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Trump Claims He Will Be the One to Resolve the Cuba Issue After Decades of Attempts

Thursday, May 21, 2026 by Oscar Fernandez

President Donald Trump declared on Thursday that he will be the one to solve the Cuban issue, a feat no American leader has accomplished in over 50 years. He made this statement during a press conference where he addressed questions concerning the deployment of the USS Nimitz aircraft carrier in the Caribbean.

NBC News journalist Gabe Gutierrez inquired if the presence of the aircraft carrier, which arrived in the Caribbean on Cuba's Independence Day, was intended to intimidate the Cuban government. Trump dismissed this notion outright: "No, not at all. Cuba, look, it's a failed state. Everyone knows it. They have no electricity, no money, really nothing. They don't have food. And we are going to help them."

The president then shifted to a tone of historic openness, assigning himself a role none of his predecessors have fulfilled: "Other presidents have looked at this for 50, 60 years trying to do something, and it looks like I'll be the one to do it. So I'd be happy to."

Trump outlined his goal of opening Cuba to Cuban Americans, allowing them to return and invest in the island. He praised this community, largely based in Miami and Florida, as "an amazing, industrious group of people, simply great Americans."

The Ongoing Pressure on Havana

The statements come amid a sustained escalation of pressure on Havana. Since January 2026, the administration has imposed over 240 sanctions against Cuba and intercepted at least seven tankers carrying oil to the island. This has reportedly reduced Cuba's energy imports by 80% to 90%, causing blackouts up to 25 hours a day in over 55% of the country.

Simultaneously, diplomatic signals have intensified. On May 14, CIA Director John Ratcliffe visited Havana and met with officials from the Cuban Ministry of the Interior, representing the highest-level contact between the two governments since 2016.

On Wednesday, Secretary of State Marco Rubio offered $100 million in food and medicine to Cuba, contingent upon the distribution being conducted outside the military conglomerate GAESA.

Legal and Diplomatic Developments

The same day, the Department of Justice filed federal charges against Raúl Castro for the 1996 shootdown of Brothers to the Rescue planes. Meanwhile, the regime of Miguel Díaz-Canel expressed willingness to negotiate but conditioned any progress on the lifting of the embargo.

Trump also dismissed the idea that the USS Nimitz is meant to intimidate the regime, clarifying that the aircraft carrier is part of the Southern Seas 2026 operation, a multilateral exercise with scheduled stops in Brazil, Chile, Panama, and Jamaica.

On Thursday, Trump announced that there will be "announcements soon" regarding the embargo on Cuba, indicating that the administration is preparing new moves in its policy towards Havana.

In recent months, presidential rhetoric has fluctuated between threats and openness: on February 27, Trump mentioned a possible "friendly takeover" of Cuba; on May 5, he threatened to station an aircraft carrier "a few hundred meters off the coast"; and on May 19, he stated, "I can fix Cuba, whether the regime changes or not."

FAQs on Trump's Approach to Cuba

What are Trump's intentions regarding Cuba?

Trump intends to open Cuba to Cuban Americans, allowing them to return and invest, and aims to resolve long-standing issues that previous administrations have not addressed.

How has Trump's administration pressured the Cuban government?

Since January 2026, over 240 sanctions have been imposed, and oil shipments to the island have been intercepted, significantly reducing energy imports and causing widespread blackouts.

What diplomatic actions have taken place between the U.S. and Cuba?

CIA Director John Ratcliffe visited Havana for high-level talks, and Secretary of State Marco Rubio proposed a $100 million aid package, contingent on distribution restrictions.

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