2008 Caribbean Cup qualification
Preliminary round
Format
The five group winners along with the four best second-place teams will be placed into three groups hosted by Guadeloupe, Cuba and Trinidad & Tobago from 11 October - 9 November.Teams that did not enter
Nine CFU teams did not enter, meaning 4 fewer participants than in the Caribbean Nations Cup 2006-07 edition.. Two teams withdrew before the tournament began1.
2.
3.
4.
5.
6.
7.
8.
9.
Group A
All Group A matches were hosted by the Nederlands Antilliaanse Voetbal Unie, the governing body for association football in the Netherlands Antilles.| Team | Pld | W | D | L | GF | GA | GD | Pts |
| 2 | 1 | 1 | 0 | 2 | 0 | +2 | 4 | |
| 2 | 1 | 0 | 1 | 3 | 3 | 0 | 3 | |
| 2 | 0 | 1 | 1 | 1 | 3 | -2 | 1 |
;Notes
- were originally the third team, but they dropped out and took their place.
- switched to Group B the day before the first match, and took their place.
----
Group B
All Group B matches were hosted by the Guyana Football Federation, the governing body for association football in Guyana.| Team | Pld | W | D | L | GF | GA | GD | Pts |
| 2 | 1 | 1 | 0 | 4 | 1 | +3 | 4 | |
| 2 | 1 | 1 | 0 | 4 | 2 | +2 | 4 | |
| 2 | 0 | 0 | 2 | 1 | 6 | -5 | 0 |
;Notes
- qualify as one of 4 best runners-up.
- were originally in Group B, but they dropped out and later rejoined the tournament in Group A. took their place in this group.
----
Group C
All Group C matches were hosted by the Cayman Islands Football Association.| Team | Pld | W | D | L | GF | GA | GD | Pts | |||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| 3 | 2 | 1 | 0 | 8 | 3 | +5 | 7 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| 3 | 1 | 2 | 0 | 4 | 1 | +3 | 5 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
| 3 | 1 | 1 | 1 | 7 | 4 | +3 | 4 | ||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||||
Saint-Martinfb|ATGfootballbox|date = 27 August 2008 |time = |team1 = |score = 0-4 |report=http://www.concacaf.com/competitions/matchreport/7255.pdf |team2 = |goals1 = |goals2 = [Jamie Jamie Thomas (footballer, born 1985)|Thomas (footballer, born 1985)|Thomas] Burton Challenger |stadium = Truman Bodden Stadium, George Town |attendance = 300 |referee = Howard Stennett footballbox|date = 27 August 2008 |time = |team1 = |score = 3-0 |report= http://www.concacaf.com/competitions/matchreport/7256.pdf |team2 = Saint-Martin|goals1 = Jefford Sanchez Hill |goals2 = |stadium = Truman Bodden Stadium, George Town |attendance = 300 |referee = Kevin Thomas footballbox|date = 30 August 2008 |time = |team1 = |score = 1-1 |report=http://www.concacaf.com/competitions/matchreport/7260.pdf |team2 = |goals1 = Taylor |goals2 = Christian |stadium = Truman Bodden Stadium, George Town |attendance = 350 |referee = Jeoffrey Hospadalis footballbox|date = 30 August 2008 |time = |team1 = Saint-Martin |score = 0-7 |report= |team2 = |goals1 = |goals2 = Lambe Ming Castle |stadium = Truman Bodden Stadium, George Town |attendance = 350 |referee = Kevin Morrison footballbox|date = 31 August 2008 |time = |team1 = |score = 3-2 |report= |team2 = Saint-Martin|goals1 = Thomas Gregory |goals2 = Pierre |stadium = Truman Bodden Stadium, George Town |attendance = 350 |referee = Kevin Morrison footballbox|date = 31 August 2008 |time = |team1 = |score = 0-0 |report=http://www.concacaf.com/competitions/matchreport/7262.pdf |team2 = |goals1 = |goals2 = |stadium = Truman Bodden Stadium, George Town |attendance = 350 |referee = Geoffrey Hospedales Group DAll Group D matches were hosted by the Saint Kitts and Nevis Football Association.
;Notes
---- Group EAll Group E matches were hosted by Ligue de Football de Martinique, the governing body for association football in Martinique.
---- ---- Qualifying round,, automatically qualified for this round. and receive bye to third round.Group FPlayed in Guadeloupe from October 11–15.
---- ---- Group GPlayed in Cuba from October 23–27.
---- ---- Group HPlayed in Trinidad and Tobago from November 5–9.
---- ---- |
Saint-Martinfb|ATGfootballbox|date = 27