Head-to-head
Aggregate
All meetings
| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 09 May 1992 | Cuba | 5–0 | Anguilla | H | ITL · CFU Caribbean Cup qualification |
| 02 May 1992 | Anguilla | 0–3 | Cuba | A | ITL · CFU Caribbean Cup qualification |