Ever since U.S. commandos successfully removed Nicolás Maduro from power in Venezuela on Jan. 3, 2026, speculation has been growing that “Cuba could be next” on the list of the Trump administration’s targets.
“We’ll take over Cuba almost immediately,” President Donald Trump mused during a speech in Florida on May 1. “On the way back from Iran, we’ll have … the USS Abraham Lincoln come right by Cuba, stop about 100 yards offshore, and they’ll say, ‘Thank you very much, we give up.’”
It’s hard to say whether such remarks are just bluster. While the White House has been trying to coerce Cuban authorities into negotiated political and economic concessions through a de facto oil blockade since January, Trump has also reportedly grown frustrated by the Cuban government’s ability to outlast months of sustained U.S. pressure.
That has not stopped many Cubans and Cuban Americans from eagerly predicting a military operation’s success or insisting that such a U.S. action is necessary.
Their tool of choice? Not battle plans or political manifestos, but artificial intelligence. For weeks, Cuban social media feeds and WhatsApp groups have been filled with armchair fantasies of deliverance from communist rule made with tools like Midjourney, DALL-E, Runway and ChatGPT. In some clips and images, the island nation is represented as a female captive or a child being freed by an American protector. In others, magically renovated cityscapes feature statues and portraits erected in Trump’s honor, replacing revolutionary iconography.
It is easy to dismiss such animations as online trolling. But as a historian of Cuba, I noticed something troubling when my colleague Jorge Damian de la Paz sent me a selection of these digital illustrations and reels. Their visual language eerily mirrors classic U.S. political cartoons during Cuba’s final war for independence against Spain in the late 19th century. That imagery went on to justify U.S. meddling in Cuban affairs for decades.
A fraught history
In the 1890s, American illustrators at publications such as Puck, Judge and Harper’s Weekly similarly portrayed Cuba as a feminized victim: weak, vulnerable, often racialized as nonwhite and incapable of securing freedom on her own. They imagined grateful tropical citizens celebrating future American liberators for defeating their Spanish overlords and bestowing the benefits of “civilization” on Caribbean life.
Such tropes were not innocent. They helped generate the cultural consensus that legitimized U.S. intervention in the Cuban war in 1898 – known by most Americans as the Spanish-American War. They also shaped Cuba’s postwar order: four years of U.S. military occupation, an imposed amendment to Cuba’s first constitution authorizing future American military action to preserve stability, and decades of political and economic dependence on the United States.
Taking their cue from heroes of the independence struggle such as José Martí, many Cubans grew to resent this asymmetrical relationship with the North, even as they fell in love with imported American consumer products and cultural pastimes. Especially by the 1930s and 1940s, mainstream political movements on the island all sought to, at a minimum, rebalance the extent of U.S. influence over Cuban life. Their failure to do so was part of what propelled Fidel Castro’s radical nationalist revolution to power in 1959.
Reversing course
But today, formal and informal polling suggests that significant numbers of Cubans and Cuban Americans seem willing to welcome, or at least tolerate, the explicit U.S. intervention that most of their forefathers rejected.
AI-generated expressions of these views do not appear to be coming from staunchly anti-communist exiles in South Florida alone. Comments and reposts suggest they are resonating among Cubans living on the island, many of whom are desperate for “something, anything” to put an end to the worsening blackouts, shortages and societal paralysis that have made daily life feel like purgatory.
If a U.S. military operation is the only way to escape, one friend in Havana told me, “que sea rápido” – let it be over quickly.
What’s distinct about AI is that it is providing this fatalism with a visual vocabulary rooted in imperial attitudes from the 1890s. This makes sense when you consider how the technology works: Generative AI systems have been trained on enormous, often U.S.-centric archives of historical photographs and other materials. They easily reproduce the old cultural and political prejudices seen in these digital repositories.
As a result, image and video generators appear to be spitting 19th-century American discourses back at 21st-century Cuban users. The most extreme iterations of the imagery even resurrect a long-dormant idea from more than a century ago: the outright annexation of the island as a U.S. state. In so doing, AI provides narrative fuel for the Trump administration’s efforts to rewind the clock to an era when Washington condescendingly treated Latin America as its “backyard.”
Deprivation and desperation
The depth of Cuba’s predicament today helps explain why these images are going viral.
Long before the Trump administration cut off oil supplies, Cubans were enduring their worst economic, political and social crisis in three decades. Botched internal reform efforts, repression of dissent, and mass migration profoundly eroded faith in Cuba’s Communist Party leadership and institutions in recent years. This has been particularly true since the island’s tourist-heavy economy was hit hard by COVID-19 and 2021 mass protests rocked more than 50 towns and cities.
Of course, plenty of Cubans in Cuba still blame the long-standing U.S sanctions regime, and Trump’s unprecedented additions to it, for many of their problems. Not all are willing to accept change at any cost.
But Cuban officials’ defense of national sovereignty in the face of mounting U.S. threats rings increasingly hollow. Cuba hasn’t held a truly competitive election in nearly 80 years and has been ruled by a one-party state for 65. Under those circumstances, political independence does not rest on the consent of the governed. It’s also hard for a country to claim sovereignty when its economy relies so strongly on external patrons. such as Russia, China, Venezuela (until January) and even the United States. Despite the embargo, Cuban Americans send hundreds of millions of dollars in remittances, food, medicines and other goods annually.
The seduction of rescue
Yet even if fantasies of rescue are understandable, they should be deeply concerning to anyone who cares about Cuba’s future.
The danger posed by AI images is not simply that they normalize the idea of a U.S. military intervention that could cost Cuban lives. It is that they replace deeper civic imagination with spectacle and clickbait.
AI is offering visions of liberation without requiring Cubans to grapple with the far more difficult dilemmas that any real transition would entail. Those questions include how to rebuild institutions, restore trust, confront inequality, reconstruct the economy, forge reconciliation and negotiate competing political visions after decades of polarization and authoritarianism.
Prolonged desperation, coupled with authorities’ stubborn refusal to open the island’s political and economic systems, has narrowed some Cubans’ political horizons to the point where they outsource their own salvation rather than imagine it from the bottom up.
The coming weeks may determine whether digital fantasies turn into concrete policy or remain wishful thinking. But one thing is certain: AI images of U.S. military intervention in Cuba reveal that many Cubans and Cuban Americans have given up on defining change on Cuban terms. That choice could mean the difference between a Cuba that once again becomes a U.S. client state and one where Cubans reclaim ownership of their nation’s future.
