Schedule
August, 2026
| Date | Match | Competition | ||||
| Sat, Aug 1 | Sint Maarten |  | v |  | US Virgin Islands | Latin America and the Caribbean |
September, 2026
| Date | Match | Competition | ||||
| Tue, Sep 8 | Sint Maarten | | v |  | Aruba | Latin America and the Caribbean |
| Wed, Sep 30 | Dominica |  | v | | Sint Maarten | Latin America and the Caribbean |
October, 2026
| Date | Match | Competition | ||||
| Fri, Oct 9 | Sint Maarten | | v |  | Bonaire | Latin America and the Caribbean |
| Sun, Oct 25 | Montserrat |  | v | | Sint Maarten | Latin America and the Caribbean |
November, 2026
| Date | Match | Competition | ||||
| Sat, Nov 7 | Martinique |  | v | | Sint Maarten | Latin America and the Caribbean |
December, 2026
| Date | Match | Competition | ||||
| Sun, Dec 20 | Bonaire | | v | | Sint Maarten | Latin America and the Caribbean |
February, 2027
| Date | Match | Competition | ||||
| Mon, Feb 15 | Curacao |  | v | | Sint Maarten | Latin America and the Caribbean |
July, 2027
| Date | Match | Competition | ||||
| Wed, Jul 7 | Sint Maarten | | v | | Martinique | Latin America and the Caribbean |
| Sat, Jul 24 | Sint Maarten | | v |  | Antigua and Barbuda | Latin America and the Caribbean |
September, 2027
| Date | Match | Competition | ||||
| Fri, Sep 17 | Turks and Caicos Islands |  | v | | Sint Maarten | Latin America and the Caribbean |
February, 2028
| Date | Match | Competition | ||||
| Mon, Feb 28 | Aruba | | v | | Sint Maarten | Latin America and the Caribbean |
April, 2028
| Date | Match | Competition | ||||
| Fri, Apr 7 | Sint Maarten | | v |  | British Virgin Islands | Latin America and the Caribbean |
| Wed, Apr 19 | Sint Maarten | | v |  | Saint Vincent and the Grenadines | Latin America and the Caribbean |
May, 2028
| Date | Match | Competition | ||||
| Thu, May 4 | Saint Vincent and the Grenadines | | v | | Sint Maarten | Latin America and the Caribbean |
| Sat, May 6 | Sint Maarten | | v |  | Saint Martin | Latin America and the Caribbean |
July, 2028
| Date | Match | Competition | ||||
| Fri, Jul 28 | Sint Maarten | | v | | Turks and Caicos Islands | Latin America and the Caribbean |
August, 2028
| Date | Match | Competition | ||||
| Wed, Aug 16 | US Virgin Islands | | v | | Sint Maarten | Latin America and the Caribbean |
September, 2028
| Date | Match | Competition | ||||
| Sat, Sep 2 | Sint Maarten | | v | | Montserrat | Latin America and the Caribbean |
| Mon, Sep 11 | Sint Maarten | | v | | Curacao | Latin America and the Caribbean |
| Sun, Sep 17 | Saint Kitts and Nevis |  | v | | Sint Maarten | Latin America and the Caribbean |
October, 2028
| Date | Match | Competition | ||||
| Sat, Oct 21 | Sint Maarten | | v |  | Guadeloupe | Latin America and the Caribbean |
February, 2029
| Date | Match | Competition | ||||
| Fri, Feb 2 | Guadeloupe | | v | | Sint Maarten | Latin America and the Caribbean |
March, 2029
| Date | Match | Competition | ||||
| Fri, Mar 9 | Sint Maarten | | v |  | Cayman Islands | Latin America and the Caribbean |
April, 2029
| Date | Match | Competition | ||||
| Tue, Apr 24 | Sint Maarten | | v |  | Saint Lucia | Latin America and the Caribbean |
August, 2029
| Date | Match | Competition | ||||
| Thu, Aug 2 | Anguilla |  | v | | Sint Maarten | Latin America and the Caribbean |
September, 2029
| Date | Match | Competition | ||||
| Fri, Sep 21 | Saint Martin | | v | | Sint Maarten | Latin America and the Caribbean |
October, 2029
| Date | Match | Competition | ||||
| Sun, Oct 21 | British Virgin Islands | | v | | Sint Maarten | Latin America and the Caribbean |
November, 2029
| Date | Match | Competition | ||||
| Wed, Nov 21 | Cayman Islands | | v | | Sint Maarten | Latin America and the Caribbean |
January, 2030
| Date | Match | Competition | ||||
| Wed, Jan 2 | Antigua and Barbuda | | v | | Sint Maarten | Latin America and the Caribbean |
April, 2030
| Date | Match | Competition | ||||
| Sun, Apr 21 | Sint Maarten | | v | | Dominica | Latin America and the Caribbean |
| Fri, Apr 26 | Sint Maarten | | v | | Saint Kitts and Nevis | Latin America and the Caribbean |
May, 2030
| Date | Match | Competition | ||||
| Sat, May 4 | Sint Maarten | | v | | Anguilla | Latin America and the Caribbean |
| Sun, May 12 | Saint Lucia | | v | | Sint Maarten | Latin America and the Caribbean |