Qualified teams
The winners and runners-up of each of the four groups in the group stage advanced to the quarter-finals.
| Group | Winners | Runners-up |
|---|---|---|
| A |  Cavalier |  Moca |
| B |  Robinhood | Harbour View |
The 2023 CONCACAF Caribbean Cup knockout stage was played from 24 October to 6 December 2023. [1] A total of 4 teams competed in the knockout stage to decide the champions of the 2023 CONCACAF Caribbean Cup. [2]
The winners and runners-up of each of the four groups in the group stage advanced to the quarter-finals.
| Group | Winners | Runners-up |
|---|---|---|
| A | Cavalier | Moca |
| B | Robinhood | Harbour View |
The knockout stage was played on a single-elimination tournament with the following rules: [2]
The bracket of the final stages was determined as follows: [2]
| Round | Matchups | |
|---|---|---|
| Semi-finals | (Group winner team host second leg)
| |
| Third place play-offs | (Higher-ranked team host second leg)
| |
| Finals | (Higher-ranked team host second leg)
|
The bracket was pre-determined as follows.
| Semi-finals | Finals | ||||||||||||
| Moca | 1 | 0 | 1 (2) | ||||||||||
| Robinhood (p) | 0 | 1 | 1 (3) | ||||||||||
| Robinhood | 1 | 2 | 3 | ||||||||||
| Cavalier | 0 | 0 | 0 | ||||||||||
| Harbour View | 0 | 0 | 0 | ||||||||||
| Cavalier | 5 | 0 | 5 | Third place | |||||||||
| Harbour View | 1 | 1 | 2 | ||||||||||
| Moca | 2 | 1 | 3 | ||||||||||
The first legs were played on 24–25 October, and the second legs were played on 31 October – 2 November 2023.
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Harbour View | 0–5 | Cavalier | 0–5 | 0–0 |
| Moca | 1–1 (2–3 p) | Robinhood | 1–0 | 0–1 |
| Harbour View | 0–5 | Cavalier |
|---|---|---|
| Report |
Cavalier won 5–0 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.
| Robinhood | 1–0 | Moca |
|---|---|---|
Singodikromo  90+3' | Report | |
| Penalties | ||
| 3–2 | ||
Tied 1–1 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.
| Pos | Team | Pld | W | D | L | GF | GA | GD | Pts | Host |
|---|---|---|---|---|---|---|---|---|---|---|
| 1 | Moca | 6 | 4 | 0 | 2 | 7 | 4 | +3 | 12 | Second leg |
| 2 | Harbour View | 6 | 2 | 2 | 2 | 6 | 10 | −4 | 8 | First leg |
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Harbour View | 2–3 | Moca | 1–2 | 1–1 |
| Harbour View | 1–2 | Moca |
|---|---|---|
| Report |
Moca won 3–2 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.
| Pos | Team | Pld | W | D | L | GF | GA | GD | Pts | Host |
|---|---|---|---|---|---|---|---|---|---|---|
| 1 | Cavalier | 6 | 4 | 2 | 0 | 16 | 4 | +12 | 14 | Second leg |
| 2 | Robinhood | 6 | 4 | 0 | 2 | 9 | 5 | +4 | 12 | First leg |
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Robinhood | 3–0 | Cavalier | 1–0 | 2–0 |
| Robinhood | 1–0 | Cavalier |
|---|---|---|
| Report |
| Cavalier | 0–2 | Robinhood |
|---|---|---|
| Report |
|
Robinhood won 3–0 on aggregate and qualified for the 2024 CONCACAF Champions Cup Round of 16.
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