April 30, 2000 WU 2000 Dominica 3 - 1 Sint Maarten Virgin Islands 2
April 29, 2000 WU 2000 British Virgin Islands 0 - 0 Sint Maarten British Virgin Islands (4-3p) 2
Dec. 5, 1998 LIC 1998 Antigua and Barbuda 2 - 0 Sint Maarten Sint Maarten 2
Nov. 15, 1997 LIC 1997 Antigua and Barbuda 5 - 1 Sint Maarten Saint Kitts and Nevis 2
April 6, 1997 CCQ 1997 British Virgin Islands 2 - 3 Sint Maarten Dominica 2
April 4, 1997 CCQ 1997 Dominica 1 - 0 Sint Maarten Dominica 2
April 2, 1997 CCQ 1997 Anguilla 0 - 3 Sint Maarten Dominica 2
March 31, 1996 CCQ 1996 Saint Kitts and Nevis 3 - 0 Sint Maarten Saint Kitts and Nevis 2
March 29, 1996 CCQ 1996 Anguilla 0 - 4 Sint Maarten Saint Kitts and Nevis 2
March 26, 1995 CCQ 1995 Saint Kitts and Nevis 0 - 1 Sint Maarten Saint Kitts and Nevis 2
March 19, 1995 CCQ 1995 Saint Kitts and Nevis 2 - 0 Sint Maarten Sint Maarten 2
March 6, 1994 CCQ 1994 British Virgin Islands 2 - 3 Sint Maarten Cayman Islands 2
March 4, 1994 CCQ 1994 Cayman Islands 5 - 0 Sint Maarten Cayman Islands 2
March 2, 1994 CCQ 1994 Jamaica 3 - 2 Sint Maarten Cayman Islands 2
May 25, 1993 CC 1993 A Saint Kitts and Nevis 2 - 2 Sint Maarten Jamaica 2
May 23, 1993 CC 1993 A Jamaica 2 - 0 Sint Maarten Jamaica 2
May 21, 1993 CC 1993 A Puerto Rico 3 - 0 Sint Maarten Jamaica 2
April 6, 1993 CCQ 1993 Anguilla 0 - 1 Sint Maarten Anguilla 2
April 2, 1993 CCQ 1993 Antigua and Barbuda 0 - 1 Sint Maarten Anguilla 2
April 5, 1992 CCQ 1992 Martinique 1 - 1 Sint Maarten Sint Maarten 2
April 3, 1992 CCQ 1992 Cayman Islands 2 - 4 Sint Maarten Sint Maarten 2