| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 25 Jun 2017 | Martinique | 0–1 | French Guiana | A | ITL · CFU Caribbean Cup |
| 25 Jun 2017 | Jamaica | 1–2 | Curaçao | A | ITL · CFU Caribbean Cup |
| 22 Jun 2017 | Martinique | 1–2 | Curaçao | A | ITL · CFU Caribbean Cup |
| 22 Jun 2017 | Jamaica | 1–1 | French Guiana | D | ITL · CFU Caribbean Cup |
| 18 Nov 2014 | Jamaica | 0–0 | Trinidad and Tobago | D | ITL · CFU Caribbean Cup |
| 18 Nov 2014 | Cuba | 1–2 | Haiti | A | ITL · CFU Caribbean Cup |
| 16 Nov 2014 | Antigua and Barbuda | 0–2 | Martinique | A | ITL · CFU Caribbean Cup |
| 15 Nov 2014 | French Guiana | 4–1 | Curaçao | H | ITL · CFU Caribbean Cup |
| 14 Nov 2014 | Martinique | 0–3 | Haiti | A | ITL · CFU Caribbean Cup |
| 13 Nov 2014 | Trinidad and Tobago | 4–2 | French Guiana | H | ITL · CFU Caribbean Cup |
| 13 Nov 2014 | Curaçao | 2–3 | Cuba | A | ITL · CFU Caribbean Cup |
| 12 Nov 2014 | Haiti | 2–2 | Antigua and Barbuda | D | ITL · CFU Caribbean Cup |
| 11 Nov 2014 | Curaçao | 2–3 | Trinidad and Tobago | A | ITL · CFU Caribbean Cup |
| 11 Nov 2014 | Cuba | 1–1 | French Guiana | D | ITL · CFU Caribbean Cup |
| 16 Dec 2012 | Haiti | 1–0 | Martinique | H | ITL · CFU Caribbean Cup |
| 16 Dec 2012 | Cuba | 1–0 | Trinidad and Tobago | H | ITL · CFU Caribbean Cup |
| 14 Dec 2012 | Martinique | 1–1 | Trinidad and Tobago | D | ITL · CFU Caribbean Cup |
| 14 Dec 2012 | Haiti | 0–1 | Cuba | A | ITL · CFU Caribbean Cup |
| 12 Dec 2012 | Jamaica | 0–1 | Cuba | A | ITL · CFU Caribbean Cup |
| 12 Dec 2012 | French Guiana | 1–3 | Martinique | A | ITL · CFU Caribbean Cup |
| 11 Dec 2012 | Trinidad and Tobago | 2–1 | Dominican Republic | H | ITL · CFU Caribbean Cup |
| 11 Dec 2012 | Antigua and Barbuda | 0–1 | Haiti | A | ITL · CFU Caribbean Cup |
| 10 Dec 2012 | Jamaica | 0–0 | Martinique | D | ITL · CFU Caribbean Cup |
| 10 Dec 2012 | Cuba | 2–1 | French Guiana | H | ITL · CFU Caribbean Cup |
| 09 Dec 2012 | Dominican Republic | 1–2 | Haiti | A | ITL · CFU Caribbean Cup |
| 09 Dec 2012 | Antigua and Barbuda | 2–0 | Trinidad and Tobago | H | ITL · CFU Caribbean Cup |
| 08 Dec 2012 | Martinique | 1–0 | Cuba | H | ITL · CFU Caribbean Cup |
| 08 Dec 2012 | Jamaica | 1–2 | French Guiana | A | ITL · CFU Caribbean Cup |
| 07 Dec 2012 | Haiti | 0–0 | Trinidad and Tobago | D | ITL · CFU Caribbean Cup |
| 07 Dec 2012 | Antigua and Barbuda | 1–2 | Dominican Republic | A | ITL · CFU Caribbean Cup |
| 05 Dec 2010 | Guadeloupe | 1–1 | Jamaica | D | ITL · CFU Caribbean Cup |
| 05 Dec 2010 | Grenada | 0–1 | Cuba | A | ITL · CFU Caribbean Cup |
| 03 Dec 2010 | Jamaica | 2–1 | Grenada | H | ITL · CFU Caribbean Cup |
| 03 Dec 2010 | Cuba | 1–2 | Guadeloupe | A | ITL · CFU Caribbean Cup |
| 01 Dec 2010 | Guyana | 0–4 | Jamaica | A | ITL · CFU Caribbean Cup |
| 01 Dec 2010 | Guadeloupe | 1–0 | Antigua and Barbuda | H | ITL · CFU Caribbean Cup |
| 30 Nov 2010 | Martinique | 0–1 | Trinidad and Tobago | A | ITL · CFU Caribbean Cup |
| 30 Nov 2010 | Cuba | 0–0 | Grenada | D | ITL · CFU Caribbean Cup |
| 29 Nov 2010 | Guadeloupe | 0–2 | Jamaica | A | ITL · CFU Caribbean Cup |
| 29 Nov 2010 | Antigua and Barbuda | 1–0 | Guyana | H | ITL · CFU Caribbean Cup |
| 28 Nov 2010 | Martinique | 0–1 | Cuba | A | ITL · CFU Caribbean Cup |
| 28 Nov 2010 | Grenada | 1–0 | Trinidad and Tobago | H | ITL · CFU Caribbean Cup |
| 27 Nov 2010 | Jamaica | 3–1 | Antigua and Barbuda | H | ITL · CFU Caribbean Cup |
| 27 Nov 2010 | Guyana | 1–1 | Guadeloupe | D | ITL · CFU Caribbean Cup |
| 26 Nov 2010 | Trinidad and Tobago | 0–2 | Cuba | A | ITL · CFU Caribbean Cup |
| 26 Nov 2010 | Martinique | 1–1 | Grenada | D | ITL · CFU Caribbean Cup |
| 14 Dec 2008 | Jamaica | 2–0 | Grenada | H | ITL · CFU Caribbean Cup |
| 14 Dec 2008 | Cuba | 0–0 | Guadeloupe | D | ITL · CFU Caribbean Cup |
| 11 Dec 2008 | Jamaica | 2–0 | Guadeloupe | H | ITL · CFU Caribbean Cup |
| 11 Dec 2008 | Cuba | 2–2 | Grenada | D | ITL · CFU Caribbean Cup |
| 08 Dec 2008 | Cuba | 0–1 | Haiti | A | ITL · CFU Caribbean Cup |
| 08 Dec 2008 | Antigua and Barbuda | 2–2 | Guadeloupe | D | ITL · CFU Caribbean Cup |
| 07 Dec 2008 | Jamaica | 1–1 | Trinidad and Tobago | D | ITL · CFU Caribbean Cup |
| 07 Dec 2008 | Grenada | 4–2 | Barbados | H | ITL · CFU Caribbean Cup |
| 06 Dec 2008 | Haiti | 2–3 | Guadeloupe | A | ITL · CFU Caribbean Cup |
| 06 Dec 2008 | Cuba | 3–0 | Antigua and Barbuda | H | ITL · CFU Caribbean Cup |
| 05 Dec 2008 | Jamaica | 4–0 | Grenada | H | ITL · CFU Caribbean Cup |
| 05 Dec 2008 | Barbados | 1–2 | Trinidad and Tobago | A | ITL · CFU Caribbean Cup |
| 04 Dec 2008 | Haiti | 1–1 | Antigua and Barbuda | D | ITL · CFU Caribbean Cup |
| 04 Dec 2008 | Guadeloupe | 1–2 | Cuba | A | ITL · CFU Caribbean Cup |
| 03 Dec 2008 | Trinidad and Tobago | 1–2 | Grenada | A | ITL · CFU Caribbean Cup |
| 03 Dec 2008 | Jamaica | 2–1 | Barbados | H | ITL · CFU Caribbean Cup |
| 23 Jan 2007 | Trinidad and Tobago | 1–2 | Haiti | A | ITL · CFU Caribbean Cup |
| 23 Jan 2007 | Cuba | 2–1 | Guadeloupe | H | ITL · CFU Caribbean Cup |
| 20 Jan 2007 | Trinidad and Tobago | 3–1 | Cuba | H | ITL · CFU Caribbean Cup |
| 20 Jan 2007 | Guadeloupe | 1–3 | Haiti | A | ITL · CFU Caribbean Cup |
| 18 Jan 2007 | Saint Vincent and the Grenadines | 0–1 | Guadeloupe | A | ITL · CFU Caribbean Cup |
| 18 Jan 2007 | Cuba | 0–0 | Guyana | D | ITL · CFU Caribbean Cup |
| 17 Jan 2007 | Trinidad and Tobago | 3–1 | Haiti | H | ITL · CFU Caribbean Cup |
| 17 Jan 2007 | Barbados | 2–3 | Martinique | A | ITL · CFU Caribbean Cup |
| 16 Jan 2007 | Guadeloupe | 3–4 | Guyana | A | ITL · CFU Caribbean Cup |
| 15 Jan 2007 | Trinidad and Tobago | 5–1 | Martinique | H | ITL · CFU Caribbean Cup |
| 15 Jan 2007 | Haiti | 2–0 | Barbados | H | ITL · CFU Caribbean Cup |
| 14 Jan 2007 | Cuba | 1–2 | Guadeloupe | A | ITL · CFU Caribbean Cup |
| 12 Jan 2007 | Trinidad and Tobago | 1–1 | Barbados | D | ITL · CFU Caribbean Cup |
| 12 Jan 2007 | Haiti | 1–0 | Martinique | H | ITL · CFU Caribbean Cup |
| 24 Feb 2005 | Cuba | 0–1 | Jamaica | A | ITL · CFU Caribbean Cup |
| 24 Feb 2005 | Barbados | 2–3 | Trinidad and Tobago | A | ITL · CFU Caribbean Cup |
| 22 Feb 2005 | Trinidad and Tobago | 1–2 | Cuba | A | ITL · CFU Caribbean Cup |
| 22 Feb 2005 | Barbados | 0–1 | Jamaica | A | ITL · CFU Caribbean Cup |
| 20 Feb 2005 | Jamaica | 2–1 | Trinidad and Tobago | H | ITL · CFU Caribbean Cup |
| 20 Feb 2005 | Barbados | 0–3 | Cuba | A | ITL · CFU Caribbean Cup |
| 25 May 2001 | Trinidad and Tobago | 3–0 | Haiti | H | ITL · CFU Caribbean Cup |
| 24 May 2001 | Martinique | 1–0 | Cuba | H | ITL · CFU Caribbean Cup |
| 22 May 2001 | Trinidad and Tobago | 2–0 | Cuba | H | ITL · CFU Caribbean Cup |
| 22 May 2001 | Haiti | 5–0 | Martinique | H | ITL · CFU Caribbean Cup |
| 20 May 2001 | Suriname | 0–4 | Saint Kitts and Nevis | A | ITL · CFU Caribbean Cup |
| 20 May 2001 | Haiti | 0–0 | Cuba | D | ITL · CFU Caribbean Cup |
| 19 May 2001 | Trinidad and Tobago | 1–2 | Martinique | A | ITL · CFU Caribbean Cup |
| 19 May 2001 | Barbados | 1–2 | Jamaica | A | ITL · CFU Caribbean Cup |
| 18 May 2001 | Saint Kitts and Nevis | 1–1 | Cuba | D | ITL · CFU Caribbean Cup |
| 18 May 2001 | Haiti | 1–1 | Suriname | D | ITL · CFU Caribbean Cup |
| 17 May 2001 | Trinidad and Tobago | 2–1 | Jamaica | H | ITL · CFU Caribbean Cup |
| 17 May 2001 | Martinique | 3–1 | Barbados | H | ITL · CFU Caribbean Cup |
| 16 May 2001 | Haiti | 7–2 | Saint Kitts and Nevis | H | ITL · CFU Caribbean Cup |
| 16 May 2001 | Cuba | 4–3 | Suriname | H | ITL · CFU Caribbean Cup |
| 15 May 2001 | Trinidad and Tobago | 5–0 | Barbados | H | ITL · CFU Caribbean Cup |
| 15 May 2001 | Martinique | 0–1 | Jamaica | A | ITL · CFU Caribbean Cup |
| 13 Jun 1999 | Trinidad and Tobago | 2–1 | Cuba | H | ITL · CFU Caribbean Cup |
| 11 Jun 1999 | Trinidad and Tobago | 6–1 | Haiti | H | ITL · CFU Caribbean Cup |