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| 1963 |
| | | Bob Marley and five others form a band, the Wailers, that will for the first time give Jamaican music a global following | |
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| 1964 |
| | | Papa Doc Duvalier, ruling through the brutal Tontons Macoutes, makes himself president of Haiti for life | |
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| 1965 |
| | | US marines intervene in civil war in the Dominican Republic to prevent a communist takeover | |
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| 1966 |
| | | Joaquin Balaguer, a close associate of Trujillo, is elected president of the Dominican Republic | |
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| 1971 |
| | | The 19-year-old Jean Claude Duvalier, succeeding his father as president of Haiti, becomes known as Baby Doc | |
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| 1983 |
| | | President Reagan sends US marines to Grenada after the execution of the island's prime minister, Maurice Bishop | |
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| 1985 |
| | | Antiguan author Jamaica Kincaid publishes her first novel, Annie John | |
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| 1986 |
| | | Baby Doc Duvalier escapes from Haiti in a US airforce jet and goes into exile in France | |
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| 1990 |
| | | A Catholic priest, Jean-Bertrand Aristide, is elected president of Haiti and begins a programme of reform | |
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| 1990 |
| | | West Indian author Derek Walcott publishes Omeros, an epic poem of the Caribbean | |
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