1989 Caribbean Cup Qualifying →

April 23, 1989 1989 Antigua and Barbuda 1 - 0 Jamaica Antigua and Barbuda 3000 2
May 1, 1989 1989 Dominica 1 - 1 Jamaica Dominica 1
May 1, 1989 1989 Guadeloupe 3 - 0 Jamaica Jamaica 0
June 1, 1989 1989 Aruba 0 - 11 Trinidad and Tobago Grenada 2
June 6, 1989 1989 Grenada 1 - 0 Trinidad and Tobago Grenada 2
June 18, 1989 1989 Jamaica 1 - 1 Saint Lucia Jamaica 2