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Since 2010
Anguilla and Cayman Islands have met 2 times since 2010: Anguilla won 0, Cayman Islands 2, and 0 matches were drawn. Cayman Islands lead the head-to-head by 2 wins. Goals: Anguilla 1, Cayman Islands 8. Last meeting: Anguilla 0–4 Cayman Islands (CONCACAF Series, Nov 15, 2025).
2 meetings since 2010. Hover or tap a match for the details.
| Competition | P | AIA W | D | CAY W |
|---|---|---|---|---|
| CFU Caribbean Cup qualification | 1 | 0 | 0 | 1 |
| CONCACAF Series | 1 | 0 | 0 | 1 |
2 matches, newest first, with goalscorers where recorded.
Sources: martj42/international_results (international matches since 1872, MIT-licensed open dataset) and ESPN for the latest results and fixtures. Predecessor teams follow FIFA attribution (Yugoslavia → Serbia, Czechoslovakia → Czechia).