Head-to-head
Aggregate
All meetings
| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 10 Jun 2025 | Cuba | 1–2 | Bermuda | A |
|
| 27 Feb 2019 | Cuba | 5–0 | Bermuda | H | ITL · Friendly |
| 22 Mar 2016 | Cuba | 2–1 | Bermuda | H | ITL · CFU Caribbean Cup qualification |
| 09 May 1999 | Bermuda | 1–2 | Cuba | A | ITL · CFU Caribbean Cup qualification |
| 08 May 1998 | Cuba | 2–1 | Bermuda | H | ITL · CFU Caribbean Cup qualification |