Head-to-head
Aggregate
Played8
Draws00.0%
Goals British Virgin Islands22
Goals Anguilla8
British Virgin Islands winsdrawsAnguilla wins
All meetings
| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 29 Mar 2026 | British Virgin Islands | 4–0 | Anguilla | H | ITL · CONCACAF Series |
| 07 Jul 2012 | British Virgin Islands | 1–0 | Anguilla | H | ITL · Friendly |
| 18 Sep 2010 | Anguilla | 1–2 | British Virgin Islands | A | ITL · Friendly |
| 06 Jul 2002 | British Virgin Islands | 2–1 | Anguilla | H | ITL · Friendly |
| 27 Feb 2000 | British Virgin Islands | 5–0 | Anguilla | H | ITL · Friendly |
| 25 Feb 2000 | British Virgin Islands | 3–4 | Anguilla | A | ITL · Friendly |
| 04 Apr 1997 | British Virgin Islands | 4–2 | Anguilla | H | ITL · CFU Caribbean Cup qualification |
| 05 Nov 1985 | Anguilla | 0–1 | British Virgin Islands | A | ITL · Friendly |