1995 Pirates Festival →

Oct. 20, 1995 1995 Jamaica 1 - 0 Trinidad and Tobago Truman Bodden Sports Complex 2
Oct. 22, 1995 1995 Cayman Islands 1 - 5 Jamaica Cayman Islands 2
Oct. 24, 1995 1995 Cayman Islands 0 - 7 Trinidad and Tobago Truman Bodden Sports Complex 2