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Gold Cup Quali. .:. Results
| Caribbean Final | |||||
| 15/12/2008 | 00:00 | Jamaica | - | Grenada | 2:0 |
| Caribbean third place | |||||
| 14/12/2008 | 21:30 | Cuba | - | Guadeloupe | 4:5 pso |
| Caribbean Semi-finals | |||||
| 12/12/2008 | 01:00 | Jamaica | - | Guadeloupe | 2:0 |
| 11/12/2008 | 23:00 | Cuba | - | Grenada | 5:6 pso |
| Karibik Gruppe J | |||||
| 09/12/2008 | 01:00 | Cuba | - | Haiti | 0:1 |
| 08/12/2008 | 23:00 | Antigua & Barbuda | - | Guadeloupe | 2:2 |
| Caribbean Group I | |||||
| 07/12/2008 | 19:00 | Grenada | - | Barbados | 4:2 |
| 07/12/2008 | 21:00 | Jamaica | - | Trinidad & Tobago | 1:1 |
| 06/12/2008 | 01:00 | Jamaica | - | Grenada | 4:0 |
| Karibik Gruppe J | |||||
| 06/12/2008 | 19:00 | Cuba | - | Antigua & Barbuda | 3:0 |
| 06/12/2008 | 21:00 | Haiti | - | Guadeloupe | 2:3 |
| Caribbean Group I | |||||
| 05/12/2008 | 23:00 | Barbados | - | Trinidad & Tobago | 1:2 |
| 04/12/2008 | 01:00 | Jamaica | - | Barbados | 2:1 |
| Karibik Gruppe J | |||||
| 04/12/2008 | 01:00 | Guadeloupe | - | Cuba | 1:2 |
| 04/12/2008 | 23:00 | Haiti | - | Antigua & Barbuda | 1:1 |
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