Barack Obama’s meetings with Raul Castro resurface after US indicts former Cuban president

The Trump administration has filed criminal charges against Raul Castro over the 1996 shootdown of two civilian planes that killed four people
Barack Obama met Raul Castro during his Cuba trip, the first visit by a sitting US president in 88 years (Getty Images)
Barack Obama met Raul Castro during his Cuba trip, the first visit by a sitting US president in 88 years (Getty Images)

WASHINGTON, DC: The ghosts of Barack Obama’s past relationship with Cuba came back to haunt him on Wednesday, May 20, as the Trump Justice Department unsealed an indictment charging 94-year-old Raul Castro with murder, conspiracy to kill US nationals, and destruction of aircraft in the 1996 shootdown of two unarmed civilian planes.

The move has Cuban exiles in Miami cheering while photos of Obama shaking hands, waving, and watching baseball with the man now accused of ordering the deaths of four people resurfaced across social media.

Cuba President Raul Castro (R) lifts the arm of U.S. President Barack Obama at the end of a joint press conference at the Cuban State Council, on March 21, 2016 in Havana, Cuba (Photo by Sven Creutzmann/Mambo photo/Getty Images)
Raul Castro (R) lifts the arm of former US President Barack Obama at the end of a joint press conference at the Cuban State Council, on March 21, 2016 in Havana, Cuba (Photo by Sven Creutzmann/Mambo photo/Getty Images)

Decades of waiting for justice

A federal grand jury in Miami charged Raul Modesto Castro Ruz, then Cuba’s defense minister and brother of Fidel Castro, along with five other regime figures for their roles in the February 24, 1996, attack on Brothers to the Rescue planes.

The group was founded by Cuban exiles in Miami and flew humanitarian missions over the Florida Straits searching for rafters fleeing the communist island. On that fateful day, three Cessna aircraft took off from Opa-locka Airport. Cuban MiG fighters, acting under orders from military leadership overseen by Castro, shot down two of them in international waters with air-to-air missiles.

Among those killed were three US citizens, namely Carlos Costa, Armando Alejandre Jr, and Mario de la Pena, and a US resident, Pablo Morales. A third plane piloted by group founder Jose Basulto escaped.

FILE - Former Cuban President Raul Castro looks at the Cuban flag during his speech at the event celebrating the 65th anniversary of the triumph of the revolution in Santiago, Cuba, Jan. 1, 2024. (AP Photo/Ismael Francisco, File)
Former Cuban President Raul Castro looks at the Cuban flag during his speech at the event celebrating the 65th anniversary of the triumph of the revolution in Santiago, Cuba, January 1, 2024 (AP Photo/Ismael Francisco, File)

Acting Attorney General Todd Blanche announced the charges at Miami’s Freedom Tower, a symbol of refuge for Cuban exiles. “Over three decades later, we are committed to holding those accountable for the murders of four brave Americans," he said. "President Trump and this Justice Department are committed to restoring a simple principle: if you kill Americans, we will pursue you. No matter who you are. No matter what title you hold.”

FBI Director Kash Patel commented, “For 30 years these families have waited for answers — and this FBI never forgot.”

The indictment alleges Cuban intelligence infiltrated Brothers to the Rescue and used flight information to plan the attack, with pilots trained specifically for intercepting slow civilian planes.

President Donald Trump called it a “very big day.” Cuban officials dismissed the charges as a political stunt.

Spotlight on Barack Obama’s past relationship with Cuba

The timing has thrust Obama’s 2014-2016 opening to Cuba back into the spotlight. In March 2016, Obama became the first sitting US president to visit the island in 88 years. He met Raul Castro multiple times, including a joint press conference at Havana’s Palace of the Revolution.

U.S. President Barack Obama and Cuban President Raul Castro visit during an exhibition game between the Cuban national team and the Major League Baseball team Tampa Bay Devil Rays at the Estado Latinoamericano March 22, 2016 in Havana, Cuba (Photo by Chip Somodevilla/Getty Images)
Former US President Barack Obama and former Cuban President Raul Castro visit during an exhibition game between the Cuban national team and the Major League Baseball team Tampa Bay Devil Rays at the Estado Latinoamericano March 22, 2016 in Havana, Cuba (Photo by Chip Somodevilla/Getty Images)

Obama said at the time, “This is a new day — es un nuevo dia — between our two countries...We continue...to have some very serious differences, including on democracy and human rights. And President Castro and I have had very frank and candid conversations on these subjects.”

He praised Cuba’s achievements in education and health care while affirming “Cuba’s destiny will not be decided by the United States... The future of Cuba will be decided by Cubans.” Obama also pushed for more travel, trade, and Internet access, announcing deals and exchanges.

Castro welcomed the visit as the first by a US president in nearly nine decades and noted concrete results from restored diplomatic ties. The two leaders later attended an exhibition baseball game between the Tampa Bay Rays and Cuba’s national team.



During the joint presser, reporters pressed Castro on political prisoners. He famously replied, “Give me a list of the political prisoners and I will release them immediately... What political prisoners?”

That said, the 1996 shootdown was no secret. It drew international condemnation, led to the Helms-Burton Act tightening the embargo, and has long been a flashpoint for Miami’s Cuban-American community. Families of the victims have waited 30 years.

GET BREAKING U.S. NEWS & POLITICAL UPDATES
STRAIGHT TO YOUR INBOX.

MORE STORIES

Bruce Springsteen backed Stephen Colbert on his final-week Late Show episode, criticizing Donald Trump and Paramount leadership amid cancellation debate
23 minutes ago
Homan rejects criticism over deportation pace, pledging to increase arrests and target top threats
44 minutes ago
Wes Moore revisited attacks that surfaced during his 2022 gubernatorial campaign, including criticism that came from within Democratic circles
1 hour ago
Robert Garcia alleged Trump negotiated the $1.8B fund himself, potentially distributing it to allies, election deniers, or even benefiting personally
1 hour ago
The indictment marked a rare US action against a former foreign leader and aligned with Trump’s broader push to increase pressure on Cuba’s government
2 hours ago
A video at Albany’s press event featured Alec Baldwin impersonating Donald Trump alongside Kathy Hochul, drawing laughs and online debate
2 hours ago
Rep Delia Ramirez accused Nancy Mace of targeting immigrants during her South Carolina governor campaign
3 hours ago
Speaking on his show, Shapiro mocked Massie’s post-defeat posture and suggested the congressman had already accepted that his future in Congress was limited once President Donald Trump backed his opponent
3 hours ago
Nancy Mace named Ilhan Omar and Pramila Jayapal while proposing limits on naturalized citizens in federal office
3 hours ago
Bill Cassidy said America requires leadership 'grounded in steadiness, trust, constitutional principles, and a renewed sense of unity'
3 hours ago