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See how Cuba looked before the Castros, when tourists, gamblers, and elites flocked to Havana

See how Cuba looked before the Castros, when tourists, gamblers, and elites flocked to Havana

Federal US authorities have indicted former Cuban President Raúl Castro. See what the island looked like before the Cuban revolution and the Castros.

A group of sailors stand outside a cafe at the end of a narrow street in Old Havana, Cuba,
Cuba before the revolution was a popular tourist destination, and Havana was a bustling metropolis.
  • Before 1959, Cuba was one of the most developed but unequal countries in Latin America.
  • Havana dazzled American and global tourists with casinos, cabarets, and luxury hotels.
  • Rural Cubans often faced poverty and seasonal unemployment, leading to the rise of Fidel Castro.

On New Year's Eve 1958, when the sun set on Cuba, it was one of the Caribbean's most glamorous destinations for American travelers, often sold through images of grand hotels, extravagant cabarets, glittering casinos, tropical beaches, and rum-soaked nightlife.

By the next morning, that world had begun to unravel: Fulgencio Batista had fled the island, Fidel Castro's revolution was on its way to power, and Cuba was entering a political era that would reshape its relationship with the US for decades to come.

Last week, the US indicted former Cuban President Raúl Castro, the younger brother of Fidel Castro and one of the central figures in the revolutionary coalition that remade Cuba's political order in 1959.

The charges stem from the 1996 shootdown of two unarmed civilian planes operated by a Miami-based exile group that searched the Florida Straits for Cuban migrants in distress.

US prosecutors allege that the planes were shot down over international waters, killing four people, including three US citizens, and have charged Castro, who was Cuba's defense minister at the time, alongside five other Cuban officials.

"For 30 years, the families of these men have waited. The Miami community has waited. Our country has waited. Today is a step toward accountability," said US Attorney Jason A. Reding Quiñones for the Southern District of Florida.

Cuban President Miguel Díaz-Canel rejected the indictment and accused the US of lying and imposing collective punishment on Cubans, the BBC reported. Díaz-Canel also said the charges against Castro were being used to "justify the folly of a military aggression against Cuba."

For decades, relations between the US and Cuba have been tumultuous.

In 2014, under President Barack Obama, the US and then-Cuban President Raúl Castro announced a move toward normalizing relations, which led to the reopening of embassies in 2015. The move was partially reversed under Trump's first administration, which tightened travel rules and sanctions in 2017.

The recent indictment and the uncertainty over whether — and how — Castro could ever be prosecuted in a US courtroom have raised new questions about the future of US-Cuba relations. (Now 94, Castro still lives in Cuba, where he typically keeps a low profile.)

For some, it has raised concerns that the US could pursue a military operation in Cuba similar to Operation Absolute Resolve, which brought Venezuela's Nicolás Maduro into US custody.

But for Cubans, it has also pushed nearly seven decades of political history back into the spotlight, from the mythology of pre-revolutionary Cuba to the exodus that drove millions to flee the island.

These vintage photos show how Cuba looked before the Castros and their allies took power — from the hotels, cabarets, and boulevards of Havana to the rural communities where poverty and inequality helped fuel the revolution.

In the 1950s, Cuba was one of the most developed countries in Latin America.
Aerial view of skyscrapers in Havana, Cuba, September 1958.
Daily life in Havana was that of a Latin American metropolis.
1930s 1940s WOMAN BUYING FRUIT FROM SIDEWALK VENDOR HAVANA CUBA
Electric tramways had connected Havana neighborhoods since the early 1900s, giving the city a modern public transit system.
HAVANA, CUBA - JANUARY 1946: A view as a street car passing down a narrow street in Havana, Cuba.
By the 1940s and 1950s, the city had been modernized with roads and high-rises.
A magnificent view of the modern building recently erected in the Vedado facing Malecon Drive in Havana, Cuba.
Much of the national economy was built around sugar exports.
1930s 1940s TOBACCO PRODUCTION UNLOADING AT THE WATERFRONT HAVANA CUBA
Havana's streets were bustling with commerce and activity.
View of a young woman in a sleeveless dress and a flower headpiece, her purse and sunglasses in her hands, as she stands in the shade on an unidentified, shop-lined street, Cuba, mid 1955.
Relations with the US were close, and the US maintained a strong presence at its naval base at Guantánamo Bay.
U.S. Fleet in Guantanamo Bay, 1927.
US influence was widely felt, and Havana even had English-language newspapers.
The offices of 'The Havana Post' newspaper in Havana, Cuba, 1950s. The sign reads 'The Havana Post. Cuba's only English-language daily older than the republic'.
The city became a hot spot for American tourists in the 1920s and again in the 1950s.
A couple, a man and a woman, look over a brochure touting a package vacation to Havana, Cuba, for National Airlines while airline staff point out details in the brochure, May 1957.
For American and foreign tourists, Cuba was a tropical getaway right at their doorstep.
HAVANA, CUBA - AUGUST, 1955: General view of two boys looking at a woman lying on a deck and sunbathing near the beach circa August, 1955 in Havana, Cuba.
Regular air service connected Havana with Miami and other international destinations by the 1950s.
Havana, Cuba: Rancho Boyeros Airport. Photo shows a worker flagging in a Lockheed Electra plane
The island's tropical weather and luxurious hotels drew large numbers of tourists to Havana.
1950s tourisst at the swimming pool of the Hotel Nacional in Havana Cuba
The Havana Grand Prix brought international racers to the island in the late 1950s.
Start of Ill Fated Race. Havana, Cuba: Autos zoom away at the start of Havana Grand Prix auto race here. Officials called off the race at the end of the fifth lap, after one of the cars skidded on the oil slicked track, jumped a sidewalk and plowed into the crowd, killing at least four persons and injuring others. Leading at the start here is car number four (foreground), with Britain's Stirling Moss at the wheel. Moss was also leading in the race when the accident occurred.
Equestrian races were also popular social events among parts of the island's elites.
HAVANA, CUBA - MAY 12, 1946: A view of the stands during a horse race in Havana, Cuba.
The 630-room Habana Hilton was billed as the tallest and largest hotel in Latin America when it opened.
Havana Hilton hotel in Havana, Cuba, in 1959
Havana's nightclubs and cabarets defined the island's global image.
HAVANA CUBA - 1946: An exterior of Zulueta Street showing Sloppy Joe's Bar, The Oriental Bazaar and the Zombie Club in 1946 in Havana, Cuba. Both food historians and linguists believe that the Sloppy Joe sandwich originated at this bar.
Club Tropicana was one of the country's major cabarets, and its performances were renowned.
Exotic dancers at the Tropicana nightclub in Havana, Cuba, circa 1955.
Genres like son, mambo, rumba, bolero, and cha-cha-chá were the soundtrack to the island and shaped its identity.
Musicians perform in a nightclub in May 1946 in Havana, Cuba.
Havana even had its own Coney Island.
circa 1955: The Gondar family leaving Havana's Coney Island theme park.
Havana's hospitality culture popularized classic cocktails like the daiquiri, mojito, and Cuba libre.
HAVANA CUBA - 1946: A bartender mixes an exotic tropical cocktail at a bar in 1946 in Havana, Cuba.
The island also became known for gambling, vice, and organized crime.
In the realm of chance--photo shows a view of hazard in progress at the Grand Casino Nacional, Havana, Cuba.
Mob bosses often had interests in some of the city's most notable hotels, casinos, and cabarets.
In Havana, Cuba, 1940, elegantly-dressed men and women play a hand of cards at a casino.
The perception of Cuba's culture inspired Hollywood images of tropical glamour, romance, nightlife, and danger.
Holiday In Havana, poster, Desi Arnaz, Mary Hatcher, Ray Walker, Ann Doran, 1949.
Despite Havana's sometimes scandalous reputation, Cuba remained a majority Catholic country.
circa 1955: Delia Gondar fixes a customary 'velo' headpiece on to her daughter Delia Maria's hair before they go into church for Sunday mass at Marianao, Cuba.
Cigar rolling remained a major source of employment in Havana, alongside tourism, hospitality, and commerce.
Men work in rows of benches at a cigar factory in Havana,Cuba.
However, Cuba's political and economic elite often saw a very different country from the one rural Cubans lived in.
Havana, Cuba: An outdoor cafe with a view of the Capitol Building in the background. Men are seated in the cafe enjoying refreshing beverages. Photograph, circa 1940's-1950's.
Life in those rural areas often looked sharply different from the glamour of Havana.
4/16/1958-Santiago De Cuba- Cuba seems to be at peace, if one were to judge from this peaceful looking street in Santiage De Cuba, April 15. On the horizon, however, rise the Sierra Maestra Mountains, where rebel leader Fidel Castro has his stronghold.
Horses, ox carts, and wagons remained some of the main forms of transportation.
1950s WORKER WITH TEAM OF OXEN HAULING BARRELS OF BACARDI RUM CUBA
In the sugar and tobacco fields, labor conditions were difficult and seasonally insecure.
View a farm workers cut sugar cane in Cuba.
Poverty and child labor were visible problems in Cuba's countryside.
CUBA - CIRCA 1930: Youth Wearing Wares on their Head, in Cuba, circa 1930
People in rural areas often lacked access to education, medical care, electricity, running water, and sanitation.
Horse drawn carriage in Siders/Sierre: Transport of sugar from Havana (Cuba), 1941
Education was one of Cuba's strengths by regional standards, but access was uneven.
circa 1956: Students taking a coffee break at the Theological Seminary in Matanzas, Cuba. Matanzas can be seen in the background.
Baseball was the country's signature sport.
The finest players in the Cuban winter league pose together at their annual All Star game in Havana in March 1958, Havana.
In poorer and rural communities, cockfighting was a common pastime and form of gambling.
HAVANA, CUBA - MAY 1946: People gather to bet and watch a cock fight in Havana, Cuba.
By the late 1950s, Fulgencio Batista's dictatorship had become increasingly violent.
Cuban President Colonel Fulgencio Batista adresses his victorious Palace guards after a rebel attack on March 13, 1957 in Havana. In 1933, he organized a military coup (the 'sergeants' revolt'), consolidated his power, and became president (1940-1944). In 1952 he overthrew President Prio Socorras and ruled as dictator until being ousted from power in 1959 by Fidel Castro's guerrilla movement during the Cuban Revolution.
Castro's rebel movement had gained support in parts of rural eastern Cuba by 1958.
Cuba Revolution 1958/59 Fidel Castro's revolutionary army in the surroundings of Havana, shortly before the capture of the city
The following year, Fidel Castro, Raúl Castro, Che Guevara, and their allies took control after Batista fled Cuba.
Fidel Castro and his men in the Sierra Maestra. From left: Guillermo Garcia, Ernesto "Che" Guevara, Universo Sanchez, Raul Castro (kneeling), Castro, Crescentio Perez, Jorge Sotu, Juan Almeida.
Although some hotels and casinos reopened after the revolution, the old tourism economy never recovered.
Holidaymakers at an outdoor café on La Concha beach at Marianao in Havana, Cuba, March 1939.
Today, parts of Havana still resemble the city seen in old photographs, though decades of age, neglect, and a changing political landscape have altered it.
New cars line the street outside the Presidential Palace in Havana, Cuba, in September 1958. The palace was the official residence of dictator Fulgencio Batista, who was overthrown later that same year by Fidel Castro's forces.
Read the original article on Business Insider