- 30 March 2026, Cayman Islands vs Bahamas, 1-0, Win
- 27 March 2026, Cayman Islands vs British Virgin Islands, 1-1, Draw
- 16 November 2025, Cayman Islands vs Anguilla, 4-0, Win
- 13 November 2025, Cayman Islands vs British Virgin Islands, 1-2, Lose
- 26 March 2024, Moldova vs Cayman Islands, 4-0, Lose
- 29 March 2026, British Virgin Islands vs Anguilla, 4-0, Lose
- 26 March 2026, Bahamas vs Anguilla, 1-3, Win
- 16 November 2025, Cayman Islands vs Anguilla, 4-0, Lose
- 12 November 2025, Bahamas vs Anguilla, 1-2, Win
- 31 May 2025, Grenada vs Anguilla, 2-0, Lose
In an international friendly, the Cayman Islands delivered a commanding performance, defeating Anguilla with a decisive 4-0 scoreline. This victory was built on a foundation of attacking dominance, evidenced by the Cayman Islands' ability to convert opportunities, particularly in the second half when all four goals were scored. The first goal opened the floodgates, reflecting superior tactical adjustments at halftime, allowing them to exploit the vulnerabilities in Anguilla's defense effectively.
Statistically, the difference in corner kicks was significant, with the Cayman Islands earning 10 corners compared to Anguilla's mere 2. This disparity highlighted the sustained pressure and territorial advantage held by the home team. The multitude of corners not only kept Anguilla's defense in constant distress but also eventually led to goal-scoring opportunities, capitalizing on set-pieces and second-chance efforts. Meanwhile, Anguilla's inability to generate more corner opportunities demonstrated their struggle to maintain possession and mount effective attacking forays.
Disciplinary records also played a role in shaping the game's outcome, with Cayman Islands having only one yellow card compared to Anguilla’s two. The Islanders maintained composure, ensuring they did not compromise their defensive solidity or risk player dismissals. On contrast, Anguilla's additional yellow card pointed to frustration and disruption in their gameplay, hampering their ability to build momentum or string together cohesive attacks, thus curbing any potential for a comeback. Through calculated discipline and constant offensive pressure, the Cayman Islands secured a well-deserved and clean victory.
Form Guide
| Win | 1-0 | Cayman Islands vs Bahamas | |
| Draw | 1-1 | Cayman Islands vs British Virgin Islands | |
| Win | 4-0 | Cayman Islands vs Anguilla | |
| Lose | 1-2 | Cayman Islands vs British Virgin Islands | |
| Lose | 4-0 | Moldova vs Cayman Islands |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 7:7
- GOALS / MATCH
- 1.4
- Cayman Islands has two wins in its last five matches with a goal difference of 7:7, scoring 1.4 goals average
| Lose | 4-0 | British Virgin Islands vs Anguilla | |
| Win | 1-3 | Bahamas vs Anguilla | |
| Lose | 4-0 | Cayman Islands vs Anguilla | |
| Win | 1-2 | Bahamas vs Anguilla | |
| Lose | 2-0 | Grenada vs Anguilla |
- PLAYED
- 5
- WINS
- 2
- GOALS
- 5:12
- GOALS / MATCH
- 1
- Anguilla has two wins in its last five matches with a goal difference of 5:12, scoring 1 goals average
Cayman Islands H2H Anguilla
| Home game | Cayman Islands | 4 | 0 | Anguilla | Away game | International Friendlies |
- PLAYED
- 1
- WINS
- 1
- GOALS
- 4:0
- GOALS / MATCH
- 4.00
- In the last one matches that these two sides meet, Cayman Islands overtook Anguilla once
- Cayman Islands won once
- Teams played one times head-to-head in the current season with the goals score 4:0; average goals per match – 4.00
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