| Tuesday, July 11th 2006 |
| Match 1 - United States Virgin Islands bt St. Maarten by 48 runs |
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| Match 2 - Cayman Islands bt Bahamas by 57 runs |
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| Wednesday, July 12th 2006 |
| Match 3 - St. Lucia bt British Virgin Islands by 7 wickets |
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| Friday, July 14th 2006 |
| Match 4 - Grenada bt Dominica by 6 wickets |
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| Match 5 - Nevis bt St. Kitts by 7 wickets |
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| Tuesday, July 18th 2006 |
| Match 6 - St. Vincent bt United States Virgin Islands 5 wickets |
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| Match 7 - Barbados bt Anguilla by 38 runs |
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| Wednesday, July 19th 2006 |
| Match 8 - Antigua bt St. Lucia by 48 runs |
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| Friday, July 21st 2006 |
| Match 9 - Guyana bt Montserrat 8 wickets |
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| Match 10 - Jamaica bt Bermuda by 9 wickets |
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| Tuesday, July 25th 2006 |
Match 11 - Trinidad and Tobago bt Cayman Islands by 8 wickets
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| Wednesday, July 26th 2006 |
| Match 12 - Grenada bt St. Vincent won by 12 runs (D/L method) |
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| Match 13 - Nevis bt Antigua by 43 runs |
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| Friday, July 28th 2006 |
| Match 14 - Trinidad and Tobago bt Barbados by 46 runs |
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| Match 15 - Guyana bt Jamaica by 3 wickets |
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| Thursday, August 10th 2006 |
| Match 16 - Guyana bt Grenada by 6 wickets |
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| Friday, August 11th 2006 |
| Match 17 - Trinidad and Tobago bt Nevis by 74 runs |
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| Sunday, August 13th 2006 |
| Match 18 - Guyana bt Trinidad and Tobago by 5 wickets |
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