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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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| 1991 |
| | | A military coup in Haiti ousts the reforming president Jean-Bertrand Aristide | |
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| 1994 |
| | | Trinidadian cricketer Brian Lara sets a new world record, scoring 501 not out when playing for Warwickshire against Durham | |
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| 1994 |
| | | The return of Jean-Bertrand Aristide to Haiti, under UN protection, leads to a period of relative calm unusual in the republic | |
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| 2002 |
| | | The US holds suspected al-Qaeda terrorists indefinitely, and without legal rights, in Guantanamo Bay, an American enclave in Cuba | |
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| 2004 |
| | | For the second time president Jean-Bertrand Aristide is forced to flee from Haiti, after losing control to opposition rebels | |
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