Schedule
December, 2025
| Date | Match | Competition | ||||
| Tue, Dec 30 | Anguilla |  | v |  | Turks and Caicos Islands | Latin America and the Caribbean |
January, 2026
| Date | Match | Competition | ||||
| Mon, Jan 19 | British Virgin Islands |  | v | | Anguilla | Latin America and the Caribbean |
| Tue, Jan 27 | Anguilla | | v | | British Virgin Islands | Latin America and the Caribbean |
February, 2026
| Date | Match | Competition | ||||
| Fri, Feb 27 | Saint Lucia |  | v | | Anguilla | Latin America and the Caribbean |
April, 2026
| Date | Match | Competition | ||||
| Fri, Apr 3 | Anguilla | | v |  | Curacao | Latin America and the Caribbean |
| Fri, Apr 17 | Martinique |  | v | | Anguilla | Latin America and the Caribbean |
| Wed, Apr 29 | Guadeloupe |  | v | | Anguilla | Latin America and the Caribbean |
May, 2026
| Date | Match | Competition | ||||
| Sun, May 3 | Anguilla | | v | | Martinique | Latin America and the Caribbean |
| Mon, May 4 | Sint Maarten |  | v | | Anguilla | Latin America and the Caribbean |
SMT
VIR
MSR
DMA
ATG
CAY
SKN
VIN
BOI
ARU