| 01 Oct 2003 | Zone B | Guyana v West Indies Under-19s | Antigua Recreation Ground, St John's | Results |
| 01 Oct 2003 | Zone A | Rest of Leeward Islands v Trinidad and Tobago | Sir Frank Worrell Cricket Ground, Mona | Results |
| 02 Oct 2003 | Zone B | Barbados v University of West Indies | Antigua Recreation Ground, St John's | Results |
| 02 Oct 2003 | Zone A | Windward Islands v Canada | Jamalco Sports Club Ground, Kingston | Results |
| 03 Oct 2003 | Zone B | Antigua and Barbuda v West Indies Under-19s | Antigua Recreation Ground, St John's | Results |
| 03 Oct 2003 | Zone A | Jamaica v Rest of Leeward Islands | Kensington Park, Kingston | Results |
| 04 Oct 2003 | Zone B | Guyana v University of West Indies | Antigua Recreation Ground, St John's | Results |
| 04 Oct 2003 | Zone A | Trinidad and Tobago v Canada | Alpart Sports Club, Nain | Results |
| 05 Oct 2003 | Zone B | Antigua and Barbuda v Barbados | Antigua Recreation Ground, St John's | Results |
| 05 Oct 2003 | Zone A | Jamaica v Windward Islands | Alpart Sports Club, Nain | Results |
| 07 Oct 2003 | Zone A | Rest of Leeward Islands v Windward Islands | Chedwin Park, Spanish Town | Results |
| 07 Oct 2003 | Zone B | University of West Indies v West Indies Under-19s | Antigua Recreation Ground, St John's | Results |
| 08 Oct 2003 | Zone B | Barbados v Guyana | Antigua Recreation Ground, St John's | Results |
| 08 Oct 2003 | Zone A | Jamaica v Canada | Old Harbour Road, Port Esquivel | Results |
| 09 Oct 2003 | Zone B | Antigua and Barbuda v University of West Indies | Antigua Recreation Ground, St John's | Results |
| 09 Oct 2003 | Zone A | Trinidad and Tobago v Windward Islands | Kensington Park, Kingston | Results |
| 11 Oct 2003 | Zone B | Barbados v West Indies Under-19s | Antigua Recreation Ground, St John's | Results |
| 11 Oct 2003 | Zone A | Rest of Leeward Islands v Canada | Melbourne Park, Kingston | Results |
| 12 Oct 2003 | Zone B | Antigua and Barbuda v Guyana | Antigua Recreation Ground, St John's | Results |
| 12 Oct 2003 | Zone A | Jamaica v Trinidad and Tobago | Sabina Park, Kingston | Results |
| 16 Oct 2003 | Semi-Final | Jamaica v Guyana | Kaiser Sports Club, Discovery Bay | Results |
| 17 Oct 2003 | Semi-Final | Barbados v Trinidad and Tobago | Kaiser Sports Club, Discovery Bay | Results |
| 19 Oct 2003 | Final | Barbados v Guyana | Kaiser Sports Club, Discovery Bay | Results |
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