- Christopher Columbus and Spain arrive (1492)
- Spanish West Indies (1492-1898)
- Viceroyalty of New Spain (1521-1821)
- African slave trade (16th century - 19th century)
- Ten Years War (1868-1878)
- Cuban War of Independence (1895-1898)
- Spanish-American War (1898)
- United States occupies Cuba (1898-1902)
- United Sates Guantanamo Bay Naval Base (1898 - now)
- Cuba gains independence (1902)
- Republic of Cuba (1902-1959)
- United States occupies Cuba (1906-1909)
- Negro Rebellion (1912)
- Sugar Intervention (1917-1922)
- Coup d'état (1952)
- Cuban Revolution (1953-1959)
- 26th of July Movement (1955-1962)
- United States embargo against Cuba (1958 - now)
- Fidel Castro is Prime Minister (1959-1976)
- Bay of Pigs invasion (1961)
- Cuban Missile Crisis (1962)
- Cuban intervention in Angola (1975-1991)
- Fidel Castro is President (1976-2008)
- Dissolution of the Soviet Union (1991)
- Cuban thaw (2015-2017)
(This post includes any nation or civilization that occupied at least a portion of Cuba at some point. Unless specified otherwise, the dates correspond to when a nation or civilization existed, but do not necessarily correspond to occupation of Cuba.)
