Trinidad & Tobago were in World Cup 2006.
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Cuba.
Jamaica was the first English speaking Caribbean country to qualify for world cup in 1998. They lost against Croatia and Argentina, and won their game against Japan.
1982 fifa world cup
Argentina won their first world cup in 1978 , with the help of Mario Kempes.
The last time that Bolivia reached the world cup was in 1994 in the U.S.A.