The Caribbean Cup, established in 1989, was the championship tournament for national association football teams that are members of the Caribbean Football Union.

1999 Caribbean Cup
Copa Caribe 1999
Tournament details
Host countryTrinidad and Tobago
Teams27 (from 2 confederations)
Final positions
Champions Trinidad and Tobago (7th title)
Runners-up Cuba
Tournament statistics
Top scorer(s)Cuba Ariel Álvarez
(5 goals)
Best playerCuba Raciel Martinez
1998
2001

Entrants

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Qualifying tournament

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Preliminary round

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Group A

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Team Pld W D L GF GA GD Pts
 Bahamas 2 1 1 0 3 0 +3 4
 U.S. Virgin Islands 2 0 2 0 2 2 0 2
 Turks and Caicos Islands 2 0 1 1 2 5 3 1
Source: [citation needed]
Bahamas 3–0 Turks and Caicos Islands


Bahamas 0–0 U.S. Virgin Islands

Group B

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Guyana 2–2 Barbados
Barbados 2–0 Guyana

Group C

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Martinique 3–1 French Guiana
French Guiana n / p Martinique

French Guiana withdrew


Group D

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 Anguilla withdrew, leaving British Virgin Islands and Montserrat to compete.

Group E

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 Aruba and  Sint Maarten both withdrew.

Qualifying round

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Group 1

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Team Pld W D L GF GA GD Pts
 Cuba 3 3 0 0 13 2 +11 9
 Bermuda 3 2 0 1 11 3 +8 6
 Cayman Islands 3 1 0 2 6 9 3 3
 Bahamas 3 0 0 3 1 17 16 0
Source: [citation needed]

Bermuda 4–1 Cayman Islands
Smith
Boyles
Brown
Cuba 7–0 Bahamas

Bermuda 1–2 Cuba
Smith
Cayman Islands 4 - 1 Bahamas
Whittaker
Brown
Dinnall

Group 2

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Team Pld W D L GF GA GD Pts
 Guadeloupe 3 3 0 0 4 1 +3 9
 Barbados 3 2 0 1 5 2 +3 6
 Antigua and Barbuda 3 0 1 2 2 5 3 1
 Dominica 3 0 1 2 2 5 3 1
Source: [citation needed]
Barbados 2–0 Antigua and Barbuda
Guadeloupe 1–0 Dominica

Barbados 3–1 Dominica

Antigua and Barbuda 1–1 Dominica
Guadeloupe 1–0 Barbados

Group 3

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Team Pld W D L GF GA GD Pts
 Saint Kitts and Nevis 3 2 0 1 9 8 +1 6
 Saint Lucia 3 1 1 1 8 7 +1 4
 Saint Vincent and the Grenadines 3 1 1 1 7 7 0 4
 Martinique 3 1 0 2 4 6 2 3
Source: [citation needed]
Saint Lucia 3–1 Martinique


Group 4

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Team Pld W D L GF GA GD Pts
 Haiti 3 3 0 0 12 0 +12 9
 British Virgin Islands 3 1 1 1 5 6 1 4
 Dominican Republic 3 1 1 1 2 4 2 4
 Puerto Rico 3 0 0 3 0 9 9 0
Source: [citation needed]
Haiti 2–0 Puerto Rico

Haiti 4–0 Dominican Republic

Dominican Republic 2–0 Puerto Rico
Haiti 6–0 British Virgin Islands

Group 5

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Saint-Martin withdrew

Team Pld W D L GF GA GD Pts
 Grenada 2 1 1 0 3 1 +2 4
 Suriname 2 0 2 0 1 1 0 2
 Netherlands Antilles 2 0 1 1 2 4 2 1
Source: [citation needed]


Final tournament

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Group 1

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Team Pld W D L GF GA GD Pts
 Trinidad and Tobago 3 3 0 0 11 2 +9 9
 Jamaica 3 2 0 1 7 3 +4 6
 Grenada 3 1 0 2 3 10 7 3
 Guadeloupe 3 0 0 3 4 10 6 0
Source: [citation needed]


Group 2

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Team Pld W D L GF GA GD Pts
 Cuba 3 3 0 0 6 1 +5 9
 Haiti 3 2 0 1 7 6 +1 6
Brazil U-20 3 1 0 2 8 5 +3 3
 Saint Kitts and Nevis 3 0 0 3 0 9 9 0
Source: [citation needed]


Semi-finals

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The match was postponed from June 10 due to bad lighting.

Third-place match

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The third place playoff was cancelled due to the condition of the field. Third place was shared between Jamaica and Haiti.

Final

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Trinidad and Tobago 2–1 (ASDET) Cuba
Rougier 66'
John gold-colored football 119'
Prado 88'

Result

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 1999 Caribbean Cup winner 

Trinidad and Tobago

Seventh title
Trinidad and Tobago qualified for the 2000 Gold Cup

Awards

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  • Most Valuable Player

Cuba Raciel Martinez

  • Top Goalscorer

Cuba Ariel Álvarez (five goals)

  • Top Goalkeeper

Trinidad and Tobago Clayton Ince

  • Fair Play Trophy:

 Jamaica

Top goalscorers

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