2008 Caribbean Cup qualification

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. (This became 2 fewer participants, when 2 further teams withdrew during the 2006-07 tournament). Two teams withdrew before the tournament began (🇬🇫 french guiana and ), and the 7 other teams listed below participated only in World Cup Qualification)

1.

2. 🇩🇴 dominican republic

3.

4. 🇲🇸 montserrat

5.

6.

7. 🇹🇨 turks and caicos islands

8. 🇻🇮 virgin islands, u.s.

9. 🇱🇨 saint lucia

Group A
All Group A matches were hosted by the Nederlands Antilliaanse Voetbal Unie, the governing body for association football in the Netherlands Antilles.
 * Notes
 * 🇱🇨 saint lucia were originally the third team, but they dropped out and 🇩🇲 dominica took their place.
 * 🇩🇲 dominica 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.


 * Notes
 * 🇸🇷 suriname 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. 🇩🇲 dominica took their place in this group.

Group C
All Group C matches were hosted by the Cayman Islands Football Association.
 * Notes:
 * 🇦🇬 antigua and barbuda were originally excluded, but eventually were allowed to play.
 * Matches originally scheduled for 29 August were pushed back until 30 August due to Hurricane Gustav.

Group D
All Group D matches were hosted by the Saint Kitts and Nevis Football Association.


 * Notes
 * 🇩🇲 dominica were originally the third team, but 🇻🇬 virgin islands, british took their place when Dominica was moved to Group B.

Group E
All Group E matches were hosted by Ligue de Football de Martinique, the governing body for association football in Martinique.

Qualifying round
🇨🇺 cuba,, automatically qualified for this round. and 🇯🇲 jamaica receive bye to third round.

Group F
Played in Guadeloupe from October 11–15.

Group G
Played in Cuba from October 23–27.

Group H
Played in Trinidad and Tobago from November 5–9.