| Quarter-Finals | 1 | Friday, 24th March 2023 | 4.00pm | Barbados Community College | Alleyne School | 1:2 | ALL: Kymani Walkes, Xavier Bayne (PK) | |
| Quarter-Finals | 2 | Friday, 24th March 2023 | 2.00pm | Samuel Jackman Prescod Institute Of Technology | Queen’s College | 0:2 | QC: Ajani Headley, Dominic Downes | |
| Quarter-Finals | 3 | Monday, 27th March 2023 | 3.30pm | The Lodge School | Coleridge and Parry School | 0:2 | CP: Kamari Johnson, Joshua Husbands | |
| Quarter-Finals | 4 | Monday, 27th March 2023 | 3.30pm | The St. Michael School | Pinehill St. Leonard’s Boys’ Secondary School | 3:2 | SMS: Ari Manning, Warren Trotman, Zackarie Grueden | |
| Semi-Finals | 5 | Monday, 3rd April 2023 | 3.30pm | Alleyne School | Queen’s College | 0:2 | QC: Thierry Ince, Ronan Lee | |
| Semi-Finals | 6 | Monday, 3rd April 2023 | 3.30pm | Coleridge and Parry School | The St. Michael School | 3:1 | CP: Joshua Husbands, Kamari Johnson, Giovanni Goodridge; SMS: Zaccheo Quimby-Ward | |
| Final | 7 | Thursday, 6th April 2023 | 7.00pm | Queen’s College | Coleridge and Parry School | 2:0 | QC: Ronan Lee 15', Thierry Ince 55' | |
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