| 2017-07-06 |  Dominicav Saint Vincent and the GrenadinesWindward Islands Tournament | 2–2 | Windward Islands Tournament |
| 2017-07-04 |  Saint LuciavDominicaWindward Islands Tournament | 0–0 | Windward Islands Tournament |
| 2017-06-30 | Dominicav BarbadosWindward Islands Tournament | 2–1 | Windward Islands Tournament |
| 2015-05-14 |  GrenadavDominicaWindward Islands Tournament | 1–2 | Windward Islands Tournament |
| 2014-05-04 | DominicavGrenadaWindward Islands Tournament | 3–5 | 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 |
| 2001-03-12 | GrenadavDominicaWindward Islands Tournament | 8–3 | Windward Islands Tournament |
| 1995-11-28 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 1–0 | Windward Islands Tournament |
| 1995-11-19 | DominicavSaint LuciaWindward Islands Tournament | 2–1 | 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 |
| 1984-12-02 | DominicavGrenadaWindward Islands Tournament | 0–4 | Windward Islands Tournament |
| 1974-12-07 | DominicavSaint 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 |
| 1973-11-30 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 0–0 | 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 |
| 1973-11-11 | DominicavSaint LuciaWindward Islands Tournament | 1–0 | 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 |
| 1972-11-28 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 1–2 | Windward Islands Tournament |
| 1972-11-25 | DominicavGrenadaWindward Islands Tournament | 1–2 | Windward Islands Tournament |
| 1971-12-04 | DominicavGrenadaWindward Islands Tournament | 3–0 | Windward Islands Tournament |
| 1971-12-01 | DominicavSaint LuciaWindward Islands Tournament | 2–2 | Windward Islands Tournament |
| 1971-11-28 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 3–0 | Windward Islands Tournament |
| 1970-11-27 | GrenadavDominicaWindward Islands Tournament | 2–1 | Windward Islands Tournament |
| 1970-11-24 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 0–1 | Windward Islands Tournament |
| 1970-11-21 | DominicavSaint LuciaWindward Islands Tournament | 1–1 | Windward Islands Tournament |
| 1969-11-14 | DominicavSaint LuciaWindward Islands Tournament | 1–3 | Windward Islands Tournament |
| 1969-11-13 | DominicavGrenadaWindward Islands Tournament | 0–1 | Windward Islands Tournament |
| 1969-11-09 | Saint Vincent and the GrenadinesvDominicaWindward Islands Tournament | 1–0 | Windward Islands Tournament |
| 1968-11-23 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 1–1 | Windward Islands Tournament |
| 1968-11-20 | DominicavGrenadaWindward Islands Tournament | 2–6 | Windward Islands Tournament |
| 1968-11-18 | Saint LuciavDominicaWindward Islands Tournament | 4–0 | Windward Islands Tournament |
| 1967-12-03 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 1–2 | Windward Islands Tournament |
| 1967-11-30 | DominicavGrenadaWindward Islands Tournament | 2–4 | Windward Islands Tournament |
| 1967-11-27 | DominicavSaint LuciaWindward Islands Tournament | 2–4 | Windward Islands Tournament |
| 1966-11-10 | DominicavSaint LuciaWindward Islands Tournament | 5–3 | Windward Islands Tournament |
| 1966-11-08 | GrenadavDominicaWindward Islands Tournament | 3–3 | Windward Islands Tournament |
| 1966-11-05 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 0–1 | Windward Islands Tournament |
| 1965-11-26 | Saint Vincent and the GrenadinesvDominicaWindward Islands Tournament | 3–1 | Windward Islands Tournament |
| 1965-11-23 | DominicavSaint LuciaWindward Islands Tournament | 1–0 | Windward Islands Tournament |
| 1965-11-21 | DominicavGrenadaWindward Islands Tournament | 2–0 | Windward Islands Tournament |
| 1964-01-12 | Saint LuciavDominicaWindward Islands Tournament | 5–0 | Windward Islands Tournament |
| 1964-01-11 | DominicavSaint Vincent and the GrenadinesWindward Islands Tournament | 1–1 | Windward Islands Tournament |
| 1964-01-08 | Saint LuciavDominicaWindward Islands Tournament | 4–2 | Windward Islands Tournament |