| 30 Jan 2018 | Group A | Combined Campuses and Colleges v Windward Islands | Three Ws Oval, Cave Hill | Results |
| 01 Feb 2018 | Group A | Barbados v Hampshire | Three Ws Oval, Cave Hill | Results |
| 03 Feb 2018 | Group A | Hampshire v Trinidad and Tobago | Windward Park, Lucas Street | Results |
| 05 Feb 2018 | Group A | Trinidad and Tobago v Windward Islands | Three Ws Oval, Cave Hill | Results |
| 07 Feb 2018 | Group A | Barbados v Combined Campuses and Colleges | Windward Park, Lucas Street | Results |
| 09 Feb 2018 | Group A | Hampshire v Trinidad and Tobago | Three Ws Oval, Cave Hill | Results |
| 11 Feb 2018 | Group A | Combined Campuses and Colleges v Windward Islands | Three Ws Oval, Cave Hill | Results |
| 13 Feb 2018 | Group A | Barbados v Hampshire | Windward Park, Lucas Street | Results |
| 15 Feb 2018 | Group A | Trinidad and Tobago v Windward Islands | Pickwick Cricket Club, Bridgetown | Results |
| 17 Feb 2018 | Group A | Hampshire v Windward Islands | Three Ws Oval, Cave Hill | Results |
| 30 Jan 2018 | Group A | Barbados v Trinidad and Tobago | Pickwick Cricket Club, Bridgetown | Results |
| 01 Feb 2018 | Group A | Combined Campuses and Colleges v Trinidad and Tobago | Pickwick Cricket Club, Bridgetown | Results |
| 03 Feb 2018 | Group A | Barbados v Windward Islands | Pickwick Cricket Club, Bridgetown | Results |
| 05 Feb 2018 | Group A | Combined Campuses and Colleges v Hampshire | Pickwick Cricket Club, Bridgetown | Results |
| 07 Feb 2018 | Group A | Hampshire v Windward Islands | Pickwick Cricket Club, Bridgetown | Results |
| 09 Feb 2018 | Group A | Barbados v Windward Islands | Pickwick Cricket Club, Bridgetown | Results |
| 11 Feb 2018 | Group A | Barbados v Trinidad and Tobago | Pickwick Cricket Club, Bridgetown | Results |
| 13 Feb 2018 | Group A | Combined Campuses and Colleges v Trinidad and Tobago | Pickwick Cricket Club, Bridgetown | Results |
| 15 Feb 2018 | Group A | Combined Campuses and Colleges v Hampshire | Windward Park, Lucas Street | Results |
| 17 Feb 2018 | Group A | Barbados v Combined Campuses and Colleges | Pickwick Cricket Club, Bridgetown | Results |
| 31 Jan 2018 | Group B | Guyana v Kent | Sir Vivian Richards Stadium, North Sound | Results |
| 02 Feb 2018 | Group B | Guyana v United States of America | Sir Vivian Richards Stadium, North Sound | Results |
| 04 Feb 2018 | Group B | Jamaica v Kent | Sir Vivian Richards Stadium, North Sound | Results |
| 06 Feb 2018 | Group B | Leeward Islands v Kent | Sir Vivian Richards Stadium, North Sound | Results |
| 08 Feb 2018 | Group B | Kent v United States of America | Sir Vivian Richards Stadium, North Sound | Results |
| 10 Feb 2018 | Group B | Leeward Islands v United States of America | Sir Vivian Richards Stadium, North Sound | Results |
| 12 Feb 2018 | Group B | Guyana v United States of America | Sir Vivian Richards Stadium, North Sound | Results |
| 14 Feb 2018 | Group B | Jamaica v Kent | Sir Vivian Richards Stadium, North Sound | Results |
| 16 Feb 2018 | Group B | Kent v United States of America | Sir Vivian Richards Stadium, North Sound | Results |
| 18 Feb 2018 | Group B | Jamaica v United States of America | Sir Vivian Richards Stadium, North Sound | Results |
| 31 Jan 2018 | Group B | Leeward Islands v United States of America | Coolidge Cricket Ground, Coolidge | Results |
| 02 Feb 2018 | Group B | Leeward Islands v Jamaica | Coolidge Cricket Ground, Coolidge | Results |
| 04 Feb 2018 | Group B | Leeward Islands v Guyana | Coolidge Cricket Ground, Coolidge | Results |
| 06 Feb 2018 | Group B | Jamaica v United States of America | Coolidge Cricket Ground, Coolidge | Results |
| 08 Feb 2018 | Group B | Guyana v Jamaica | Coolidge Cricket Ground, Coolidge | Results |
| 10 Feb 2018 | Group B | Guyana v Kent | Coolidge Cricket Ground, Coolidge | Results |
| 12 Feb 2018 | Group B | Leeward Islands v Jamaica | Coolidge Cricket Ground, Coolidge | Results |
| 14 Feb 2018 | Group B | Leeward Islands v Guyana | Coolidge Cricket Ground, Coolidge | Results |
| 16 Feb 2018 | Group B | Guyana v Jamaica | Coolidge Cricket Ground, Coolidge | Results |
| 18 Feb 2018 | Group B | Leeward Islands v Kent | Coolidge Cricket Ground, Coolidge | Results |
| 21 Feb 2018 | Semi-Final | Barbados v Kent | Coolidge Cricket Ground, Coolidge | Results |
| 22 Feb 2018 | Semi-Final | Guyana v Windward Islands | Coolidge Cricket Ground, Coolidge | Results |
| 24 Feb 2018 | Final | Barbados v Windward Islands | Coolidge Cricket Ground, Coolidge | Results |
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