Sun 24 Sep 2023

Final
19:00 AST (23:00 UTC)
Trinbago Knight Riders
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vs
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Guyana Amazon Warriors

Tue 17 Oct 2023

Trinidad and Tobago
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vs
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Combined Campuses and Colleges
Guyana
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vs
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Windward Islands

Wed 18 Oct 2023

Leeward Islands
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Jamaica

Thu 19 Oct 2023

Trinidad and Tobago
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vs
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Windward Islands
Combined Campuses and Colleges
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vs
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West Indies Academy

Fri 20 Oct 2023

Sat 21 Oct 2023

Leeward Islands
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vs
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West Indies Academy
Trinidad and Tobago
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vs
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Guyana

Sun 22 Oct 2023

Windward Islands
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vs
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Combined Campuses and Colleges

Mon 23 Oct 2023

Barbados
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vs
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West Indies Academy
Guyana
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vs
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Leeward Islands

Wed 25 Oct 2023

Guyana
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vs
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Combined Campuses and Colleges
West Indies Academy
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vs
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Jamaica
Windward Islands
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vs
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Barbados

Thu 26 Oct 2023

Trinidad and Tobago
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vs
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Leeward Islands

Fri 27 Oct 2023

Jamaica
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vs
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Combined Campuses and Colleges

Sat 28 Oct 2023

Trinidad and Tobago
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vs
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West Indies Academy

Sun 29 Oct 2023

Jamaica
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vs
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Windward Islands

Tue 31 Oct 2023

Combined Campuses and Colleges
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vs
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Barbados
Windward Islands
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vs
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Leeward Islands

Wed 01 Nov 2023

West Indies Academy
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vs
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Guyana

Thu 02 Nov 2023

Trinidad and Tobago
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vs
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Jamaica
Leeward Islands
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vs
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Barbados

Fri 03 Nov 2023

West Indies Academy
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vs
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Windward Islands

Sat 04 Nov 2023

Combined Campuses and Colleges
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vs
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Leeward Islands
Jamaica
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vs
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Guyana

Sun 05 Nov 2023

Trinidad and Tobago
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vs
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Barbados

Wed 08 Nov 2023

Semi Final 1
13:00 AST (17:00 UTC)
None
vs
None

Thu 09 Nov 2023

Semi Final 2
13:00 AST (17:00 UTC)
None
vs
None

Sat 11 Nov 2023

Final
13:00 AST (17:00 UTC)
None
vs
None