The Caribbean Cup, established in 1989, was the championship tournament for national association football teams that are members of the Caribbean Football Union.
Qualifying tournament
Preliminary round
Group A
Group B
Group C
withdrew
Group D
withdrew, leaving British Virgin Islands and Montserrat to compete.
Group E
and both withdrew.
Qualifying round
Group 1
Group 2
Group 3
Group 4
Group 5
Saint-Martin withdrew
Final tournament
Group 1
Group 2
Semi-finals
The match was postponed from June 10 due to bad lighting.
Third-place match
The third place playoff was cancelled due to the condition of the field. Third place was shared between Jamaica and Haiti.
Final
Result
Trinidad and Tobago qualified for the 2000 Gold Cup
Awards
Most Valuable Player
Raciel Martinez
Top Goalscorer
Ariel Álvarez (five goals)
Top Goalkeeper
Clayton Ince
Fair Play Trophy: