Head to head · Men's national teams
Anguilla v Cayman Islands
Anguilla and Cayman Islands have met 2 times since 2010: Cayman Islands lead 2–0.
0Anguilla wins
0draws
2Cayman Islands wins
Goals: Anguilla 1, Cayman Islands 8 · 2 meetings
- The first meeting on record was on Monday, 4 October 2010: Cayman Islands 4–1 Anguilla in Bayamón.
- The most recent was on Saturday, 15 November 2025: Cayman Islands 4–0 Anguilla (CONCACAF Series).
- Cayman Islands's biggest win: Cayman Islands 4–0 Anguilla, 2025.
- 2 of the 2 meetings were competitive matches and 0 were friendlies.
Compare their ratings over time
Every meeting
| 2025 | ||
| 15 Nov | Cayman Islands 4–0 Anguilla CONCACAF Series · George Town, Cayman Islands |
Cayman Islands |
| 2010 | ||
| 4 Oct | Cayman Islands 4–1 Anguilla CFU Caribbean Cup qualification · Bayamón, Puerto Rico (neutral) |
Cayman Islands |
Anguilla · Cayman Islands · More head-to-heads
Results from the open archives maintained by Mart Jürisoo (CC0), with recent results and fixtures from API-Football and some venues from Wikipedia (CC BY-SA 4.0). Penalty shoot-outs count as wins. Every source is listed on Sources & thanks.