| 2026-03-30 |  Dominicav Sint MaartenCONCACAF Series | 0–0 | CONCACAF Series |
| 2026-03-27 |  BelizevSint MaartenCONCACAF Series | 2–3 | CONCACAF Series |
| 2025-11-15 | DominicavSint MaartenCONCACAF Series | 2–3 | CONCACAF Series |
| 2025-11-12 |  Saint Kitts and NevisvSint MaartenCONCACAF Series | 0–0 | CONCACAF Series |
| 2024-11-18 |  ArubavSint MaartenCONCACAF Nations League | 0–1 | CONCACAF Nations League |
| 2024-11-15 | Sint Maartenv HaitiCONCACAF Nations League | 0–8 | CONCACAF Nations League |
| 2024-10-14 |  Puerto RicovSint MaartenCONCACAF Nations League | 2–1 | CONCACAF Nations League |
| 2024-10-11 | Sint MaartenvPuerto RicoCONCACAF Nations League | 3–2 | CONCACAF Nations League |
| 2024-09-09 | HaitivSint MaartenCONCACAF Nations League | 6–0 | CONCACAF Nations League |
| 2024-09-06 | Sint MaartenvArubaCONCACAF Nations League | 2–0 | CONCACAF Nations League |
| 2023-11-19 |  Saint LuciavSint MaartenCONCACAF Nations League | 1–2 | CONCACAF Nations League |
| 2023-11-16 | Sint Maartenv GuadeloupeCONCACAF Nations League | 0–2 | CONCACAF Nations League |
| 2023-10-15 | Saint Kitts and NevisvSint MaartenCONCACAF Nations League | 0–1 | CONCACAF Nations League |
| 2023-10-12 | Sint MaartenvSaint Kitts and NevisCONCACAF Nations League | 2–3 | CONCACAF Nations League |
| 2023-09-10 | GuadeloupevSint MaartenCONCACAF Nations League | 4–0 | CONCACAF Nations League |
| 2023-09-07 | Sint MaartenvSaint LuciaCONCACAF Nations League | 1–5 | CONCACAF Nations League |
| 2023-06-17 |  French GuianavSint MaartenGold Cup qualification | 4–1 | Gold Cup qualification |
| 2023-03-28 |  United States Virgin IslandsvSint MaartenCONCACAF Nations League | 1–2 | CONCACAF Nations League |
| 2023-03-25 | Sint Maartenv BonaireCONCACAF Nations League | 6–1 | CONCACAF Nations League |
| 2023-03-04 |  Saint BarthélemyvSint MaartenFriendly | 5–1 | Friendly |
| 2022-06-14 |  Turks and Caicos IslandsvSint MaartenCONCACAF Nations League | 2–0 | CONCACAF Nations League |
| 2022-06-11 | Sint MaartenvTurks and Caicos IslandsCONCACAF Nations League | 8–2 | CONCACAF Nations League |
| 2022-06-06 | BonairevSint MaartenCONCACAF Nations League | 2–2 | CONCACAF Nations League |
| 2022-06-03 | Sint MaartenvUnited States Virgin IslandsCONCACAF Nations League | 1–1 | CONCACAF Nations League |
| 2019-11-14 | Turks and Caicos IslandsvSint MaartenCONCACAF Nations League | 3–2 | CONCACAF Nations League |
| 2019-10-14 | Sint MaartenvGuadeloupeCONCACAF Nations League | 1–2 | CONCACAF Nations League |
| 2019-10-10 | Sint MaartenvTurks and Caicos IslandsCONCACAF Nations League | 2–5 | CONCACAF Nations League |
| 2019-09-07 | GuadeloupevSint MaartenCONCACAF Nations League | 5–1 | CONCACAF Nations League |
| 2019-03-23 | Sint Maartenv Saint MartinCONCACAF Nations League qualification | 4–3 | CONCACAF Nations League qualification |
| 2019-02-23 | Sint MaartenvSaint BarthélemyFriendly | 1–1 | Friendly |
| 2018-11-20 | Sint MaartenvDominicaCONCACAF Nations League qualification | 0–2 | CONCACAF Nations League qualification |
| 2018-10-12 |  BermudavSint MaartenCONCACAF Nations League qualification | 12–0 | CONCACAF Nations League qualification |
| 2018-09-10 | HaitivSint MaartenCONCACAF Nations League qualification | 13–0 | CONCACAF Nations League qualification |
| 2018-08-22 | Sint Maartenv AnguillaFriendly | 1–1 | Friendly |
| 2018-05-26 | Saint BarthélemyvSint MaartenFriendly | 5–3 | Friendly |
| 2016-03-26 | Sint MaartenvUnited States Virgin IslandsCFU Caribbean Cup qualification | 1–2 | CFU Caribbean Cup qualification |
| 2016-03-13 | Sint MaartenvAnguillaFriendly | 2–0 | Friendly |
| 2000-04-30 | DominicavSint MaartenFriendly | 3–1 | Friendly |
| 2000-04-29 |  British Virgin IslandsvSint MaartenFriendly | 0–0 p | Friendly |
| 1997-04-06 | Sint MaartenvBritish Virgin IslandsCFU Caribbean Cup qualification | 3–2 | CFU Caribbean Cup qualification |
| 1997-04-04 | DominicavSint MaartenCFU Caribbean Cup qualification | 1–0 | CFU Caribbean Cup qualification |
| 1997-04-02 | Sint MaartenvAnguillaCFU Caribbean Cup qualification | 3–0 | CFU Caribbean Cup qualification |
| 1996-03-31 | Saint Kitts and NevisvSint MaartenCFU Caribbean Cup qualification | 3–0 | CFU Caribbean Cup qualification |
| 1996-03-29 | Sint MaartenvAnguillaCFU Caribbean Cup qualification | 4–0 | CFU Caribbean Cup qualification |
| 1995-03-26 | Saint Kitts and NevisvSint MaartenCFU Caribbean Cup qualification | 0–1 | CFU Caribbean Cup qualification |
| 1995-03-19 | Sint MaartenvSaint Kitts and NevisCFU Caribbean Cup qualification | 0–2 | CFU Caribbean Cup qualification |
| 1994-03-06 | Sint MaartenvBritish Virgin IslandsCFU Caribbean Cup qualification | 3–0 | CFU Caribbean Cup qualification |
| 1994-03-04 |  Cayman IslandsvSint MaartenCFU Caribbean Cup qualification | 5–0 | CFU Caribbean Cup qualification |
| 1994-03-02 |  JamaicavSint MaartenCFU Caribbean Cup qualification | 3–2 | CFU Caribbean Cup qualification |
| 1993-05-25 | Saint Kitts and NevisvSint MaartenCFU Caribbean Cup | 2–2 | CFU Caribbean Cup |