Head-to-head
Competition type
Aggregate 2 matches
CAY
Cayman Islands
2
wins
0 draws
AIA
Anguilla
0
wins
Goals 8 – 1
All meetings
Date Home Score Away R Tournament
☆ 15 Nov 2025 Cayman Islands 4–0 Anguilla H ITL · CONCACAF Series
☆ 04 Oct 2010 Cayman Islands 4–1 Anguilla H ITL · CFU Caribbean Cup qualification