Trump's aggression toward Cuba

‘Peace President’ Trump Floats ‘Friendly Takeover’ of Cuba While Preparing to Attack Iran: “Trump ran on an explicitly anti-interventionist platform when he ran for president,” noted one critic. “He lied to the American people.” Brett Wilkins, Feb 27, 2026

Trump Declares Cuba 'In Its Last Moments Of Life' At Shield Of The Americas Summit: The president joked that Secretary of State Marco Rubio would take "one hour off" in between Iran and his next assignment. Hilary Hanson, HuffPost, Mar 7, 2026

‘Shield of the Americas’: Trump Assembles His Fascist Hemispheric Fan Club The group of Caribbean and Latin American leaders attending Trump’s weekend summit in Miami are the fan club of his aggressive interventionism, his so-called “war on narco-terror,” and his administration’s attacks on left-wing governments and movements. Alexander Main, Jake Johnston, Common Dreams, Mar 07, 2026

Trump: "Cuba is a failed nation. Cuba also wants to make a deal. And I think we will pretty soon either make a deal, or do whatever we have to do. We're gonna do Iran before Cuba."

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— Aaron Rupar (@atrupar.com) March 15, 2026 at 7:26 PM

President Trump says 'I think I could do anything I want' with Cuba President Donald Trump told reporters on Monday [March 16] that he believes he could have the "honor of taking Cuba" on the same day the communist-run island’s electricity grid suffered its first nationwide collapse since the US effectively shut off the flow of oil to the country. CNN video, March 17. (It's also described on HuffPost, March 17.)

Pentagon Reveals Attacks in Latin America Are Just the Beginning With “Operation Total Extermination” and Trump’s threats against Cuba, expect more U.S. military strikes in the region. Nick Turse, The Intercept, March 23 2026

Following Pattern Set by Venezuela and Iran Assaults, US Surveillance Flights Off Cuba Surge The Trump administration has conducted more than two dozen surveillance and reconnaissance flights off Cuba’s coast since early February, according to CNN. Jake Johnson, Common Dreams, May 11, 2026

"President Donald Trump on Tuesday said his administration will be talking to Cuba amid questions about his plans for the Latin American country.

"No Republican has ever spoken to me about Cuba, which is a failed country and only heading in one direction - down! Cuba is asking for help, and we are going to talk!!!" he wrote on Truth Social, without offering further details.

His post follows an NBC News report from Monday saying that Trump was annoyed over the Cuban government's ability to cling on to power despite U.S. pressure, including in the form of sanction. The Pentagon has also been updating its plans for a potential military attack against Cuba in case Trump orders one, NBC reported."

Marita Vlachou, Trump Says His Administration Will Be Talking To Cuba, HuffPost, May 12, 2026