U.S.-Cuba Relations | Council on Foreign Relations

https://www.cfr.org/backgrounder/us-cuba-relations

Exccerpt:

The U.S.-Cuba relationship has been plagued by distrust and antagonism since 1959, the year Fidel Castro overthrew a U.S.-backed regime in Havana and established a socialist state allied with the Soviet Union. During the half century that followed, successive U.S. administrations pursued policies intended to isolate the island country economically and diplomatically. The United States has sanctioned Cuba longer than any other country.