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| 1912 |
| | | President Taft sends US marines to Cuba because of political unrest in the island | |
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| 1933 |
| | | Fulgencio Batista, as army chief of staff, begins a long career running the affairs of Cuba | |
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| 1956 |
| | | Communist activist Fidel Castro returns from Mexico to Cuba to organize guerrilla warfare against the Batista regime | |
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| 1958 |
| | | Dictator Fulgencio Batista flees from Cuba, leaving Havana open to Fidel Castro and his victorious guerrillas | |
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| 1959 |
| | | Fidel Castro begins more than four decades of authoritarian rule in Cuba | |
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| 1961 |
| | | An invasion force of about 1500 Cuban exiles comes ashore in Cuba's Bay of Pigs in an attempt to topple the Castro regime | |
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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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