July 10, 2011 WCq 2014 1 Anguilla 0 - 4 Dominican Republic Estadio Panamericano, San Cristobal, Dominican Republic Marcos Brea 1500 0
July 8, 2011 WCq 2014 1 Anguilla 0 - 2 Dominican Republic Estadio Panamericano, San Cristobal, Dominican Republic Neal Brizan 1000 0
March 26, 2008 WCq 2010 3 Anguilla 0 - 4 El Salvador RFK Stadium Valman Bedeau 22670 1
Feb. 6, 2008 WCq 2010 3 Anguilla 0 - 12 El Salvador Estadio Cuscatlán Javier Jauregui 15000 1
Sept. 24, 2006 CCQ 2006 Anguilla 1 - 7 Barbados Antigua and Barbuda 450 1
Sept. 22, 2006 CCQ 2006 Anguilla 1 - 6 Saint Kitts and Nevis Antigua and Barbuda 500 2
Sept. 20, 2006 CCQ 2006 Anguilla 3 - 5 Antigua and Barbuda Antigua and Barbuda 300 2
March 21, 2004 WCq 2006 1 Anguilla 0 - 6 Dominican Republic Estadio Olímpico Félix Sánchez Greivin Porras 850 3
March 19, 2004 WCq 2006 1 Anguilla 0 - 0 Dominican Republic Dominican Republic 400 3
July 6, 2002 IF 2002 Anguilla 1 - 2 British Virgin Islands British Virgin Islands 2
June 23, 2002 IF 2002 Anguilla 0 - 1 Saint Martin Saint Martin 0
June 23, 2002 IF 2002 Anguilla 0 - 1 French Saint Martin Saint Martin 2
June 6, 2002 IF 2002 Anguilla 1 - 2 Saint Martin Saint Martin 0
June 6, 2002 IF 2002 Anguilla 1 - 2 French Saint Martin Saint Martin 2
Feb. 10, 2001 CCQ 2001 Anguilla 1 - 3 Saint Martin Saint Martin 0
Feb. 10, 2001 CCQ 2001 Anguilla 1 - 3 French Saint Martin Saint Martin 2
Feb. 8, 2001 CCQ 2001 Anguilla 4 - 1 Montserrat Saint Martin 2
March 19, 2000 WCq 2002 3 Anguilla 1 - 2 Bahamas Thomas Robinson Stadium Valman Badeau 330 2
March 5, 2000 WCq 2002 3 Anguilla 1 - 3 Bahamas Webster Park Stuart Crockwell 3000 2
Feb. 27, 2000 IF 2002 Anguilla 0 - 5 British Virgin Islands British Virgin Islands 2
Feb. 25, 2000 IF 2002 Anguilla 4 - 3 British Virgin Islands British Virgin Islands 2
April 19, 1998 CCQ 1998 Anguilla 0 - 1 Guyana Antigua and Barbuda 2
April 17, 1998 CCQ 1998 Anguilla 0 - 7 Antigua and Barbuda Antigua and Barbuda 2
April 15, 1998 CCQ 1998 Anguilla 1 - 1 Grenada Antigua and Barbuda 2
April 6, 1997 CCQ 1997 Anguilla 0 - 5 Dominica Dominica 2
April 4, 1997 CCQ 1997 Anguilla 1 - 4 British Virgin Islands Dominica 1
April 3, 1997 CCQ 1997 Anguilla 1 - 4 British Virgin Islands Dominica 1
April 2, 1997 CCQ 1997 Anguilla 0 - 3 Sint Maarten Dominica 2
March 27, 1997 CCQ 1996 Anguilla 0 - 8 Saint Kitts and Nevis Saint Kitts and Nevis 1
March 29, 1996 CCQ 1996 Anguilla 0 - 4 Sint Maarten Saint Kitts and Nevis 2
March 27, 1996 CCQ 1996 Anguilla 0 - 8 Saint Kitts and Nevis Saint Kitts and Nevis 1
April 2, 1995 CCQ 1995 Anguilla 0 - 1 Montserrat Anguilla 2
March 26, 1995 CCQ 1995 Anguilla 2 - 3 Montserrat Montserrat 2
March 6, 1994 CCQ 1994 Anguilla 0 - 2 Saint Vincent and the Grenadines Saint Vincent and the Grenadines 2
March 4, 1994 CCQ 1994 Anguilla 0 - 9 Guadeloupe Saint Vincent and the Grenadines 1
April 6, 1993 CCQ 1993 Anguilla 0 - 1 Sint Maarten Anguilla 2
April 4, 1993 CCQ 1993 Anguilla 0 - 4 Antigua and Barbuda Anguilla 2
May 14, 1992 CCQ 1991 Anguilla 1 - 1 Montserrat Saint Lucia 1
May 9, 1992 CCQ 1992 Anguilla 0 - 5 Cuba Cuba 2
May 2, 1992 CCQ 1992 Anguilla 0 - 3 Cuba Anguilla 2
May 16, 1991 CCQ 1991 Anguilla 0 - 6 Saint Lucia Saint Lucia 2
May 14, 1991 CCQ 1991 Anguilla 1 - 1 Montserrat Saint Lucia 1