The 2023 CONCACAF Caribbean Cup knockout stage was played from 24 October to 6 December 2023. A total of 4 teams competed in the knockout stage to decide the champions of the 2023 CONCACAF Caribbean Cup.
<section begin=Qualified teams /> The winners and runners-up of each of the two groups in the group stage advanced to the quarter-finals. <section end=Qualified teams />
<section begin=Format /> The knockout stage was played on a single-elimination tournament with the following rules:
The bracket of the final stages was determined as follows:
<section begin=Bracket /> The bracket was pre-determined as follows.
<section end=Bracket />
<section begin=Semi-finals /> The first legs were played on 24âÂÂ25 October, and the second legs were played on 31 October â 2 November 2023.
<section end=Semi-finals />
Cavalier won 5âÂÂ0 on aggregate, advanced to the finals and qualified for the 2024 CONCACAF Champions Cup Round One at minimum. Harbour View advanced to the third place play-off.
Tied 1âÂÂ1 on aggregate, Robinhood won on penalties, advanced to the finals and qualified for the 2024 CONCACAF Champions Cup Round One at minimum. Moca advanced to the third place play-off.
In the third place play-offs, the team which had the better performances across all previous rounds (group stage and semi-finals) hosted the second leg.
<section begin=play-offs />
<section end=play-offs />
Moca won 3âÂÂ2 on aggregate and qualified for the 2024 CONCACAF Champions Cup Round One.
In the finals, the team which had the better performances across all previous rounds (group stage and semi-finals) hosted the second leg.
<section begin=Finals />
<section end=Finals />
Robinhood won 3âÂÂ0 on aggregate and qualified for the 2024 CONCACAF Champions Cup Round of 16.