Cuba’s unraveling underscores the oversized role the U.S. has played in its fortunes over the years. Obama hoped to make Cuba a trading partner and to encourage its dictatorship to grant more freedoms, such as expanded internet access. He allowed American cruise ships to dock in Cuba, more U.S. airlines to fly there, and more Americans to visit.
The move represented a dramatic turning point in relations between countries that had been hostile to one another for decades. President Dwight D. Eisenhower broke off diplomatic relations with Cuba in 1961, shortly after Fidel Castro drove U.S.-backed president Fulgencio Batista from power and embraced Communism. Under President John F. Kennedy, the failed Bay of Pigs operation aimed at toppling Castro in April 1961 and the 13-day showdown over Soviet missiles installed in Cuba the following year cemented the country’s status as a Cold War enemy.
The excitement was palpable the week in 2016 when Obama attended a Tampa Bay Rays baseball game in Havana with Raúl Castro, Fidel’s brother and Cuba’s then-president.
“If Obama had run for president in Cuba, he would have been elected,” Jaime Morales, 44, a tour guide in Havana, says laughing.
Not everyone was pleased. As part of the reconciliation between the nations, Cuba freed political prisoners and agreed to increase internet access and permit more private enterprise. But former President Fidel Castro soon spoke out against the new policies, says Ricardo Zúniga, a top Obama aide. Castro knew that increased internet access and economic freedoms would lead more people to question Cuba’s lack of basic rights and could undermine the regime, Zúniga says.
“Cuban government leadership never took advantage of opportunities to allow for gradual change in response to popular will,” he adds. “So now they are stuck with social collapse.”
His first year in office, President Trump reversed what he called a “terrible and misguided deal” with Cuba. Then in 2018, mysterious illnesses befell U.S. Embassy employees in Havana, which some believed was an attack by a hostile nation. Trump sent many workers home, effectively closing the embassy. He also listed Cuba as a state sponsor of terrorism, limiting Cuba’s ability to do business globally. Biden lifted that designation this year, before leaving office, but Trump has reinstated it.