Head-to-head
Aggregate
Played8
Draws00.0%
Goals Saint Martin26
Goals Anguilla6
Saint Martin winsdrawsAnguilla wins
All meetings
| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 16 Oct 2023 | Saint Martin | 8–0 | Anguilla | H |
|
| 07 Sep 2023 | Anguilla | 0–6 | Saint Martin | A |
|
| 25 Aug 2018 | Anguilla | 1–2 | Saint Martin | A | ITL · Friendly |
| 06 Oct 2010 | Anguilla | 2–1 | Saint Martin | H | ITL · CFU Caribbean Cup qualification |
| 08 Aug 2010 | Anguilla | 1–3 | Saint Martin | A | ITL · Friendly |
| 23 Jun 2002 | Saint Martin | 1–0 | Anguilla | H | ITL · Friendly |
| 06 Jun 2002 | Saint Martin | 2–1 | Anguilla | H | ITL · Friendly |
| 10 Feb 2001 | Saint Martin | 3–1 | Anguilla | H | ITL · CFU Caribbean Cup qualification |