Politics & Government

Former Trump campaign manager traveled to Cuba to meet ‘Castro’s son,’ Senate report says

In early January 2017, when the Cuban government was looking for insights into President-elect Donald Trump, his former campaign chief, Paul Manafort, traveled to the island to meet with “Castro’s son,” according to a U.S. Senate report.

The recently released Senate Intelligence Committee report on Russia’s interference in the 2016 presidential election states that Manafort claimed the meeting was arranged by Brad Zackson, the former exclusive broker for the properties of Trump’s late father, Fred Trump.

Manafort left the Trump campaign in August 2016, mired in scandal over his undisclosed work as a lobbyist for a pro-Russian political party in Ukraine. As a result of Special Counsel Robert Mueller’s investigation into the Trump campaign’s ties to Russia, Manafort was sentenced to more than seven years in prison for tax and bank fraud. He is currently serving his sentence under house arrest.

But in early January 2017, Manafort did not know that the FBI was investigating him.

On Jan. 15, just days before Trump’s inauguration, Manafort emailed Kathleen T. McFarland, about to be confirmed as the deputy national security adviser in the new administration, the Mueller report says.

“I have some important information I want to share that I picked up on my travels over the last month,” wrote Manafort, who later told the FBI that the email, never answered by McFarland, had to do with Cuba.

The Senate report adds that Manafort told the FBI that the email was related “to an effort that Manafort undertook with Brad Zackson, who had arranged a meeting between Manafort and ‘Castro’s son’ in Havana.” The report refers to a redacted source, “showing Manafort and Zackson on same flight booking to Havana.”

A sentence in the Mueller report offers the only detail about the trip’s possible dates: “On January 8, 2017, hours after returning to the United States from a trip to Cuba, Manafort flew to Madrid, Spain.”

It is not clear if the meeting with one of the Castros ever took place nor his intentions for visiting a country under a U.S. embargo. Neither Manafort’s attorneys nor Zackson responded to questions sent by the Miami Herald. But the Mueller report notes that after Trump’s victory, Manafort said he preferred not to take a job in the new administration and “monetize his campaign position to generate business given his familiarity and relationship with Trump.”

“Manafort appeared to follow that plan, as he traveled to the Middle East, Cuba, South Korea, Japan and China and was paid to explain what a Trump presidency would entail,” the report adds.

The timing of the Cuba trip seemed about right. Worried about the prospects of the fragile “thaw” outgoing President Barack Obama sought, Cuban officials began to discreetly communicate with their contacts in the United States to understand what Trump might do about Cuba and how to get his ear.

Alejandro Castro Espín, left, Raúl Castro’s son, offers his condolences to his cousin, Antonio Castro Soto del Valle, Fidel Castro’s son, at Revolution Square in Havana on Nov. 28, 2016.
Alejandro Castro Espín, left, Raúl Castro’s son, offers his condolences to his cousin, Antonio Castro Soto del Valle, Fidel Castro’s son, at Revolution Square in Havana on Nov. 28, 2016. STR AFP/Getty Images

The Intelligence Committee report does not clarify the identity of “Castro’s son,” but it is most likely Col. Alejandro Castro Espín, the son of former president Raúl Castro. Castro Espín was in charge of the secret negotiations with the Obama administration to exchange prisoners and reestablish diplomatic relations.

The sons of Fidel Castro, who died in 2016, do not have such political influence, although one, Antonio Castro, is known for his lavish lifestyle and foreign connections.

At the end of 2016, Castro Espín seemed like the man Americans should talk to. His father, Raúl Castro, had put him at the head of a nebulous Commission for Defense and National Security as a cover for his secret meetings with Obama’s aides and to control the Cuban counterintelligence services. And despite his public “anti-imperialist” rhetoric, Castro Espín had even dined on roast pork in Havana with the then director of the Central Intelligence Agency, John O. Brennan, who traveled to Cuba in 2015, according to The New Yorker.

But after the scandal of the alleged attacks on U.S. diplomats in Havana, still an unresolved mystery, Castro Espín disappeared from public view, and the commission appears to have been dismantled. The incidents, which caused multiple health ailments to a score of intelligence agents, diplomats, and their families, began after Trump won the election in November 2016.

It is unknown if Manafort wanted to get paid by the island’s government to work as an intermediary or strike a real estate deal, as suggested by Zackson’s presence, despite the standing embargo prohibitions.

The latter would not be entirely surprising. Even President Trump, who dismantled Obama’s engagement policies on Cuba, previously explored business opportunities on the Caribbean island.

Jason Greenblatt, the executive vice president and head of the legal team for the Trump Organization, who later became Trump’s special envoy to the Middle East, traveled to Cuba between 2012 and 2013 to study the possibility of building a golf course, Bloomberg reported. An email obtained by el Nuevo Herald showed that Cuba’s tourism ministry invited Greenblatt to the 34th Havana International Fair, which took place in late October 2016.

And according to Miguel Fluxà, chief executive of the Iberostar Group, a major Spanish chain that runs several hotels in Cuba, the Trump Organization was looking into the possibility of establishing hotels on the island while Trump was a presidential candidate in 2016.

After the Miami Herald published this story, the Joe Biden campaign released a statement condemning Trump and “his inner circle” for “putting themselves first.”

“This news is disturbing, but not surprising. Donald Trump and his cronies love to talk tough when it comes to Cuba and other dictatorships, while continuing to engage in corruption, hypocrisy, and above all else, a willingness to put personal gain over U.S. national interests,” the campaign said. “Don’t be fooled, the Trump Administration doesn’t care to hold the Cuban or Venezuelan regimes accountable, and they’re not trying to make things better for Cubans or Venezuelans — they just want to take advantage of the situation for personal and political gain.”

Follow Nora Gámez Torres: @ngameztorres

This story was originally published August 26, 2020 at 2:00 PM with the headline "Former Trump campaign manager traveled to Cuba to meet ‘Castro’s son,’ Senate report says."

Nora Gámez Torres
el Nuevo Herald
Nora Gámez Torres is the Cuba/U.S.-Latin American policy reporter for el Nuevo Herald and the Miami Herald. She studied journalism and media and communications in Havana and London. She holds a Ph.D. in sociology from City, University of London. Her work has won awards by the Florida Society of News Editors and the Society for Professional Journalists. For her “fair, accurate and groundbreaking journalism,” she was awarded the Maria Moors Cabot Prize in 2025 — the most prestigious award for coverage of the Americas.//Nora Gámez Torres estudió periodismo y comunicación en La Habana y Londres. Tiene un doctorado en sociología y desde el 2014 cubre temas cubanos para el Nuevo Herald y el Miami Herald. También reporta sobre la política de Estados Unidos hacia América Latina. Su trabajo ha sido reconocido con premios de Florida Society of News Editors y Society for Profesional Journalists. Por su “periodismo justo, certero e innovador”, fue galardonada con el Premio Maria Moors Cabot en 2025 —el premio más prestigioso a la cobertura de las Américas.
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