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| 1961 |
| | | Two days after landing in the Bay of Pigs, 114 Cuban exiles are dead and about 1300 have been captured | |
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| 1962 |
| | | US intelligence reveals nuclear missile bases under construction in Cuba, causing an international crisis | |
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| 1962 |
| | | President Kennedy sends the US navy to prevent delivery of Soviet missiles to Cuba | |
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| 1962 |
| | | A deal between President Kennedy and Soviet premier Khrushchev defuses the Cuban missile crisis | |
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| 1962 |
| | | Fidel Castro releases, for $53 million in food and medicine, the Cuban exiles taken prisoner in the Bay of Pigs fiasco | |
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| 1975 |
| | | Cuban troops, sent by Castro to Angola, clash with South African forces attempting to combat communism | |
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| 1999 |
| | | Buena Vista Social Club, a nostalgic documentary by Wim Wenders, triggers a cult for Cuban music | |
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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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| 2008 |
| | | After 49 years as president of Cuba, Fidel Castro resigns for reasons of ill health | |
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| 2008 |
| | | The National Assembly elects Fidel Castro's brother Raúl to succeed him as president of Cuba | |
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