1989 Caribbean Cup
||This article needs additional citations for verification. (December 2012)|
|Teams||17 (16 after Guyana was disqualified) (from 1 confederation)|
|Champions||Trinidad and Tobago (1st title)|
The 1989 Caribbean Cup (known as the Shell Caribbean Cup for sponsorship reasons) was the first edition of the Caribbean Championship, the football championship of the Caribbean, one of the CONCACAF zones. The final stage was hosted by Barbados.
The tournament was sponsored by Shell Company Ltd. after the tournament was first thought of by employees of Shell Antilles and Gulanas Ltd. Barbados received a bye to the final round as they were hosts of the competition and Shell (based in Barbados) felt that it was better suited to host the tournament as Barbados have an international airport.
Qualifying Tournament 
- Each group winner would qualify along with the two best runners-up.
- Barbados qualified for the final tournament as hosts.
- Guyana were disqualified due to failure to pay FIFA fines.
Group A 
- 23-04-1989: Trinidad and Tobago 11-0 Aruba at Arima
- 23-04-1989: Saint Kitts and Nevis 1-0 French Guiana at Basseterre
- 07-05-1989: Grenada 2-1 Saint Kitts and Nevis in Grenada
- 10-05-1989: French Guiana 1-3 Trinidad and Tobago in French Guiana
- 21-05-1989: Aruba 0-0 Grenada at Oranjestad
- 21-05-1989: Saint Kitts and Nevis 0-2 Trinidad and Tobago
- 06-06-1989: Grenada 1-0 Trinidad and Tobago at St. George's
- 08-06-1989: French Guiana 4-0 Aruba in French Guiana
- 18-06-1989: Aruba 1-4 Saint Kitts and Nevis at Oranjestad
- 30-06-1989: Grenada beat French Guiana in Grenada
Note: Table is missing the goals from the Grenada v French Guiana game.
Group B 
- 23-04-1989: Saint Vincent and the Grenadines 6-1 Sint Maarten at Arnos Vale
- 26-04-1989: Netherlands Antilles 3-1 Martinique
- 07-05-1989: Sint Maarten 1-2 British Virgin Islands in Sint Maarten
- 10-05-1989: Martinique 0-0 Saint Vincent and the Grenadines in Martinique
- 21-05-1989: Saint Vincent and the Grenadines 3-2 Netherlands Antilles in St. Vincent
- 21-05-1989: Martinique beat British Virgin Islands
- 07-06-1989: Netherlands Antilles 4-0 British Virgin Islands
- 07-06-1989: Martinique 10-0 Sint Maarten
- 18-06-1989: Sint Maarten 1-2 Netherlands Antilles (also reported as 0-2 but the final standings takes into consideration the 1-2 result)
- 19-06-1989: Saint Vincent and the Grenadines 2-0 British Virgin Islands
Note: Table missing the goals from Martinique v British Virgin Islands
Group C 
- 23-04-1989: Antigua and Barbuda 1-0 Jamaica at St. Johns
- 23-04-1989: Saint Lucia beat Dominica
- 07-05-1989: Jamaica 0-3 Guadeloupe
- 13-05-1989: Dominica 0-1 Antigua and Barbuda in Dominica
- 21-05-1989: Guadeloupe beat Dominica
- 04-06-1989: Dominica 1-1 Jamaica at Roseau
- 18-06-1989: Jamaica 1-1 Saint Lucia at Kingston
Notes: Guadeloupe won the group on goal-difference, while Antigua was eliminated as the worst runner-up. Both teams had three wins and one defeat. Based on known information, there are two possibilities:
- Possibility 1: Antigua beat St Lucia, St Lucia beat Guadeloupe, and Guadeloupe beat Antigua.
- Possibility 2: St Lucia beat Antigua, Guadeloupe beat St Lucia, and Antigua beat Guadeloupe.
Final tournament 
Group A 
|3 July 1989
|5 July 1989
||Barbados||0-3||Trinidad and Tobago||Bridgetown, Barbados
|Philbert Jones (2)
|7 July 1989
||Trinidad and Tobago||0-2||Guadeloupe||Bridgetown, Barbados
Group B 
|2 July 1989
||Grenada||2-0||Saint Vincent and the Grenadines||Bridgetown, Barbados
|Chenny Joseph 17' (pen.)
Franklin Drayton 54'
|4 July 1989
||Netherlands Antilles||1-1||Saint Vincent and the Grenadines||Bridgetown, Barbados
|6 July 1989
||Grenada||1-1||Netherlands Antilles||Bridgetown, Barbados
|9 July 1989
||Trinidad and Tobago||2–1||Grenada||Bridgetown, Barbados
|Dwight Yorke 24', 89'||Wayne Hood 84'|
|1989 Digicel Caribbean Cup Winner:
Trinidad and Tobago
Prize money 
The following prize money was awarded to national association:
- Winner: $10k
- Runner-up: $5k
- Third-place: $4k
- Fourth-place: $3k
- Helps, H.G. (23 August 1988). "Looking at Shell Caribbean Cup". Gleaner. p. 43.