For months, US President Donald Trump has been fixated on Cuba. He’s issued threats and imposed additional sanctions on the island. The US military has conductedFor months, US President Donald Trump has been fixated on Cuba. He’s issued threats and imposed additional sanctions on the island. The US military has conducted

Trump admin reverts to an old playbook in Cuba

2026/05/12 17:57
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For months, US President Donald Trump has been fixated on Cuba. He’s issued threats and imposed additional sanctions on the island. The US military has conducted dozens of intelligence-gathering flights off the coast in recent weeks, suggesting a prelude to an invasion.

The Cuban government has indicated a readiness to negotiate with the Trump administration on some issues, such as migration, drug trafficking and investment openings for Cuban-Americans. But Cuba’s sovereignty is not negotiable.

After interviewing Cuban President Miguel Díaz-Canel last month, US journalist Kristen Welker seemed to catch on:

This US obsession with controlling, influencing and coercing Cuba long predates Trump and even the Cold War. This is how President Theodore Roosevelt described the island in 1906:

Understanding the current impasse between the two adversarial neighbours requires looking at this full arc of history. While the 1823 Monroe Doctrine sought to establish US predominance in the entire American continent, Cuba has always been a particular focus of Washington’s attention.

‘Americanisation’ of the island

From the moment the 13 American colonies declared independence from Britain, Americans assumed Cuba would become part of the union. Successive US administrations sought to purchase, annex or otherwise control Cuba, claiming this was inevitable by virtue of the laws of gravity and geography. It was also seen as part of a self-proclaimed “civilising mission”.

When the Cubans eventually defeated their Spanish colonial masters in 1898, the United States stepped in and occupied the island to thwart its independence.

At the time, at least one third of Cubans were former slaves or of mixed race. The US governor of Cuba, Leonard Wood, argued they were not ready for self-government.

Illustration shows Uncle Sam talking to a young boy labelled ‘Cuba’ on a beach, from a 1901 publication. Library of Congress

Certainly, the US – especially the Southern former slave holders – didn’t want another Haiti in its neighbourhood. Haitian slaves had seized control of their island nation from the French in a violent rebellion in 1804, echoing the cries of the French revolution for liberty, fraternity and equality.

The US military occupation of Cuba ended in 1902 and Cuba formally declared independence – albeit with provisions. These allowed for future US intervention whenever Washington thought the Cuban people needed a guiding hand (which turned out to be fairly often).

In the decades that followed, US business interests deeply penetrated every sector of Cuba’s economy and had complete sway over Cuban governments.

On a cultural level, Cuba rapidly became “Americanised” through a new US-style education system. Travel to the island picked up, too. The popular Terry’s Guide to Cuba reassured US visitors in the 1920s they would feel right at home because “thousands [of Cubans] act, think, talk and look like Americans”.

Castro’s mission

All of this changed with the rise of Fidel Castro.

During the Cuban Revolution, Castro announced in April 1959 that the revolutionary government would be “Cubanising Cuba”. This might seem “paradoxical”, he explained, but Cubans “undervalued” everything Cuban. They had become “imbued with a type of complex of self-doubt” in the face of the overwhelming US influence on the island’s culture, politics and economy.

US journalist Elizabeth Sutherland similarly observed at the time that Cubans suffered from a “cultural inferiority complex typical of colonised peoples”.

For North Americans, however, Castro’s blunt statement seemed at best to reflect ingratitude, and at worst, an insult. As the US broadcaster Walter Cronkite recalled:

At the heart of Cuba’s revolutionary project has been an assertion of Cuba’s sovereignty, independence and national identity. The drive has been to create a new, united and socially just Cuban nation, as envisioned by its great national hero and poet, José Martí.

So, for Cubans it’s a matter of history. For North Americans, it’s a matter of self-image. They had “convinced themselves,” writes historian Louis A. Pérez, of the “beneficent purpose […] from which [the US] derived the moral authority to presume power over Cuba”.

When the Obama administration finally resumed relations with Cuba in 2014, it felt like a historic shift was taking place. The US might finally respect Cuban sovereignty and engage with Cuba on equal terms.

As President Barack Obama said at the time:

Trump has now reverted to Washington’s traditional neo-colonialist view of Cuba, proclaiming he can do what he likes with the island. Perhaps it is time to try a new approach. As the spectacular debacle of the US-backed Bay of Pigs invasion showed 65 years ago, Cubans remain ready to defend their independence and their right to determine their own future.The Conversation

Deborah Shnookal, Research fellow, Department of Spanish and Latin American Studies, The University of Melbourne

This article is republished from The Conversation under a Creative Commons license. Read the original article.

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