He is expected to meet a range of people, from entrepreneurs to government dissidents, during his visit. He will also attend a baseball game between the Cuban national all-star team and the Tampa Bay Rays with Cuban President Raúl Castro.
Obama's visit heralds a new opening of U.S.-Cuban relations after the two countries re-established diplomatic ties last July, after 54 years of frozen relations. The U.S. severed diplomatic ties with Cuba's Communist government under the former leader Fidel Castro, brother of the current president, on Jan. 3, 1961. It was during the height of the Cold War between the U.S. and the Soviet Union, Cuba's close ally.
Take a look at these images documenting some of the biggest moments in the Caribbean country's history with the U.S. since Fidel Castro rose to prominence.