Timeline of Recent US-Cuba Relations amid Heightened Tensions in Trump's Second Term

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)
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)
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Timeline of Recent US-Cuba Relations amid Heightened Tensions in Trump's Second Term

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)
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)

Wednesday's US indictment of former Cuban President Raúl Castro is the latest salvo in the Trump administration’s months-long pressure campaign against the Caribbean island's socialist-controlled government.

Castro was charged for his alleged role in the 1996 shootdown of two planes operated by the Miami-based exile group Brothers to the Rescue. Castro was defense minister at the time.

President Donald Trump has been escalating talk on regime change in Cuba after the military action in Venezuela early this year resulted in the capture of President Nicolás Maduro. In addition, a White House-ordered economic blockade has led to blackouts, food shortages and a collapse in economic activity across Cuba.

The indictment comes amid rising tensions between Trump's administration and Cuba’s government. Meanwhile, the US is in the midst of an uneasy ceasefire in the US war against Iran.

Here’s a closer look at developments over the year between Cuba and the US.

Jan. 4 A day after the operation in Venezuela that captured Maduro, Secretary of State Marco Rubio declared Cuba's government was “in a lot of trouble," as the president renewed calls for an American takeover of the Danish territory of Greenland.

Jan. 11 Trump fired off a warning to the government of Cuba as the close ally of Venezuela braced for potential unrest after Maduro was deposed. Trump called for the Cuban government “to make a deal BEFORE IT IS TOO LATE."

Cuba’s president, Miguel Díaz-Canel, responded, “Those who turn everything into a business, even human lives, have no moral authority to point the finger at Cuba in any way, absolutely in any way.”

Jan. 30 Trump signed an executive order to impose a tariff on any goods from countries that sell or provide oil to Cuba, a move that could further cripple the island.

Feb. 27 A day before the war in Iran began, Trump said the US was in talks with Havana and raised the possibility of a “friendly takeover of Cuba,” though he didn't offer any details.

Trump said Rubio was in discussions with Cuban leaders “at a very high level.”

Trump didn’t clarify his comments but seemed to indicate that the situation with Cuba, among Washington’s bitterest adversaries for decades, was coming to a critical point.

Sometime in February Raúl Guillermo Rodríguez Castro, the grandson of Castro known as "Raúlito," secretly met with Rubio on the sidelines of a Caribbean Community summit in St. Kitts in February.

March 13 Díaz-Canel said Cuba and the US held talks, marking the first time the Caribbean country confirmed widespread speculation about discussions with the Trump administration amid an energy crisis.

He said the talks “were aimed at finding solutions through dialogue to the bilateral differences between our two nations. International factors facilitated these exchanges.”

March 31 A sanctioned Russian oil tanker arrived in Cuba, the first time in three months fuel reached the island.

April 9 Diaz-Canel said he would not resign.

April 10 Two senior State Department officials — Jeremy Lewin, who is in charge of all US foreign assistance, and Michael Kozak, the top US diplomat for Latin America — led a delegation to Havana and met with Rodríguez Castro, according to one US official familiar with the meetings.

April 12 Díaz-Canel said in an interview he would not step down and that the US has no valid reason to carry out a military attack against the island or to attempt to depose him.

Speaking in the interview on NBC's “Meet the Press,” the president said an invasion of Cuba would be costly and affect regional security.

April 16 Díaz-Canel spoke during a rally that drew hundreds of people to commemorate the 65th anniversary of the declaration of the Cuban Revolution’s socialist essence.

“The moment is extremely challenging and calls upon us once again, as on April 16, 1961, to be ready to confront serious threats, including military aggression. We do not want it, but it is our duty to prepare to avoid it and, if it becomes inevitable, to defeat it,” Díaz-Canel said.

April 17 News emerged that an American delegation recently met with Cuban government officials, marking a renewed diplomatic push. This was at least the third meeting with Rodríguez Castro.

A senior State Department official met with Rodríguez Castro earlier in the month, according to a department official, who was not authorized to comment publicly and spoke on condition of anonymity to discuss the sensitive matter.

The official did not say who from the US met with Rodríguez Castro, whose grandfather is believed to play an influential role in the Cuban government despite not holding an official post. A second US official said Rubio was not part of the delegation that visited Havana.

April 23 A Cuban diplomat speaking at the United Nations said Havana will not abide by any American “ultimatums” to release political prisoners as part of new talks.

In an interview with The Associated Press, Cuban Ambassador to the UN Ernesto Soberón Guzmán said internal issues regarding detainees “are not on the negotiating table.” The release of political prisoners was a key US demand as the longtime adversaries held discussions in Cuba for the first time in a decade.

April 28 Senate Republicans rejected legislation from Democrats that would have required Trump to end the US energy blockade on Cuba unless he receives approval from Congress.

The vote on the war powers resolution showed how Republicans continue to stand behind Trump as he acts unilaterally to exert American force in a range of global conflicts, including Venezuela, Iran and Cuba — one of the US’s closest neighbors.

May 7 US officials said the United States was not looking at imminent military action against Havana despite Trump’s repeated threats that “Cuba is next” and that American warships deployed in the Middle East for the Iran conflict could return by way of the island.

The officials involved in preliminary discussions with Cuban authorities also told the AP that they are not optimistic the communist government will accept an offer for tens of millions of dollars in humanitarian aid, two years of free Starlink internet access for all Cubans, agricultural assistance and infrastructure support.

But they said Cuba had not yet outright refused the offer, which came with conditions that the government has long resisted, even after the Trump administration imposed new sanctions on Havana.

May 14 US and Cuban officials said CIA Director John Ratcliffe met with Cuban officials including Raúl Castro’s grandson during a high-level visit to the island.

Ratcliffe met with Rodríguez Castro, Interior Minister Lázaro Álvarez Casas and the head of Cuban intelligence services, and discussed intelligence cooperation, economic stability and security issues. A CIA official confirmed the meetings to the AP.

May 15 The Justice Department was preparing to seek an indictment against Castro, three people familiar with the matter told the AP.

One of the people said the potential indictment was connected to Castro’s alleged role in the 1996 shootdown of two 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.

May 18 The State Department imposed a new layer of sanctions on several Cuban government agencies, including the Interior Ministry and National Police and Intelligence Directorate, as the Trump administration continued to ratchet up pressure against the island.

May 20 Federal prosecutors announced a grand jury indictment against Castro in connection with the shootdown of the two Brothers to the Rescue planes in 1996.



At a Gaza Zoo, War Takes Its Toll on the Animals

A female lion sleeps inside a cage at a zoo in Nuseirat, in the central Gaza Strip, August 12, 2026. (Reuters)
A female lion sleeps inside a cage at a zoo in Nuseirat, in the central Gaza Strip, August 12, 2026. (Reuters)
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At a Gaza Zoo, War Takes Its Toll on the Animals

A female lion sleeps inside a cage at a zoo in Nuseirat, in the central Gaza Strip, August 12, 2026. (Reuters)
A female lion sleeps inside a cage at a zoo in Nuseirat, in the central Gaza Strip, August 12, 2026. (Reuters)

As children walked into the zoo near Gaza's Nuseirat refugee camp, they found a lion barely looking back at them through the bars of its cage and chimpanzees sitting listlessly in their enclosure.

Many of the animals were malnourished, weakened by shortages of food, medicine and vaccines. But they were still alive, largely thanks to the efforts of zoo owner Mahmoud Gomaa.

He originally ran the attraction in the southern city of Rafah, but said he had to flee when Israeli troops attacked and occupied part of the area in 2024.

As the conflict raged, he moved the surviving animals from town to town before finding a place in Nuseirat ‌in central Gaza earlier ‌this year.

There, he reopened the zoo, hoping to give traumatized youngsters ‌something ⁠to enjoy after ⁠nearly three years of destruction.

ZOOKEEPER RETURNED TO FIND ANIMAL BONES

"In the beginning of the war people were looking for a way to survive ... and I was looking for a way to save the animals more than saving myself," Gomaa told Reuters.

There were a number of zoos in Gaza before the conflict between Israel and Hamas erupted, displaying exotic and wild animals including lions and eagles, municipal records show.

Anyone trying to keep one open now faces enormous challenges, ⁠vets and animal experts said, not least in getting food in ‌a territory struggling to feed its human population.

"Owners ‌are currently feeding them frozen meat," veterinarian Nidal Fadel said. "This is a catastrophe and a wrong nutritional plan ‌because in nature they eat fresh prey."

Palestinian children play outside a zoo damaged during the war, in Gaza City, August 15, 2026. (Reuters)

The animals themselves are bearing the brunt ‌of the war — sometimes directly.

When Gomaa fled Rafah, he said he had to leave behind three lions, several crocodiles and some African ostriches.

A few months later, Gomaa returned and only found the bones of the crocodiles and the ostriches. Those three lions, which he had locked in their cages, had ‌disappeared.

There is also the trauma caused by the sound and sight of the conflict raging around them.

"Lions can detect sounds and ⁠disturbances that humans may not ⁠notice," said Amir Khalil, a veterinarian who has led several trips to Gaza by the animal welfare organization Four Paws and rescued other zoos' animals.

"Bombing and constant conflict create enormous stress and fear for them," he added.

In Nuseirat, the surviving lion barely looked up at the visitors. But the children had better luck with some of the other animals, letting parrots ride on their shoulders and petting smaller monkeys.

It was a rare chance to relax in an enclave still facing regular airstrikes, despite a fragile ceasefire. Israel's military, which says its attacks are aimed at militant targets, did not immediately respond to questions about the conflict's impact on civilian facilities like zoos and their animals.

"Today there is no avenue for children to play," said visitor Karam Al-Mazin, 42.

"There is nothing except rubble, stones and tents, so children today are bored and are in a difficult situation."


The 60-day Deadline for an Iran Peace Deal is Expiring. Here's Where Things Stand

A woman holds an Iranian flag as part of a pro-government campaign in downtown Tehran, Iran, Monday, Aug. 17, 2026. (AP Photo/Vahid Salemi)
A woman holds an Iranian flag as part of a pro-government campaign in downtown Tehran, Iran, Monday, Aug. 17, 2026. (AP Photo/Vahid Salemi)
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The 60-day Deadline for an Iran Peace Deal is Expiring. Here's Where Things Stand

A woman holds an Iranian flag as part of a pro-government campaign in downtown Tehran, Iran, Monday, Aug. 17, 2026. (AP Photo/Vahid Salemi)
A woman holds an Iranian flag as part of a pro-government campaign in downtown Tehran, Iran, Monday, Aug. 17, 2026. (AP Photo/Vahid Salemi)

The deal that US President Donald Trump signed at Versailles in June set an ambitious 60-day deadline for ending the war with Iran and reaching an accord on its nuclear program.

The deadline was Monday, and the two sides are further apart than they were then, The Associated Press said.

Talks, such as they are, have focused on reopening the Strait of Hormuz and lifting a US blockade on Iran, both of which were supposed to have happened under the interim deal. There has been no sign of any compromise on the strait, or that detailed nuclear talks have even begun.

The US, meanwhile, has no good options for getting out of the war it started alongside Israel.

Acceding to Iran's latest demands would mean giving it control over a critical international waterway that carried a fifth of the world's traded oil and gas before the war — and would be tantamount to admitting defeat. Escalating the deeply unpopular war would further draw down US supplies of advanced missile interceptors, jolt the world economy, and drive up gas prices ahead of US congressional elections.

So both sides have dug in, hoping the other will blink first. So far, neither has.

The interim deal collapsed weeks later

The June deal, known as the Memorandum of Understanding, called for a halt to all military operations and set a 60-day deadline for an agreement to permanently end the war and resolve the longstanding dispute over Iran's nuclear activities.

It called for the Strait of Hormuz to be reopened but gave Iran a vaguely defined role in facilitating traffic, leaving open the possibility it could charge fees after the 60-day deadline. Iran has seized on that clause to claim control over the waterway.

A week after the deal was signed, Iran began firing on vessels using a route along the coast of Oman, on the other side of the strait, that is overseen by the US military and intended to bypass Tehran's control.

The US responded by striking Iran, which retaliated by attacking Arab countries hosting American forces, like Jordan, Kuwait and Bahrain. The US canceled waivers issued as part of the deal that had allowed Iran to sell its oil internationally and Trump restored a blockade of Iran's ports.

Each side accused the other of violating the June agreement, of which almost nothing remains.

The fighting eventually died down. A related truce in Lebanon between Israel and the Iran-backed Hezbollah has mostly held, even as Israeli troops occupy large areas in the country's south. Lebanon's "territorial integrity and sovereignty" were to have been ensured under the June deal.

Iranian officials say they stopped negotiating with the US in June, while acknowledging that messages have been relayed by intermediaries. Trump says the talks have continued, occasionally claiming progress after pulling back from threatening major strikes.

Pakistan, which played a key role in brokering the June agreement, noted last week that the deadline was Monday while expressing hope it would be extended.

“We are not closing the chapter,” Foreign Ministry spokesman Tahir Andrabi said. “Pakistan is making all-out efforts to bring the two parties to the negotiating table.”

Iran's leaders think they can force Trump to give up the strait

Earlier this month, Iran issued a list of demands for reopening the strait, including the lifting of the American blockade, the withdrawal of US forces from around Iran and the payment of reparations for damage inflicted in the war started by the US and Israel on Feb. 28.

Even then, Iran has said it would control the strait — and potentially charge fees — through an agreement it is negotiating with Oman, and that the strait will not go back to being an open, toll-free waterway as it was before the war.

Iran-backed Houthis in Yemen have meanwhile begun attacking oil tankers in the Red Sea, threatening another crucial trade route that had been used to relieve some of the pressure from the strait being closed.

Trump has rejected Iran's demands — saying it's Tehran that should pay war reparations and claiming the US controls the strait. He appears to be banking on economic pressure — in the form of the blockade and longstanding sanctions — to bring Iran's rulers to their knees.

Iran's economy has been battered by the war and isolation, and inflation has soared. The crisis could stoke renewed anti-government protests, like those that were brutally crushed in January.

Traffic through the Strait of Hormuz, which rose immediately after the interim deal, is back to a small fraction of what it was before the war. Rising prices of fuel and other goods are expected to climb further the longer this continues with effects far beyond the Middle East.

The clock is still ticking for both sides.


Battered by War, Iran’s Rulers Wary of More Economic Pain and Unrest if US Tightens Pressure

People walk in the Grand Bazaar in Tehran, Iran, August 17, 2026. Majid Asgaripour/WANA (West Asia News Agency) via Reuters
People walk in the Grand Bazaar in Tehran, Iran, August 17, 2026. Majid Asgaripour/WANA (West Asia News Agency) via Reuters
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Battered by War, Iran’s Rulers Wary of More Economic Pain and Unrest if US Tightens Pressure

People walk in the Grand Bazaar in Tehran, Iran, August 17, 2026. Majid Asgaripour/WANA (West Asia News Agency) via Reuters
People walk in the Grand Bazaar in Tehran, Iran, August 17, 2026. Majid Asgaripour/WANA (West Asia News Agency) via Reuters

Even as Iran projects resilience in the war with the United States, its leaders are worried that a threat of more economic punishment by Donald Trump could increase hardships, reignite unrest and further erode the regime’s legitimacy.

The US president vowed on Friday to hit Iran hard economically, a day after Treasury Secretary Scott Bessent said Washington would impose measures on Tehran that have "never been seen" as early as next week. Washington has not said what those measures will entail.

For all the bravado of Iran's leaders after holding out in nearly six months of conflict and effectively closing the Strait of Hormuz, a vital global oil supply route, they face mounting pressure at home that could result in nationwide unrest, according to three Iranian officials.

The officials, two political insiders, a former Iranian official and a dozen ordinary Iranians spoke to Reuters for this story on condition of anonymity, either for fear of retribution or because they are not authorized to speak to media.

Iran entered the war with high inflation, a weakening currency, energy shortages, sanctions and deep structural weaknesses, and must now contend with damaged infrastructure, disrupted trade, lost production and the cost of rebuilding.

Arshia, a civil engineer, spent a decade working in Iran’s construction industry before the war that began with US and Israeli attacks on February 28 brought projects largely to a standstill.

He is now struggling ‌to find work as ‌projects are delayed or cancelled and costs soar, with little prospect of a rapid recovery.

"I’m worried. If Trump imposes ‌more sanctions, ⁠how will ordinary ⁠people survive? I don’t want my country to be punished militarily or economically. We’re already struggling,” said the father of two from the central city of Isfahan.

His plight reflects a broader reality across Iran, where US strikes damaged factories, power plants, transport networks and other critical infrastructure, adding to pressure on an already strained economy.

Mohsen, 53, was forced to shut his small import-export business with Gulf countries after Iran retaliated against US strikes by targeting American bases and assets in the region.

"I had to lay off 10 employees. It was painful, but I had no choice. I could no longer afford to pay their salaries, and now I’m relying on my savings to support my family," he said from the southern port city of Bandar Abbas.

INFLATION, UNCERTAINTY HIT HOUSEHOLDS

Iran’s annual inflation rate reached 66% in July, while consumer prices were 87.9% higher than a year earlier, according to Iran’s Statistical ⁠Center. Food inflation hit 128% year-on-year.

For Iran’s rulers, the greater threat may be not economic pain itself, but the risk ‌that worsening hardship reignites mass unrest, said the two insiders and one official.

The appointment of Hossein Taeb ‌last week, a key architect of past crackdowns, to lead Iran’s Basij militia is one of the clearest signs yet of growing concern over a resurgence of unrest, a former reformist ‌official said.

The Basij, a paramilitary volunteer militia, is affiliated with Iran's powerful Revolutionary Guards, which have both been used by the clerical rulers to quell protests.

Economic ‌grievances have repeatedly spilled into nationwide protests in Iran in recent years.

In January, nationwide protests over economic hardships were crushed by the IRGC and the Basij force, with thousands killed.

In recent months, Iran’s clerical rulers have responded to fears of renewed unrest with executions, arrests, summonses and lengthy prison sentences targeting journalists, lawyers, activists, human rights advocates and students, rights groups say.

Officials say the measures are needed to maintain stability during wartime. Critics say they could deepen the divide between the clerical establishment and a public frustrated by rising economic pressures.

SALARY 'GONE WITHIN DAYS'

Families are cutting ‌back on meat and other staples, opting for cheaper alternatives.

"I’m ashamed in front of my children. My salary is gone within days. Meat and chicken have disappeared from our table. I have no idea how we’re going to ⁠get by," said Hossein, a government employee in ⁠the central city of Yazd.

Rents rose 31% year-on-year in March, according to the Statistical Centre, while state media reported Tehran housing prices at roughly 50% above last year.

Iran’s minimum wage was raised by about 60% this year, but continued rial depreciation has eroded purchasing power, with the dollar value of the minimum wage falling from about $105 to $86 since late March.

Bijan, 40, earned about $1,000 a month as an engineer when he entered the job market 15 years ago. He has since turned to online tutoring to make ends meet. Now, he and his wife struggle to make about $400 a month and have left Tehran for a cheaper province.

"I used to work maybe five or six hours a day ... Now, it’s all work or looking for work, or feeling anxious about not having enough work," said Bijan.

For many Iranians, fear of renewed conflict has made planning for the future increasingly difficult.

US NAVAL BLOCKADE RATCHETS UP COSTS

Iran has sought to keep essential goods moving through alternative routes, including land corridors and the Caspian Sea, but those alternatives are also coming under strain.

Strikes on bridges have disrupted overland transport, increasing the cost and time needed to move goods into Iran.

President Masoud Pezeshkian last week acknowledged the squeeze, saying: “Our problems have multiplied several times over, while our income has also fallen.”

Goods that once arrived by ship now take longer routes into Iran, driving up prices, he said, adding that Iran is selling less oil and collecting less tax revenue from damaged or struggling businesses.

The blockade has also effectively cut off Iran’s gasoline imports, lawmaker Reza Sepahvand told Iran's ILNA news agency on Saturday, adding that Iran’s daily gasoline output had reached its limit at about 130 million liters, compared with consumption of 137 million liters.