Trump’s Cuba strategy echoes his Venezuela playbook. But there are key differences

President Donald Trump listens to a reporter's question as he visits the Lincoln Memorial Reflecting Pool to see the new blue protective coating being applied as part of a renovation project, Thursday, May 7, 2026, in Washington. (AP Photo/Mark Schiefelbein)2026-05-22T18:54:02Z WASHINGTON (AP) — The Trump administration’s strategy against Cuba is looking a lot like the playbook for Venezuela: An oil blockade, a growing U.S. military presence, federal charges and repeated threats of intervention. But similar pressure campaigns do not equal similar results, experts say, even if President Donald Trump has often warned that “Cuba is next.”“President Trump viewed the Venezuelan intervention as a fantastic success,” said Brian Finucane, a senior adviser with the International Crisis Group and a former State Department lawyer. “And he’s sought to replicate the Venezuela model elsewhere, including in Iran. But obviously, Cuba, like Iran, is a very different country than Venezuela.” If the U.S. were to depose Cuba’s leadership, there is no obvious successor who would work with the Trump administration, Finucane said. That is unlike Venezuela, where the U.S. captured leader Nicolás Maduro in January and his second in command, Delcy Rodríguez, stepped in with U.S. approval and remains in power. Cuban officials, who were not authorized to comment publicly and spoke on condition of anonymity, say “there is no Delcy in Cuba.” The number of American forces in the Caribbean Sea now is also smaller and far less foreboding than the massive military buildup off Venezuela’s coast in the months ahead of Maduro’s ouster, Finucane said. Plus, an indictment against a 94-year-old former Cuban leader — Raúl Castro — is less impactful than charging Venezuela’s sitting president with drug trafficking and using that to justify his capture.Here are some of the similarities and differences between the U.S. pressure campaigns against Venezuela and Cuba: Read More Trump has threatened military actionLike other conflicts, Trump began to lay the groundwork for U.S. intervention in Venezuela — and the possibility for Cuba — with escalating threats months before military action took place.He has warned the leaders of the Caribbean countries to either get in line or face American might. Weeks before the audacious military operation that plucked Maduro from power, Trump stood with his top national security advisers in Florida and made what would be one of his last public threats to the autocratic leader. “If he wants to do something, if he plays tough, it’ll be the last time he’ll ever be able to play tough,” Trump said in December. Just after Maduro was whisked to the U.S. to face trial, Trump shifted his focus to other countries in the region, namely Cuba, as being next on his list.“Cuba is ready to fall. Cuba looks like it’s ready to fall. I don’t know if they’re going to hold out,” he told reporters on Jan. 5.He went on to threaten tariffs on any country that sells or supplies oil to Cuba and said the U.S. might have “the honor of taking Cuba” following military operations in Venezuela and Iran.On Thursday, he repeated his threats, calling Cuba “a failed country.”“Other presidents have looked at this for 50, 60 years, doing something,” Trump said. “And, it looks like I’ll be the one that does it.” US squeezes countries with oil embargoesU.S. oil embargoes on Cuba and Venezuela have been designed to have the same impact: Putting intense pressure on ruling elites — but push diametrically opposite means to achieve those goals.With Venezuela, the Trump administration was targeting the country’s oil exports, aiming to starve the Maduro government of revenue. After Maduro’s ouster, the focus shifted to denying Venezuela the ability to export oil to certain countries — primarily Cuba, from which it did not receive cash payments — and forcing it to agree to U.S. conditions for such shipments. Much of Venezuela’s crude is now or will soon be sent through U.S. refineries.With Cuba, the embargo is aimed at starving the energy-strapped country of oil imports, although the U.S. has allowed some limited shipments to arrive on the island, which recently declared it had run out of reserves. The oil embargo, an extension of the broader U.S. blockade on Cuba in place for decades, has made it far more difficult for the government to provide electricity and gasoline to its citizens. The measures could go too far, Finucane said, and prompt many Cubans to head 90 miles north for Florida in makeshift boats as many did in the 1990s. “President Trump especially cares about immigration. And if they push too hard on Cuba and destabilize the island, there’s the possibility of some kind of a refugee crisis,” he said. US brings charges against figures in powerThe Justice Department had charged Maduro with narco-terrorism conspiracy and other counts during Trump’s first term in 2020.The case was used to justify capturing Maduro, who is now in New York awaiting tr

President Donald Trump listens to a reporter's question as he visits the Lincoln Memorial Reflecting Pool to see the new blue protective coating being applied as part of a renovation project, Thursday, May 7, 2026, in Washington. (AP Photo/Mark Schiefelbein)2026-05-22T18:54:02Z WASHINGTON (AP) — The Trump administration’s strategy against Cuba is looking a lot like the…

President Donald Trump listens to a reporter's question as he visits the Lincoln Memorial Reflecting Pool to see the new blue protective coating being applied as part of a renovation project, Thursday, May 7, 2026, in Washington. (AP Photo/Mark Schiefelbein)2026-05-22T18:54:02Z WASHINGTON (AP) — The Trump administration’s strategy against Cuba is looking a lot like the playbook for Venezuela: An oil blockade, a growing U.S. military presence, federal charges and repeated threats of intervention. But similar pressure campaigns do not equal similar results, experts say, even…