Report: Trump Administration Prepares to Seek Raúl Castro Indictment as It pressures Cuba

FILE - Raul Castro waves a Cuban national flag during a May Day parade at Revolution Square in Havana on May 1, 2025. (AP Photo/Ramon Espinosa, File)
FILE - Raul Castro waves a Cuban national flag during a May Day parade at Revolution Square in Havana on May 1, 2025. (AP Photo/Ramon Espinosa, File)
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Report: Trump Administration Prepares to Seek Raúl Castro Indictment as It pressures Cuba

FILE - Raul Castro waves a Cuban national flag during a May Day parade at Revolution Square in Havana on May 1, 2025. (AP Photo/Ramon Espinosa, File)
FILE - Raul Castro waves a Cuban national flag during a May Day parade at Revolution Square in Havana on May 1, 2025. (AP Photo/Ramon Espinosa, File)

The Justice Department is preparing to seek an indictment against former Cuban President Raúl Castro, three people familiar with the matter told The Associated Press on Friday, as President Donald Trump threatens possible military action against the communist-run island.

One of the people told the AP that the potential indictment is connected to Castro's alleged role in the 1996 shootdown of four planes operated by the Miami-based exile group Brothers to the Rescue. Castro was defense minister at the time.

All three people spoke on the condition of anonymity because they weren't authorized to discuss an ongoing investigation. The Cuban government did not respond to a request for comment on the potential indictment, which was reported earlier by CBS.

Any criminal charge against Castro, which would need to be approved by a grand jury, would dramatically escalate tensions with Havana and ramp up expectations of US military action in Cuba like the one carried out in January in Venezuela to bring President Nicolàs Maduro to New York on drug trafficking charges.

Following Maduro’s ouster, the Trump administration quickly turned its attention to his ally Cuba and ordered an economic blockade that choked off fuel shipments to Cuba, leading to severe blackouts, food shortages and a collapse in economic activity across the island.

Iran war gave Cuba a breather

The US war in Iran appeared to have given Cuban leaders something of a reprieve from US talk of regime change.

As Trump seeks to wind down that conflict, speculation has been growing that he may soon turn his attention back to Cuba after pledging earlier this year a “friendly takeover” of the country if its leadership didn’t open up its economy to American investment and kick out US adversaries.

Richard Feinberg, a professor emeritus specializing in Latin America at the University of California-San Diego, said that any indictment of Castro will play well with voters in south Florida but is unlikely to persuade career war planners in the Pentagon to pursue a second war of choice — this time just 90 miles from Florida.

“There’s no easy Venezuela copy,” said Feinberg. “There's no clear line of succession and it's hard to imagine regime change without US boots on the ground.”

The AP reported in March that the US Attorney in Miami had created a special working group of prosecutors and federal law enforcement to build cases against top Cuban officials amid calls by several south Florida Republicans to reopen its investigation into Castro’s alleged role in the 1996 shootdown.

Trump calls Cuba ‘a declining country’

Trump declined to discuss a potential indictment on Friday, deferring to the Justice Department.

“But they need help, as you know, and you talk about a declining country — they are really a nation or a country in decline, so we’re going to see,” Trump told reporters aboard Air Force One. “We have a lot to talk about on Cuba, but not maybe for today.”

CIA Director John Ratcliffe met with Cuban officials, including Castro’s grandson, during a high-level visit to the island on Thursday.

Castro, 94, took over as president from his ailing brother, Fidel Castro, in 2011, and then handed power to a handpicked loyalist, Miguel Díaz-Canel, in 2019.

While he largely has avoided the spotlight since retiring in 2021 as head of the Cuban Communist Party, he is widely believed to wield power behind the scenes, a fact underscored by the prominence of his grandson, Raúl Guillermo Rodríguez Castro, who previously met secretly with US Secretary of State Marco Rubio.

Florida straits shootdown a watershed moment in Cuba-US relations Cuba's shootdown in 1996 of two Cessna aircraft operated by the Brothers to the Rescue was a watershed moment in decades of hostilities between the two countries.

At the time, President Bill Clinton had been cautiously exploring ways to reduce tensions with a Cold War adversary but faced stiff opposition from exiles who organized publicity-seeking flyovers of Havana, dropping anti-Castro leaflets, and aiding Cuban rafters fleeing economic deprivation and single-party rule.

The Cubans had warned the US government for months that it was prepared to defend against what it considered deliberate provocations. But those calls went unheeded and on Feb. 26, 1996, missiles fired by Russian-made MiG-29 fighter jets downed two unarmed civilian Cessna planes just beyond Cuba's airspace, according to an investigation conducted by the International Civil Aviation Organization. A third plane, carrying the organization’s leader, narrowly escaped.

“With hindsight, it appears the Castros' motive was to slow down the Clinton outreach because they needed the US as an external enemy to justify their national security posture,” said Richard Fienberg, who worked on Cuban issues at the National Security Council at the time.

They succeeded beyond their wildest dreams, said Feinberg.

Shortly after the shootdown, Congress passed what became known as the Helms-Burton Act, which codified a US trade embargo enacted in 1962 and made it far more complicated for successive US presidents to engage with Cuba.

To date, the US has convicted only a single person of conspiracy to commit murder in connection with the Brothers to the Rescue shootdown. Gerardo Hernández, the leader of a Cuban espionage ring dismantled by the FBI in the 1990s, was sentenced to life in prison but was released by President Barack Obama during a prisoner swap in 2014 as part of an attempt to normalize relations with Cuba.

Two fighter jet pilots and their commanding officer have also been indicted but are outside the reach of US law enforcement while living in Cuba.

Castro previously investigated for drug trafficking Castro has been under US criminal investigation before. In 1993, federal prosecutors in Miami considered charging him and several other senior Cuban military officials with cocaine trafficking based on testimony from Colombian traffickers that emerged in the drug trial of former Panamanian leader Manuel Noriega, the AP reported in 2006.

But an indictment never followed amid concerns about the witness’ credibility as well as fears that it could risk US intelligence operations and derail Clinton’s tentative outreach.



UK Detains Sanctioned Oil Tanker Believed to be Linked to Russia’s Shadow Fleet

Britain's Prime Minister Keir Starmer (L) and his wife Victoria (R) attend the King's Birthday Parade "Trooping the Colour" in London on June 13, 2026. (Photo by Toby Shepheard / AFP)
Britain's Prime Minister Keir Starmer (L) and his wife Victoria (R) attend the King's Birthday Parade "Trooping the Colour" in London on June 13, 2026. (Photo by Toby Shepheard / AFP)
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UK Detains Sanctioned Oil Tanker Believed to be Linked to Russia’s Shadow Fleet

Britain's Prime Minister Keir Starmer (L) and his wife Victoria (R) attend the King's Birthday Parade "Trooping the Colour" in London on June 13, 2026. (Photo by Toby Shepheard / AFP)
Britain's Prime Minister Keir Starmer (L) and his wife Victoria (R) attend the King's Birthday Parade "Trooping the Colour" in London on June 13, 2026. (Photo by Toby Shepheard / AFP)

Britain is investigating a sanctioned tanker that is suspected of being part of the Russian “shadow fleet,” shipping oil in violation of international sanctions over Moscow’s war on Ukraine, British Prime Minister Keir Starmer said Sunday.

British armed forces boarded and detained the vessel, the Smyrtos, on Sunday in the English Channel, in what the country’s Defense Ministry called “the first UK-led operation of its kind.”

The vessel will be held and monitored off the south coast of England for investigation, according to a statement by the Defense Ministry.

The operation was carried out “in close coordination” with French authorities, who have previously intercepted a number of vessels linked to the “shadow fleet.”

Russia is believed to be using a fleet of hundreds of ships to evade sanctions over its war against Ukraine.

“This operation delivers yet another blow to Russia and reminds those fueling Putin’s war in Ukraine that they cannot hide,” The Associated Press quoted Starmer as saying.

UK authorities said that such operations were “directly bearing down on the resources sustaining Russia’s aggression in Ukraine and reducing its capacity to threaten security across Europe and beyond."


Qatari Delegation in Tehran for Middle East War Talks

FILE PHOTO: A woman walks past a banner with a picture of the late Supreme Leader Ali Khamenei, on a street in Tehran, Iran June 7, 2026. Majid Asgaripour/WANA (West Asia News Agency) via REUTERS
FILE PHOTO: A woman walks past a banner with a picture of the late Supreme Leader Ali Khamenei, on a street in Tehran, Iran June 7, 2026. Majid Asgaripour/WANA (West Asia News Agency) via REUTERS
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Qatari Delegation in Tehran for Middle East War Talks

FILE PHOTO: A woman walks past a banner with a picture of the late Supreme Leader Ali Khamenei, on a street in Tehran, Iran June 7, 2026. Majid Asgaripour/WANA (West Asia News Agency) via REUTERS
FILE PHOTO: A woman walks past a banner with a picture of the late Supreme Leader Ali Khamenei, on a street in Tehran, Iran June 7, 2026. Majid Asgaripour/WANA (West Asia News Agency) via REUTERS

A Qatari delegation arrived in Tehran on Sunday, Iranian media and a diplomat said, as part of the mediation process to end the war between Iran and the United States.

Iran's ISNA news agency reported an adviser to Qatar's foreign minister had been dispatched to Iran.

Another Iranian news agency Tasnim said the purpose of the visit was to "go over the latest developments regarding the diplomatic process.”

A diplomat with knowledge of the situation told AFP on Sunday that "Qatari negotiators flew to Tehran this morning.”

Speaking on condition of anonymity to discuss the sensitive talks, the diplomat said the delegation travelled "to help facilitate the finalization of the agreement.”

Pakistan, which has led mediation to end the months-long Middle East war, and the US have indicated an agreement to end the fighting would be signed on Sunday.

But Tehran has cast doubt on that timing, and Iranian media has reported a final decision on the framework is yet to be made.


Iran Media: Tehran Has 'Not Yet' Taken Final Decision on US Peace Deal

Iranians drive past a billboard featuring Iran's national flag at Enqelab Square in Tehran, Iran, 14 June 2026. EPA/ABEDIN TAHERKENAREH
Iranians drive past a billboard featuring Iran's national flag at Enqelab Square in Tehran, Iran, 14 June 2026. EPA/ABEDIN TAHERKENAREH
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Iran Media: Tehran Has 'Not Yet' Taken Final Decision on US Peace Deal

Iranians drive past a billboard featuring Iran's national flag at Enqelab Square in Tehran, Iran, 14 June 2026. EPA/ABEDIN TAHERKENAREH
Iranians drive past a billboard featuring Iran's national flag at Enqelab Square in Tehran, Iran, 14 June 2026. EPA/ABEDIN TAHERKENAREH

Iran's Fars news agency said on Sunday that Tehran has not made a final decision on signing the agreement under discussion with the United States to end the Middle East war.

"Iran has not yet taken or announced its final decision concerning the memorandum of understanding proposed during negotiations," reported Fars, which is close to Iranian conservative circles, citing "a well-informed source close to the Iranian negotiating team.”

The prospective agreement has faced opposition from hardline Iranian figures, who argue that it does not serve Iran's interests and would deprive Tehran of leverage over the strategic Strait of Hormuz.

US President Donald Trump and mediator Pakistan said on Saturday an initial deal to end the war in the Middle East would be signed on Sunday.

Pakistani Prime Minister Shehbaz Sharif said the two sides had agreed on a framework for a peace deal and that Islamabad was preparing for an electronic signing on Sunday, to be followed by technical-level talks next week.

Trump also said in a social media post that the deal with Iran was scheduled to be signed on Sunday and that the Strait of Hormuz, a vital artery for global oil supplies which Iran has blocked, would be immediately "open to all" after it was signed.