Nov. 14, 2011 WCq 2014 A Cayman Islands 1 - 1 Dominican Republic Truman Bodden Sports Complex James Matthew 1750 0
Nov. 11, 2011 WCq 2014 A Cayman Islands 0 - 4 Dominican Republic Estadio Panamericano (DR) José Guerrero 1000 0
Oct. 11, 2011 WCq 2014 A Cayman Islands 0 - 4 El Salvador Estadio Cuscatlán Hugo Cruz 17570 0
Oct. 7, 2011 WCq 2014 A Cayman Islands 0 - 1 Suriname Truman Bodden Sports Complex Edvin Jurisevic 2100 0
Sept. 6, 2011 WCq 2014 A Cayman Islands 1 - 4 El Salvador Truman Bodden Sports Complex Elmer Rodas 2200 0
Sept. 2, 2011 WCq 2014 A Cayman Islands 0 - 1 Suriname André Kamperveen Stadion Adrian Skeete 1000 0
March 30, 2008 WCq 2010 1 Bermuda 3 - 1 Cayman Islands Truman Bodden Sports Complex Jair Marrufo 3200 0
Feb. 3, 2008 WCq 2010 1 Bermuda 1 - 1 Cayman Islands Bermuda National Stadium Mauricio Navarro 2000 0
Sept. 6, 2006 CCQ 2006 Cayman Islands 0 - 7 Cuba Cuba 120 1
Sept. 4, 2006 CCQ 2006 Cayman Islands 0 - 2 Turks and Caicos Islands Cuba 100 2
Sept. 2, 2006 CCQ 2006 Bahamas 3 - 1 Cayman Islands Cuba 2
Nov. 28, 2004 CCQ 2004 Cayman Islands 0 - 4 Saint Vincent and the Grenadines Saint Vincent and the Grenadines 850 2
Nov. 26, 2004 GCQ 2004 British Virgin Islands 0 - 1 Cayman Islands Saint Vincent and the Grenadines 2
Nov. 24, 2004 GCQ 2004 Bermuda 2 - 1 Cayman Islands Saint Vincent and the Grenadines 200 2
March 27, 2004 WCq 2006 1 Cayman Islands 0 - 3 Cuba Estadio Pedro Marrero Marco Rodríguez 3500 3
Feb. 22, 2004 WCq 2006 1 Cayman Islands 1 - 2 Cuba Truman Bodden Sports Complex Rodolfo Sibrian 1789 3
Dec. 1, 2002 GCQ 2002 Cayman Islands 0 - 3 Martinique Cayman Islands 2
Nov. 29, 2002 GCQ 2002 Cayman Islands 1 - 0 Dominican Republic Cayman Islands 2
Nov. 27, 2002 GCQ 2002 Cayman Islands 0 - 5 Cuba Cayman Islands 2
Nov. 17, 2002 IF 2002 Cayman Islands 0 - 1 Nicaragua Cayman Islands 2
April 8, 2001 CCQ 2001 Cayman Islands 1 - 1 Martinique Martinique 2
April 6, 2001 CCQ 2001 Cayman Islands 1 - 1 Saint Vincent and the Grenadines Martinique 2
April 4, 2001 CCQ 2001 British Virgin Islands 2 - 2 Cayman Islands Martinique 2
Feb. 25, 2001 IF 2001 Cayman Islands 0 - 3 Trinidad and Tobago Truman Bodden Sports Complex Godfrey Bowen 1500 3
Sept. 27, 2000 WU 2000 Cayman Islands 3 - 0 Turks and Caicos Islands Cayman Islands 2
Aug. 27, 2000 IF 2000 Cayman Islands 0 - 6 Jamaica Cayman Islands 2
March 19, 2000 WCq 2002 1 Cayman Islands 0 - 0 Cuba Truman Bolden Stadium Ibrahim Brohim 5000 2
March 5, 2000 WCq 2002 1 Cayman Islands 0 - 4 Cuba Estadio Pedro Marrero Hughil Thompson 11000 2
Feb. 9, 2000 IF 2000 Cayman Islands 0 - 1 Jamaica Cayman Islands 2
Feb. 6, 2000 IF 2000 Cayman Islands 0 - 0 Jamaica Cayman Islands 2
Oct. 24, 1999 PF 1999 Cayman Islands 1 - 4 Jamaica Cayman Islands 2
Sept. 22, 1999 IF 1999 Bahamas 0 - 4 Cayman Islands Cayman Islands 2
Sept. 11, 1999 IF 1999 Bermuda 1 - 0 Cayman Islands Bermuda 2
Sept. 9, 1999 IF 1999 Bermuda 3 - 1 Cayman Islands Bermuda 2
May 9, 1999 CCQ 1999 Bahamas 1 - 4 Cayman Islands Bermuda 2
May 7, 1999 CCQ 1999 Bermuda 4 - 1 Cayman Islands Bermuda 2
May 5, 1999 CCQ 1999 Cayman Islands 1 - 4 Cuba Bermuda 2
July 26, 1998 CC 1998 B Cayman Islands 2 - 0 Curacao Jamaica 1
July 24, 1998 CC 1998 B Cayman Islands 0 - 1 Haiti Jamaica 2
July 22, 1998 CC 1998 B Cayman Islands 0 - 4 Jamaica Jamaica 2
May 10, 1998 CCQ 1998 Bermuda 0 - 2 Cayman Islands Cayman Islands 2
May 6, 1998 CCQ 1998 Cayman Islands 2 - 2 Cuba Cayman Islands 2
May 14, 1996 WCq 1998 D Cayman Islands 0 - 5 Cuba Georgetown, Cayman Islands 1200 3
May 12, 1996 WCq 1998 D Cayman Islands 0 - 1 Cuba Georgetown, Cayman Islands 2000 3
April 26, 1996 CCQ 1996 Cayman Islands 0 - 4 Cuba Cayman Islands 2
Oct. 24, 1995 PF 1995 Cayman Islands 0 - 7 Trinidad and Tobago Truman Bodden Sports Complex 2
Oct. 22, 1995 PF 1995 Cayman Islands 1 - 5 Jamaica Cayman Islands 2
July 30, 1995 CC 1995 3p B Cayman Islands 0 - 3 Cuba Cayman Islands 2
July 28, 1995 CC 1995 sf B Cayman Islands 2 - 9 Trinidad and Tobago Truman Bodden Sports Complex 2
July 25, 1995 CC 1995 A Cayman Islands 2 - 2 Saint Vincent and the Grenadines Cayman Islands 2
July 23, 1995 CC 1995 A Cayman Islands 1 - 0 French Guiana Cayman Islands 2
July 21, 1995 CC 1995 A Antigua and Barbuda 0 - 2 Cayman Islands Cayman Islands 2
April 11, 1994 CC 1994 B Cayman Islands 1 - 1 Martinique Trinidad and Tobago 2
April 9, 1994 CC 1994 B Cayman Islands 0 - 2 Suriname Trinidad and Tobago 2
April 7, 1994 CC 1994 B Cayman Islands 2 - 3 Haiti Trinidad and Tobago 2
March 6, 1994 CCQ 1994 Cayman Islands 3 - 2 Jamaica Cayman Islands 2
March 4, 1994 CCQ 1994 Cayman Islands 5 - 0 Sint Maarten Cayman Islands 2
March 2, 1994 CCQ 1994 British Virgin Islands 0 - 5 Cayman Islands Cayman Islands 2
Nov. 14, 1993 IF 1993 Cayman Islands 1 - 8 United States Trabuco Hills High School S... 3612 1
March 14, 1993 CCQ 1993 Cayman Islands 0 - 4 Puerto Rico Guyana 2
March 12, 1993 CCQ 1993 Barbados 6 - 1 Cayman Islands Guyana 2
March 11, 1993 CCQ 1993 Cayman Islands 2 - 3 Guyana Guyana 2
April 3, 1992 CCQ 1992 Cayman Islands 2 - 4 Sint Maarten Sint Maarten 2
April 1, 1992 CCQ 1992 Cayman Islands 0 - 7 Martinique Sint Maarten 2
May 28, 1991 CC 1991 A Cayman Islands 1 - 2 Guyana Jamaica 2
May 26, 1991 CC 1991 A Cayman Islands 2 - 3 Jamaica Jamaica 2
May 12, 1991 CCQ 1991 Cayman Islands 1 - 1 Saint Kitts and Nevis Saint Kitts and Nevis 2
May 10, 1991 CCQ 1991 British Virgin Islands 1 - 2 Cayman Islands Saint Kitts and Nevis 2
March 3, 1985 CC 1985 2 Cayman Islands 1 - 2 Dominica Roseau 1