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Photos: When the US last had diplomatic relations with Cuba

A rebel solider from the Fidel Castro army gets a kick out of trying the bat of Charley Lau, Detroit catcher, playing ball in the Cuban winter league, February 1, 1959. Lau made the boys let him keep their guns so he would be sure and get his favorite stick back.
AP Photo
US baseball players and socialist revolutionaries overlapped for a brief window in Cuba, 1959.
  • Tim Fernholz
By Tim Fernholz

Senior reporter

Published Last updated This article is more than 2 years old.

Today, the US and Cuban governments will re-open their embassies in each other’s countries, formally establishing diplomatic relations that have waned since the 1959 Cuban revolution and subsequent US embargo.

This diplomacy—and the economic connections many hope will follow—could help bring new prosperity to the Cuban people, and new opportunities for US travelers and businesses. We’ve traced these developments in four stories on Havana’s hot housing market, it’s burgeoning private sector, and boisterous art scene, in an attempt to figure out how the island might—or might not—change.

The US cut ties with Cuba in 1961. Today, we’ll look back at the six decades prior to that to see what relations used to be like—and how they brought us to today.

Remember the Maine

AP Photo
Rescuers bring surviving crew off the wrecked battleship USS Maine.

When the USS Maine exploded in Havana harbor in 1898—likely due to an accident, though the cause has never been firmly established—it provided the excuse for the US to intervene in Cuba’s uprising against Spanish colonial authorities. The US helped oust the Spaniards, but replaced them as a colonial overlord and then as an overweening patron of client governments.

The friendly skies

AP Photo
The American Clipper in Cienfuegos, Cuba, 1931.

Charles Lindbergh flew the American Clipper, an amphibious plane that could carry 45 passengers, on its first journey from Miami to Cuba in 1931. When prohibition drove alcohol consumption underground in 1918, Cuba became a major tourist destination for Americans looking for a drink. And when prohibition ended in 1933, Cuba’s momentum as a global tourist mecca continued apace.

There’s always a revolutionary

AP Photo
Then-Sergeant Fulgencio Batista, with his hand on his belt, during the 1933 Cuban uprising.

The man with his hand on his belt is Sergeant Fulgencio Batista, who led a rebellion that ousted the Cuban government. Batista, a US ally, would run the Cuban military as a strongman behind a series of puppet presidents before himself becoming president in 1940.


AP Photo
Ernest Hemingway, his wife Martha Gellhorn, and Elicio Arguelles at at Havana pigeon shoot.

It wouldn’t be Cuba without Ernest Hemingway, the macho American author who made a home in Havana, becoming a favorite of the Cuban people and cultivating the mystique of rum, cigars and sport-fishing that attracted US visitors. He would donate his Nobel Prize medal to a Cuban church.

Oh say can you see…

AP Photo
Cubans celebrate US independence day in 1942.

Batista’s regime supported the US, as this 1942 photo of a Fourth of July parade in Havana celebrating US independence reveals. The banner up front is held by workers employed by the Standard Oil company, reflecting the deep inroads that US multinational companies made on the island—and with Batista.


AP Photo
Fidel Castro in his 1945 high school yearbook.

Fidel Castro, the son of a wealthy land-owner, appears in his high school yearbook. The caption reads: “Distinguished student and a fine athlete. Very popular. Will study law and we have no doubt he will have a brilliant future.”

Meet the press

AP Photo/Charles Kenneth Lucas
An AP reporter tries his teeth on a piece of raw sugar cane with a Cuban sugar farmer.

US journalists visiting Cuba are, to this day, big dorks.

Thug life

AP Photo
Charles (Lucky) Luciano talks to two members of the Cuban secret police in his cabin on the steamship Bakir.

Italian-American crime figure Charles “Lucky” Luciano is deported from Cuba in 1947, after Batista was voted out and fled to the US. Luciano and other crime figures wouldn’t be gone for long, however.

Breaking the color barrier

AP Photo
Jackie Robinson is shown shaking hands with Brooklyn Dodger manager Leo Durocher in March 1947 in Havana, Cuba.

US baseball players would often play in Cuba’s winter baseball league, and they played pre-season games in Cuba as well. This picture, taken in 1947 in Havana, offers a preview of history: A year later, the man on the left, Dodgers manager Leo Durocher, helped make the man on the right, Jackie Robinson, the first African-American player in top-flight US professional baseball.

Simmering troubles

AP Photo/Harold Valentine
Students during a demonstration in Havana, 1948.

For all the hedonism in Havana, the country’s social problems were still bubbling under the surface, with student protesters calling on the government to do more for the Cuban people.

Batista back

AP Photo
Batista speaks following Castro’s first coup attempt.

After a brief exile in the US, Batista returns to Cuba and takes over in a military coup. Here, he is seen speaking after his troops quashed Castro’s first attempt to launch a revolution in 1953. His increasingly repressive government would launch a brutal counter-insurgency against Castro and his allies.

Star power

AP Photo
Frank Sinatra and Ava Gardner, on their honeymoon in Havana, 1951.

Despite political troubles, US celebrities loved Cuba in the middle of the 20th century. Hollywood royalty Frank Sinatra and Ava Gardner made Havana their honeymoon destination.

Take a chance

AP Photo
Put it all on red.

One reason for all the visitors: Havana was the Las Vegas of Latin America, with casinos like this one in the Hotel Nacional attracting gamblers of all stripes. Under Batista’s regime, the casino trade was largely controlled by the US mafia.

Revolution triumphant

AP Photo
In 1959, Castro speaks to supporters of his triumphant revolution.

Batista’s government ultimately fell to Castro’s revolutionary movement, which seized power in 1959 amidst an array of questions as to what shape the new regime might take. Despite reprisals against Batista loyalists, many—including Cuban businesses and mainstream politicians—held out hope that this could be a new beginning.

Guerilla chic

AP Photo
A revolutionary in Havana.

Many Americans were initially sympathetic to the Cuban revolution, with its progressive impulses and sexy, rough-hewn glamor. Castro travelled to America, where he met cheering crowds and Ed Sullivan.

A breaking point

AP Photo
Castro signs laws to nationalize US banks in Cuba.

But soon Castro’s government endorsed central planning and began nationalizing Cuban businesses, including those owned by American banks and companies. As the US responded with economic sanctions, Cuba grew closer to the Soviet Union.


AP Photo
In 1961, US embassy employees fold the US flag as they prepare to close the embassy.

By 1961, US president Dwight Eisenhower announced a full trade and travel embargo against Castro’s Cuba. It stands to this day, though the re-opening of diplomatic relations has raised hopes that it will soon be lifted.

📬 A periodic dispatch from the annual session of the United Nations General Assembly in NYC.

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