenadinesWindward Islands Tournament | 0–0 | Windward Islands Tournament |
| 1972-11-29 | Saint LuciavGrenadaWindward Islands Tournament | 1–0 | Windward Islands Tournament |