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1. Cayman Islands 3 - 0 Saint Martin August 27th, 2008
2. Cayman Islands 1 - 1 Antigua and Barbuda August 30th, 2008
3. Cayman Islands 0 - 0 Bermuda August 31st, 2008
4. Guadeloupe 7 - 1 Cayman Islands October 11th, 2008
5. Cayman Islands 0 - 1 Martinique October 13th, 2008
6. Grenada 4 - 2 Cayman Islands October 15th, 2008
7. Cayman Islands 0 - 2 Jamaica November 9th, 2008
8. Cayman Islands 1 - 4 Jamaica June 28th, 2009
9. Saint Martin 1 - 1 Cayman Islands October 2nd, 2010
10. Cayman Islands 4 - 1 Anguilla October 4th, 2010
11. Puerto Rico 2 - 0 Cayman Islands October 6th, 2010