Cuba:

Havana (1990)  --  a self-centered gambler falls in love with a revolutionary in Havana, Cuba 

Cuba (1979)  --  love story of a sort set in Havana at the time of the takeover by Castro

I am Cuba (1964) -- ode to Castro revolution

The Motorcycle Diaries  (2004)  --  political education on a motorcycle

Che (1969) -- Ernesto "Che" Guevara, co-rebel with Fidel Castro in Cuba & rebel leader elsewhere

Thirteen Days (2001) --  Cuban Missile Crisis

Before Night Falls (2000)  --  homosexual Cuban writer Reinaldo Arenas is terribly abused by the totalitarian Cuban system

WATERGATE:

All the President's Men -- Washington Post reporters track down Nixon and Watergate; Cuban-Americans involved in the burglary