| TCL Group West Indies Under-19 Challenge 2008 |
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| Location:Barbados |
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| July | | Venue | Umpires |
| 2 | Arrival of Teams | | |
| 3 | Management Meeting | | |
| | Practice | Kensington/Carlton | 2 hour practices per team (9-11, 12-2 and 3-5) |
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| 4 | Barbados v Windward Islands | UWI | A.Farrell & M.Parris (A.Watson) |
| 5 | Guyana v Leeward Islands | Kensington Oval | A. Corbin & R.King (S.Leacock) |
| 6 | Trinidad & Tobago v Jamaica | Banks | V.Bullen & R.Brathwaite (G. Brathwaite) |
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| 7 | Rest/Practice | Kensington/Carlton/Wanderers | |
| 8 | Rest/Practice | Kensington/Carlton/Wanderers | |
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| 9 | Leeward Islands v Jamaica | Lester Vaughn | T.Franklyn & R.Harrision (W. Jordan) |
| 10 | Trinidad & Tobago v Barbados | Kensington Oval | P. Grazette & E.Collymore (R.Brathwaite) |
| 11 | Guyana v Windward Islands | Combermere | S.Lorde & A.Watson (R.Broomes) |
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| 12 | Rest | No Practice | Unavailability of Grounds |
| 13 | Rest/Practice | Kensington/Banks/Pine Basin | |
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| 14 | Jamaica versus Windward Islands | Kensington Oval | R.King & M. Parris (E.Collymore) |
| 15 | Trinidad & Tobago versus Leeward Islands | Carlton | P.Grazette & W. Jordan (R.Harrison) |
| 16 | Guyana versus Barbados | BET | A.Farrell & R.Broomes (S.Lorde) |
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| 17 | Rest/Practice | Kensington/Banks/Wanderers | |
| 18 | WADA Seminar |
| Dr. Adrian Lorde |
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| 19 | Guyana versus Jamaica | Yorkshire | T. Franklyn & R. Brathwaite (A. Watson) |
| 20 | Barbados versus Leeward Islands | Pine Basin | V. Bullen & S. Leacock (G. Brathwaite) |
| 21 | Windward Islands versus Trinidad &Tobago | Combermere | A. Corbin & E. Collymore (M. Parris) |
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| 22 | Rest/Practice | Kensington/Wanderers/Yorkshire | |
| 23 | Rest/Practice | Kensington/Wanderers/Yorkshire | |
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| 24 | Jamaica versus Barbados | BET | A.Farrell & S Lorde (W. Jordan) |
| 25 | Trinidad & Tobago versus Guyana | Lester Vaughn | P. Grazettes & R. Harrison (R. Broomes) |
| 26 | Windward Islands versus Leeward Islands | Bridgefield | V. Bullen & G. Brathwaite (S. Leacock) |
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| 27 | Rest/Practice | Kensington/BET/Carlton | |
| 28 | Island Tour |
| Arawack Cement Plant |
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| 29 | Windward Islands versus Barbados | Queens Park | A. Farrell & E. Collymore (A. Watson) |
| | Leeward Islands versus Guyana | Pine Basin | P. Grazettes & R. Harrison (G. Brathwaite) |
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| 30 | Trinidad & Tobago versus Leeward Islands | Yorkshire | T. Franklyn & R. King (S. Leacock) |
| | Barbados versus Jamaica | Combermere | A. Corbin & S. Lorde (R. Broomes) |
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| 31 | Rest/Practice | Kensington/Combermere/Lester Vaughan | |
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| August | | | |
| 1 | Windward Islands versus Jamaica | BET | M.Parris & P.Grazettes (A.Watson) |
| | Guyana versus Trinidad & Tobago | Queens Park | A. Farrell & R.Harrison (S.Lorde) |
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| 2 | FINAL | Banks | E.Collymore & V. Bullen (R.Brathwaite) |
| 3 | Departures | Queens Park | (Kadooment) |
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| 3 Day Competition (Round Robin) | | |
| Limited Overs Competition (Round Robin & Straight Final) | | |
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| Zone A | Jamaica, Barbados & Windward Islands |
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| Zone B | Leeward Islands, Trinidad & Tobago & Guyana |
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