| 25 (-5 to -2) Jamaica 1(1) - 1(1) Trinidad Tobago (69 to 66) 25: 07DEC2008 |
| 25 (-35 to -44) Barbados 1.5(1) - 2(2) Trinidad Tobago (60 to 69) 25: 05DEC2008 |
| 25 (79 to 60) Trinidad Tobago 1(1) - 3(2) Grenada (-114 to -95) 25: 03DEC2008 |
| 38 (64 to 79) Trinidad Tobago 3.5(3) - 0(0) Cuba (-8 to -23) 38: 19NOV2008 |
| 25 (80 to 64) Trinidad Tobago 1(1) - 2(1) Guyana (-34 to 8) 64: 09NOV2008 |
| 25 (73 to 80) Trinidad Tobago 3(3) - 2(1) Saint Kitts Nevis (-79 to -98) 64: 07NOV2008 |
| 25 (82 to 73) Trinidad Tobago 3(3) - 3(2) Antigua Barbuda (-232 to -223) 25: 05NOV2008 |
| 38 (75 to 82) Trinidad Tobago 7.5(2) - 1(1) United States (-176 to -183) 38: 15OCT2008 |
| 50 (26 to 4) Guatemala 0(0) - 0.5(0) Trinidad Tobago (64 to 75) 25: 11OCT2008 |
| 25 (-189 to -194) United States 3(3) - 5.5(0) Trinidad Tobago (59 to 64) 25: 10SEP2008 |
| 25 (48 to 59) Trinidad Tobago 1.5(1) - 1(1) Guatemala (9 to -13) 50: 06SEP2008 |
| 25 (4 to -7) Cuba 1(1) - 3.5(3) Trinidad Tobago (37 to 48) 25: 20AUG2008 |
| 64 (-129 to -147) Bermuda 0.5(0) - 2(2) Trinidad Tobago (30 to 37) 25: 22JUN2008 |
| 25 (50 to 30) Trinidad Tobago 1(1) - 2.5(2) Bermuda (-179 to -129) 64: 15JUN2008 |
| 25 (62 to 50) Trinidad Tobago 1.5(0) - 3(3) England (80 to 113) 70: 01JUN2008 |