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The 2005 Caribbean Football Union Club Championship was an international club football competition held in the Caribbean to determine the region's qualifier to the CONCACAF Champions' Cup. The 2005 edition included 13 teams from 10 football associations, contested on a two-legged basis. Trinidad and Tobago champion North East Stars, which was only in its fourth year of existence, was given a bye to the quarterfinals. The club then withdrew before the quarterfinals due to a lack of financing. This allowed Surinamese champion Robinhood to eventually reach the final despite never playing a team from Jamaica or Trinidad and Tobago. After Robinhood stunned Jamaican champion Portmore United with a first-leg victory, Portmore recovered to win the tournament with a decisive 4-0 win in the return leg, thereby advancing to the 2006 CONCACAF Champions' Cup.
| Final positions | |
|---|---|
| Champions |  Portmore United FC (1st title) |
| Runner-up |  SV Robinhood |
First round edit
| Team 1 | Agg. | Team 2 | 1st leg | 2nd leg |
|---|---|---|---|---|
Britannia 
|
1–4 | Robinhood
|
1–2 | 0–2 |
Sagicor South East 
|
1–8 |  Bassa
|
0–6 | 1–2 |
| Dublanc
|
1–6 | Hoppers
|
1–2 | 0–4 |
| Royal '95
|
1–3 |  Victory Boys
|
0–0 | 1–3 |
Northern United All Stars 
|
5–2 |  Positive Vibes Victory
|
0–2 | 5–0 |
Quarterfinals edit
| Team #1 | Agg. | Team #2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Robinhood |
w/d |  North East Stars |
||
| Bassa FC |
3 - 7 | .svg){kind=small} Centro Barber |
1 - 1 | 2 - 6 |
| Hoppers FC |
0 -10 | Portmore United |
0 - 3 | 0 - 7 |
| Victory Boys |
1 - 2 | Northern United |
1 - 1 | 0 - 1 |
Semifinals edit
| Team #1 | Agg. | Team #2 | 1st leg | 2nd leg |
|---|---|---|---|---|
| Robinhood |
7 - 3 | Northern United |
3 – 1 | 4 - 2 |
| Centro Barber |
2 - 3 | Portmore United |
1 - 3 | 1-0 |
Final edit
| SV Robinhood | 2 - 1 | Portmore United F.C. |
|---|---|---|
Jermaine Brown  49'Amakitie Maasie 71' |
Anthony Modeste 84' |
| SV Robinhood | 0 - 4 | Portmore United F.C. |
|---|---|---|
| Omar Daley 15' Creig Morrison 50'Kemeel Wolfe 58'Steven Morrisey 77' |
Portmore United 2005 CFU champions, advance to 2006 CONCACAF Champions' Cup quarterfinals.
Top scorers edit
| Player | Club | Goals | |
|---|---|---|---|
| 1. | Amakitie Maasie |
SV Robinhood | 4 |
| 2. | Jamie Thomas |
Bassa SC | 3 |
| 2. | Steven Morrissey |
Portmore United | 3 |