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| 1855 |
| | | Jamaican-born nurse Mary Seacole sets up her own 'British Hotel' in the Crimea to provide food and nursing for soldiers in need | |
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| 1868 |
| | | An uprising against Spanish rule in Cuba sparks off a Ten Years' War | |
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| 1868 |
| | | An armed uprising against Spanish rule takes place in the town of Lares in Puerto Rico, becoming known as the Grito de Lares ('Cry of Lares') | |
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| 1878 |
| | | The Ten Years' War ends in Cuba, with Spain promising extensive reforms including the abolition of slavery | |
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| 1882 |
| | | Ulises Heureaux becomes dictator of the Dominican Republic and retains power until assassinated in 1899 | |
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| 1897 |
| | | The Spanish governor in Cuba is recalled to Spain, for pioneering the concept of the concentration camp | |
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| 1898 |
| | | The US battleship Maine is blown up in Havana harbour, sparking off the Spanish-American War | |
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| 1898 |
| | | Theodore Roosevelt fights against the Spanish in Cuba with a volunteer regiment of cavalry, the Rough Riders | |
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| 1898 |
| | | In the Treaty of Paris, ending the Spanish-American War, Spain cedes Puerto Rico and Cuba to the USA | |
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| 1900 |
| | | Puerto Ricans are granted limited democracy in a bill of rigfhts introduced after two years of US military occupation | |
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