Trump Aims to Topple Cuba’s Regime by Year End

M.A. Dworkin

Havana, Cuba - U.S. President Donald Trump is seeking regime change in Communist Cuba by the end of the year. Government insiders in Havana, Cuba are conveying the message that the Trump Administration is actively seeking to push out the Communist regime headed by President Miguel Diaz-Canal, and they are willing to make a deal to expedite his ouster.

Although it is not known if Trump has a concrete plan at this point, it is becoming clear that certain political circles within the Cuban dictatorship are more than willing to get rid of the present ruling class. The recent abduction of Venezuelan President Nicolas Maduro, along with the war-like strategy that led up to his capture, has “left behind a blueprint and a warning for Cuba.” Trump could easily ramp up pressure to oust the regime in a similar manner.

Influential sources outside Cuba have revealed that meetings with Cuban exiles and civic groups in Miami and Washington, D.C. have turned into a search to identify a government official inside the Cuban regime who might “want to cut a deal.” They believe that the government’s grip on the island has never been more fragile.

Trump has also directly threatened Cuba, in the same manner he threatened Maduro, by writing on his Truth Social platform earlier this month” “I strongly suggest they make a deal, BEFORE IT IS TOO LATE.”

U.S. intelligence assessments indicate the island is facing chronic shortages of basic goods and medicines and is suffering from frequent blackouts. Cuba depended on Maduro for oil and the island could run out of fuel within weeks. 

The Trump Administration aims to prevent any more Venezuelan oil from flowing to Cuba in order to further weaken the regime’s grip.

“THERE WILL BE NO MORE OIL OR MONEY GOING TO CUBA - ZERO!” Trump wrote on a January 11, 2026, Truth Social post.

The Trump Administration could ratchet up the pressure on Cuba while simultaneously negotiating an “off ramp” for the country’s leaders, namely 94-year old Raul Castro, the brother of Fidel, along with President Diaz-Canel. Fidel Castro died in 2016 of natural causes.

But there are those who believe that Cuba would be a much tougher nut to crack than Venezuela.

“There’s nobody who would be tempted to work on the U.S. side,” states Ricardo Zuniga, a former official with the Obama Administration, who helped negotiate a short-lived detente between Havana and Washington from 2014 to 2017.

Bringing down the Cuban leadership has been a decades-long dream of many U.S. politicians since the 1959 revolution that brought the country’s famed revolutionary leader, Fidel Castro, to power. Castro, who promised a democratic government, turned around and led the way for a brutal dictatorship that has ruled Cuba to this day.

The U.S. tried and failed to overthrow the Castro regime during the disastrous 1962 Bay of Pigs Invasion. And the CIA has made numerous attempts to assassinate Castro during his lifetime. 

Cuba lies just 93 miles from South Florida, and hundreds of thousands of Cubans have continued to flee the brutal tactics of the regime for the U.S. citing economic woes and political repression.