What a US Invasion of Cuba Would Look Like

June 2, 2026 23 min read
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The Caribbean nation of Cuba is running out of time. Months into a nearly total oil blockade by the United States, the situation on the island has gone critical. Daily rolling blackouts, intermittent collapses of the power grid, and shortages of food and medicine are now a fact of life for Cubans. But however bad Cuba’s situation already was, it is becoming increasingly clear that something even worse sits on the horizon.

New reports suggest the American military is drawing up a range of attack plans for the island, as White House directives instruct the Pentagon to ramp up preparations for full-scale action. In Washington, President Donald Trump continues to tell the world openly that Cuba is in the crosshairs. “Cuba is going to be next,” he offered a few weeks ago, and, while discussing operations in the Middle East last Monday, he added: “We may stop by Cuba after we’re finished with this.”

In the United States, the prospect of a Cuban invasion still seems far off. The war with Iran could turn hot again at a moment’s notice, and American media outlets appear insistent on treating Cuba as just another un-serious Trumpian fantasy. But in Havana, and across the rest of the world, there are no illusions about what Trump appears to be planning, as Cuban leaders vow to fight and die in defense of their country.

Key Takeaways

  • Cuba is enduring a near-total US oil blockade that has triggered rolling blackouts, grid collapses, and acute food, water, and medicine shortages, with the island’s essential services running out of fuel.
  • Two 2026 precedents bracket the analysis: Venezuela, where US special operators decapitated and co-opted the regime in a clean raid, and Iran, where a shock-and-awe campaign failed to force capitulation and nearly triggered a regional humanitarian disaster.
  • Cuba’s political cohesion resembles Iran’s — a deeply entrenched, ideologically loyal elite unlikely to produce a willing collaborator like Venezuela’s Delcy Rodriguez — but its military weakness and humanitarian predicament resemble Venezuela’s.
  • The military conglomerate GAESA, which controls roughly 60 percent of Cuba’s economy, binds the political class, business elite, and armed forces into a mutually dependent bloc that functions as a collective suicide pact against defection.
  • Cuba’s armed forces are run-down and largely non-operational: a grounded Cold War air fleet, a handful of unseaworthy vessels, and an army equipped with antique Soviet tanks it cannot fuel. The island recently held air-defense drills using ox-drawn machine guns.
  • WarFronts identifies five US military options — a strengthened blockade, a Maduro-style snatch-and-grab, a limited decapitation strike, a full air and sea campaign, and a ground invasion — with the snatch-and-grab and the decapitation strike judged the likeliest.
  • A possible US-favored successor already exists in Raul Rodriguez Castro, grandson of Raul Castro, who has back-channeled with Washington — but installing him over a regime still loyal to the revolution would be Washington’s hardest problem.

Despite the war in the Middle East, despite ongoing US operations in Africa, South America, and the southern Caribbean, Cuba is approaching zero hour. This is what we need to understand about a hypothetical Cuban invasion before it happens, in a moment when a US takeover is starting to seem inevitable.

A Year That Set the Terms

Precedent is not the same thing as prediction, but in Cuba’s case precedent can be a very big help. It will not be controversial to say that 2026 has been extraordinarily turbulent, and at the heart of the year’s chaos lie a pair of US military operations that could not have gone more differently.

First came Venezuela — and yes, that happened this year, less than four months ago as of this writing. American special-operations forces descended on Caracas in a lightning assault, whisking dictator Nicolas Maduro and his wife from their bedroom, bombarding key facilities across the country, and disappearing long before sunrise. Despite all the bluster and nationalist pride of the pre-raid Maduro regime, Maduro’s chosen successor, Delcy Rodriguez, proved extremely willing to oversee a managed transition. She signed away an array of resource-extraction rights to Washington and handed Trump the keys to the Venezuelan kingdom.

Then, on the other side of the spectrum, the US launched its war effort in Iran alongside the Israeli military. Riding high on Venezuela, and allegedly buoyed by some extremely rosy assessments from Israeli Prime Minister Benjamin Netanyahu, Washington appeared caught off-guard when a shock-and-awe offensive and the killing of Supreme Leader Ali Khamenei failed to produce a Venezuela-style result.

Iran’s Lesson and the Spectrum of Resistance

Instead of collapsing, Iran closed the Strait of Hormuz, launched massive barrages of drones and missiles against Israeli, American, and Gulf State targets, and brought the region to the edge of a complete humanitarian disaster. That disaster was avoided only because the two sides worked out a ceasefire before engaging in the wholesale destruction of desalination infrastructure and forcing the evacuation of several Middle Eastern nations. Even now the US-Iran ceasefire is incredibly fragile, and by the time you read this there is a decent chance it will have collapsed completely.

So when we turn to Cuba, we already have two comparison cases to guide the analysis. Venezuela sits at one end of the spectrum: easily overwhelmed, decapitated, then co-opted by US leaders and business interests. Iran sits at the opposite end: fiercely opposed to intervention, unwilling to capitulate under any circumstances, and ready to fight to the bitter end despite the pre-war expectations of US leadership.

Most likely, Cuba falls somewhere in the middle — both in the government’s willingness to resist and in its military’s actual capacity to do so. But figuring out where Cuba lands on that spectrum is the harder task, and it begins with understanding how the Cuban regime really works.

How the Cuban Regime Really Works

Modern Cuba is a one-party socialist state, managed by a deeply entrenched political elite with economic and strategic ties to both Russia and China. Officially the nation is led by President Miguel Diaz-Canel, who rose through the ranks of the Communist Party as a close ally to the establishment. In reality, Diaz-Canel’s personal power is meaningful but limited. Like Venezuela’s Maduro, he is an avatar for a much larger political and business elite.

The country’s most important political dynasty remains the Castro family. First under revolutionary leader Fidel Castro and then under his brother Raul, the Castros guided Cuba through the better part of a century, and today Raul Castro and other members of the family still wield undeniable influence in Havana. Beyond the Castros, the Communist Party’s highest political class, and the relatively wealthy Cuban elite, Diaz-Canel must also manage the influence of the Cuban military — and a unique organization known as GAESA, a massive military-run conglomerate that controls roughly 60 percent of the Cuban economy.

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That is a lot of factions to manage. But in practice, Cuba’s leadership class looks far more like Iran’s than Venezuela’s.

A Leadership Cut From Iranian Cloth

Like the hardliners, moderates, and Revolutionary Guards of the Iranian elite, Cuba’s leadership is prone to factional squabbles. But like their Iranian counterparts, they generally band together, follow common leaders, and unite behind common messages and strategy when they face a threat from the outside. While every government has its opportunists, Cuba does not appear to be a place that would offer an equivalent to Delcy Rodriguez — a high-ranking member of the official line of succession willing to abandon the regime and cut a deal with Washington.

Diaz-Canel seemed to speak for most of the regime when he told Newsweek several weeks ago: “We will battle, we will defend ourselves, and should we fall in battle, to die for the homeland is to live.”

GAESA, and the economic leverage it gives the Cuban military, is another key complication. As in Iran, Cuba’s military is a deeply ideologically motivated institution that sees itself as a guardian of the revolution. Generations of commanders have faced purges for even the slightest whiff of disloyalty to the Castros, and the institution’s doctrine, training, and other key attributes have long been brought into alignment with the ruling party.

GAESA: The Conglomerate as Suicide Pact

GAESA reinforces loyalty between the military and the ruling class in both directions at once. The political class and business elite depend on the military because it oversees a controlling share of the entire economy, while the military depends on the internal protections and the international legitimacy that the civilian government provides.

In the best of times, GAESA has functioned as political insurance for Cuba’s long-time leaders, ensuring the country’s many factions were too interdependent to risk truly serious acts of backstabbing. In the worst of times, GAESA and the other institutions that intertwine Cuba’s factions together function as a collective suicide pact. No matter how much a given faction or rogue actor might want to break away from the state, such an act would be so risky that it verges on the politically impossible.

So if Cuba’s state cohesion and its rulers’ commitment to the Cuban project resemble Iran, then Cuba’s predicament is much closer to Venezuela’s.

The Predicament: A Blockade Iran Never Faced

While Iran has spent years under the crush of international sanctions, the Islamic Republic has never experienced a blockade on the scale Washington is imposing on Havana today. The island is in a total humanitarian crisis after Venezuela — Cuba’s primary source of oil — was brought under Washington’s functional control. With Venezuelan oil out of play, US naval power has easily instituted a blockade around the island.

A shortage of oil does not just mean Cubans leaving their cars parked at the curb. The food supply is on the brink of collapse, water and sanitation services are buckling, and critical infrastructure has been forced to shut down. Hospitals cope with rolling blackouts while enduring severe shortages of medicine and supplies.

There has been limited relief. Mexico has sent humanitarian aid, and in a surprising but temporary reversal of its blockade, the US allowed Russia to deliver roughly 730,000 barrels of oil in early April. But that shipment was little more than a lifeline. Before the blockade, Cuba required roughly 100,000 barrels per day to sustain essential services — meaning the shipment would only have bought about a week. With rationing and limited domestic production, it will stretch further, but clearly not far enough.

In a joint statement on Saturday, April 18, the leaders of Spain, Brazil, and Mexico pledged to increase aid for Cuba and urged the US to avoid military intervention. But if Washington’s response to international criticism across 2026 is any indication, those statements are highly unlikely to produce results.

We should account for the unique constraints Washington could face in taking Cuba, constraints it did not face in its prior engagements this year. A high share of US forces are already tied up elsewhere, especially in the Middle East. The Iran conflict is currently held by a shaky ceasefire with no guarantee it will last. For that reason, Cuba may not face military action until after the Iran war is resolved — yet, as we will explain, Cuba’s unique disadvantages could let Washington pursue two military objectives at once if it chooses the right combination of tools.

A Military That Drills With Ox-Drawn Guns

When we lay out the range of options for military action, we must start with the resistance Cuba can provide. Here, Cuba is far closer to Venezuela than to Iran. Its military is run-down, relatively small, and practically antique.

But before the Cuban Revolutionary Armed Forces, we must discuss Cuba’s greatest disadvantage: geography. Cuba sits at the doorstep of the US mainland, well within range of the incredible numbers of troops and fighting machines stationed on US soil at any given time. Havana lies less than 400 miles from Miami, just over 1,000 kilometers from New Orleans, and less than 1,500 kilometers from Houston.

More relevant for military purposes, Cuba is within range of half a dozen major airbases — meaning even America’s stealth fighters and strike aircraft could hit the island from the mainland with zero need for air-to-air refueling, let alone what its strategic bombers could accomplish. For comparison — and we are not making this up — Cuba very recently held air-defense drills using ox-drawn machine guns.

The rest of the force is no better. Like Iran and Venezuela, Cuba cannot challenge the US in the air; its entire Cold War-era combat air fleet is believed non-operational, and its air defenses are mostly short-range and ineffective against modern aircraft, let alone stealth. The possible exception is a Soviet surface-to-air system, the S-125 Pechora, but even these are, in a word, underwhelming.

At Sea and On Land: Antique and Unfueled

On the water, Cuba sails a pair of frigates refitted after a prior career as fishing trawlers, plus a submarine, a corvette, and a handful of missile boats and minesweepers. Most are not seaworthy, and those that could make a difference rely on too much fuel for Cuba to power them amid the blockade. For reference, the US has been holding its blockade using just a couple of Coast Guard cutters, albeit with a much larger naval presence deployed in the surrounding region.

If Cuba can present any threat, it is on land, where the Cuban Revolutionary Army boasts an active-duty strength of roughly 39,000 troops. At their disposal are more than a thousand Soviet-era T-55 main battle tanks, plus hundreds of more modern T-62s, hundreds of tank destroyers, hundreds of self-propelled artillery pieces, and more than a thousand field guns, along with abundant anti-air cannons. But those forces hit the same wall as the Navy and Air Force: much of the equipment is inoperable, the rest is badly outdated, and most of it requires fuel Cuba does not have.

Cuban leaders have vowed to call upon militias and paramilitaries in a crisis, but Havana is believed to be greatly exaggerating their actual strength. To its credit, the Cuban military is believed to understand these limitations, and it has adopted asymmetric, unconventional tactics to match. Cuban elite forces have a relatively strong reputation, even though dozens of Cuban guards proved unable to save Maduro in Venezuela. But those strengths are only relevant if Washington chooses to fight on Cuban soil.

Finally, there is no credible evidence Cuba possesses long-range ballistic or cruise missiles, or one-way attack drones, that could strike the United States. Such offensive capability could be a real game-changer — especially the potential to hit the mainland directly — but those simply are not weapons Cuba is believed to have. US drone defense is a known blind spot, illustrated by the unidentified drones that flew over the Fort McNair homes of Secretary of State Marco Rubio and Secretary of Defense Pete Hegseth in mid-March. But that vulnerability is irrelevant if Cuba lacks the means to exploit it.

Option One: Tighten the Blockade

With Cuban defenses in mind, we can lay out the basic options. A diplomatic resolution is also possible — as of this writing, a US delegation has just returned from Cuba to seek a breakthrough and to warn of the repercussions if no agreement is reached. But this analysis is squarely focused on the military options, of which we identify five.

Option one is the most hands-off: extending the current blockade and strengthening it, while declining to step up the offense. Washington might deploy a few additional warships and start actively interdicting ships that attempt to assist Cuba, regardless of origin. Right now the blockade is primarily economic; the two Coast Guard cutters on hand have not yet been challenged. A strengthened blockade could interdict future Russian oil tankers, halt aid shipments from Mexico or Brazil, and dismantle the smaller activist convoys ferrying aid on limited budgets and civilian vessels.

The benefits are obvious: the US would place no troops in harm’s way, aside from the risk of a confrontation while stopping or boarding a vessel. But this is a passive measure, and the US would gamble that Cuba — like Iran — cannot hold out longer than expected. Just as important, it would risk an international incident with Russia, Mexico, or any other nation seeking to relieve the blockade.

Option Two: The Maduro-Style Snatch-and-Grab

Option two is the Maduro approach: a lightning-fast snatch-and-grab in which Cuba’s leaders are taken captive. As in Venezuela, Cuba would likely face a first wave of disabling attacks aimed at air defenses, aircraft, and any other imminent threats to incoming US forces. Then, riding on helicopters piloted by America’s Night Stalkers, a combination of special-operator units — probably spearheaded by Delta Force — would enter Havana, reach their target, breach ground defenses as quickly as possible, and exit.

The advantages are real. The US lost no operators in Venezuela and won begrudging, somewhat shocked admiration from even long-time adversaries. The raid was a major PR success for the Trump administration and delivered Venezuela neatly to Delcy Rodriguez. Even better, Delta Force came slicing through Cuban bodyguards before reaching Maduro, suggesting Cuban forces in Havana might offer comparable resistance.

But Cuba presents problems Venezuela did not — most importantly, the pressure to decide who should be spirited away. Cuba’s president is not the only person who could credibly take control in a crisis; so could Raul Castro, a designated family member or political representative, or the leaders of the military. None appear as willing to cut a deal as Delcy Rodriguez. So who does the US take out? And if it tries to grab everyone at the top, can it count on the zero-fatality victory it achieved in Venezuela?

Option Three: A Limited Decapitation Strike

Option three is a surgical strike campaign, a more limited version of what the US and Israel accomplished on the opening day of the Iran War. Using stealth aircraft to suppress and destroy air defenses, strike aircraft and sea-launched Tomahawk missiles against fixed targets, and strategic bombers against deeply buried bunkers and other critical locations, the US could try to decapitate the Cuban leadership. The goal would not be prisoners but the complete elimination of the echelon of people who could take control in a crisis.

Provided the US had solid intelligence on the leaders’ whereabouts, it is not clear Cuba could meaningfully resist. An opening wave of stealth aircraft could easily eliminate Cuban surface-to-air missiles, and Cuba is not believed to possess reinforced bunkers that could withstand America’s most dangerous burrowing bombs.

The risk is that Washington would have conducted a full-on decapitation strike against the leadership of a sovereign nation that posed no tangible, imminent threat to the United States. It would also risk the outcome now emerging in Iran: a situation where most of the pre-war leadership is dead but the military and a new generation of civil leaders are willing to hold out. Worse still, the US could repeat the mistake Trump acknowledged in Iran — picking out ideal negotiating partners and then killing them in the strike campaign.

Option Four: A Full Air and Sea Campaign

Option four is a far more comprehensive version of option three: a full-scale, extended air and sea campaign designed to destroy Cuba’s military, and possibly its critical infrastructure and economic targets. It would leverage the same strike aircraft and sea-launched missiles, combined with American strategic bombers based on the mainland.

In this scenario, the only limit to the destruction would be the limits of US ambition. This is not the sort of operation Cuba could prevent, and given America’s proximity, it could probably be achieved with a relative degree of surprise. Unlike the hundreds of long-range flights and major fleet movements to and from the Middle East before the Iran conflict, the US could build up forces for a Cuba campaign without ever departing the mainland.

Nor could Cuba deter strikes against economic, infrastructural, or even civilian targets the way Iran did. Where Iran could threaten long-range drone and missile strikes against Gulf-state infrastructure, Cuba has neither the weapons nor the nearby third nations to apply the same pressure.

The downsides are a worse version of option three’s: a wholesale campaign of destruction against a nation that posed no real threat to the US or its allies. Logistically, the US has burned through a fair proportion of its munitions in Iran, and while Washington retains sufficient stockpiles of most equipment types, Pentagon planners may feel it is time to urge restraint. Finally, a full-scale campaign may prompt a wave of emigration toward the southern United States, overwhelming it with asylum-seekers the Trump administration and its supporters would be unlikely to welcome.

Option Five: A Ground Invasion

Option five would be the most overwhelming of all: a full-scale ground invasion of Cuba, with the intent to clear the island meter-by-meter if necessary. The US is close enough, and has enough amphibious landing forces available in the area, that this is a real possibility — especially given America’s ability to ferry military equipment across the Caribbean once it establishes a foothold. The US already holds a naval base on Cuban soil at Guantanamo Bay, and while the forces there could not conduct meaningful offensive action alone, they could provide a relatively safe landing point for a much larger invading army.

There are two major benefits. First, while a Maduro-style raid or an air campaign might not achieve its intended effect, a ground invasion leaves nothing to chance: with tens of thousands of US forces operating in a limited area with an overwhelming quality and equipment advantage, the US could chew through resistance until nothing remained. Second, because an eventual US victory is highly likely in an all-out assault, the Trump administration could sense a politically advantageous opportunity to display American might.

But the greatest drawback, by a wide margin, is the human cost. A full-scale invasion, where US forces would come into contact with asymmetric guerrilla-style resistance, would result in dozens — if not hundreds — of US fatalities, and a casualty rate considerably higher than that.

Weighing the Odds

Our team is not in the business of hard-and-fast predictions, and Washington could choose any of these options — or draw down the blockade and end the crisis entirely. But among the five, we can identify those that are more, or less, likely.

On the less likely end are option one, the scaled-up blockade, and option five, the all-out ground invasion. The blockade by itself might remain in place until the Iran conflict is wrapped up, but after that, this administration has shown that patience is not its strong suit; a blockade could take many more months to collapse the regime, if it collapses at all. Conversely, Trump and his allies have shown a clear aversion to casualties — especially US troop deaths — throughout the Iran conflict. A full-scale ground invasion would place too many troops at risk.

Of the three remaining options — a snatch-and-grab, a limited decapitation, and an all-out air and sea campaign — the protracted bombardment is probably less likely than the other two. If the snatch-and-grab or the decapitation fails, a larger bombardment remains feasible as a Plan B.

The Successor Problem

The real question is decapitation versus a precise ground raid like the one Trump pulled off in Venezuela. Washington may already have a favored successor picked out, Delcy Rodriguez-style, in Raul Rodriguez Castro, grandson of Raul Castro the elder. He heads the elder Castro’s personal security, is highly influential in Cuba, and is known to be back-channeling with the US government — including a mid-April incident in which he tried to send a secret letter directly to the Trump administration. The letter warned that Cuba was preparing for a potential US incursion, but it also offered economic and investment agreements of the same kind Washington reached in Venezuela.

Even with a favored successor, the real obstacle is getting that successor to the top, when Cuba’s complex political and military elite will be vying for position if the president and the elder Raul Castro are spirited away on helicopters. Unlike Venezuela, a large share of the Cuban elite is believed to remain dedicated to the revolutionary project and would be highly skeptical of a US-installed leader — especially one who seemed to be co-opting the Castro family legacy.

That forces a hard question. Is it easier for the US to capture the elder Castro and Diaz-Canel and hope the younger Castro or another ally can maneuver to the top? Or is it easier to ensure their chosen candidates are off the island, or hidden far from Havana, while a decapitation strike takes place?

Our goal is not to predict a single outcome. While we consider a Maduro-style raid, and especially a limited decapitation strike, to be among the likeliest, anything can happen. For all the things 2026 has been, it has never been predictable, and we do not expect that to change now. We can say with high confidence that at some point in the near future — perhaps once the Iran conflict concludes — Washington will turn its attention to Cuba.

What happens then is up to the US administration to decide. But once that decision is made, the Cuban government may not have much time left.

Simon Whistler
Presented by

Simon Whistler

Simon Whistler is one of YouTube's most prolific educational creators. WarFronts is his deep dive into military history and conflict analysis.

Frequently Asked Questions

Why is Cuba in a humanitarian crisis right now?

The United States is enforcing a near-total oil blockade. After Venezuela — Cuba’s primary source of oil — was brought under Washington’s functional control, US naval power instituted a blockade around the island. The result is rolling blackouts, grid collapses, a food supply on the brink, buckling water and sanitation services, and hospitals short on medicine and power.

What is GAESA and why does it complicate any US action?

GAESA is a massive military-run conglomerate that controls roughly 60 percent of the Cuban economy. It binds the political class, business elite, and armed forces into mutual dependence — political insurance in good times and, in a crisis, a collective suicide pact that makes any single faction’s defection verge on the politically impossible. This means Cuba lacks a Delcy Rodriguez-style insider willing to cut a deal with Washington.

How capable is the Cuban military against a US attack?

Largely incapable. Its Cold War combat air fleet is believed non-operational, its air defenses are mostly short-range and ineffective against modern aircraft, most of its navy is unseaworthy, and its 39,000-strong army fields antique Soviet tanks it cannot fuel. Cuba recently held air-defense drills using ox-drawn machine guns, and its elite guards were unable to stop the US raid on Maduro in Venezuela.

What are the five US military options, and which are most likely?

The five options are: a tightened blockade; a Maduro-style snatch-and-grab; a limited decapitation strike; a full-scale air and sea campaign; and a ground invasion. The analysis judges the blockade and ground invasion least likely — the blockade is too slow and Trump is casualty-averse — while the snatch-and-grab and the limited decapitation strike are considered the most probable courses of action.

Who is Washington’s potential successor candidate in Cuba?

Possibly Raul Rodriguez Castro, grandson of Raul Castro the elder, who heads the elder Castro’s personal security and is highly influential inside the regime. He has back-channeled with Washington and in mid-April sent a secret letter to the Trump administration offering economic and investment agreements similar to those reached after Venezuela. The main obstacle is elevating him over a political and military elite still largely loyal to the revolution.

Sources

  1. https://www.usatoday.com/story/news/world/2026/04/15/pentagon-ramps-up-secret-cuba-planning-trump/89623722007/
  2. http://zeteo.com/p/is-cuba-next
  3. https://apnews.com/article/cuba-president-diaz-canel-fight-us-trump-98317390837f6aa8f560ea157b169c2b
  4. https://www.axios.com/2026/04/17/cuba-negotiations-trump-havana-castro?utm_source=substack&utm_medium=email
  5. https://www.nytimes.com/2026/04/18/world/americas/us-officials-cuba-trump.html
  6. https://www.dw.com/en/spain-brazil-mexico-vow-to-boost-cuba-aid-amid-us-threats/a-76845646
  7. https://www.newsweek.com/donald-trump-says-a-new-dawn-for-cuba-is-coming-watch-what-happens-11848588
  8. https://www.independent.co.uk/news/world/americas/us-politics/pentagon-cuba-military-operation-trump-b2958462.html
  9. https://www.cbsnews.com/news/cuba-will-be-ready-possible-us-attack-trump-threats/
  10. https://www.gzeromedia.com/news/analysis/can-cuba-continue-to-hold-off-the-us
  11. https://www.aljazeera.com/news/2026/4/18/mexico-spain-and-brazil-call-for-cubas-sovereignty-to-be-protected
  12. https://www.newarab.com/news/cuba-ready-possible-us-attack-president
  13. https://responsiblestatecraft.org/cuba-and-us-war/
  14. https://www.usatoday.com/story/news/world/2026/04/17/us-navy-surveillance-drone-flight-along-cuba-coast/89659994007/
  15. https://www.nbcnews.com/world/cuba/diaz-canel-invasion-trump-nbc-news-interview-rcna273638
  16. https://warontherocks.com/the-limits-of-trumps-regime-capture-strategy-from-venezuela-to-cuba/
  17. https://www.wesodonnell.com/p/the-pentagon-is-quietly-planning
  18. https://www.theguardian.com/us-news/2026/mar/19/us-military-not-invading-cuba-trump
  19. https://www.newarab.com/news/growing-signs-cuba-next-donald-trumps-hit-list
  20. https://www.theguardian.com/us-news/2026/feb/27/trump-cuba-regime-change
  21. https://www.thenewhumanitarian.org/analysis/2026/03/09/trump-threatens-force-change-what-do-cubans-want-and-what-do-they-fear
  22. https://www.usatoday.com/story/news/world/2026/04/18/trumps-cuba-military-economic-deal-options/89663295007/
  23. https://www.economist.com/the-americas/2025/11/18/cuba-is-heading-for-disaster-unless-its-regime-changes-drastically
  24. https://time.com/article/2026/03/17/cuba-economic-energy-crisis-trump-us-explainer/
  25. https://news.un.org/en/story/2026/04/1167254
  26. https://www.crisisgroup.org/crisiswatch/march-trends-and-april-alerts-2026#cuba
  27. https://www.americasquarterly.org/article/cubas-military-the-institution-washington-cannot-ignore/
  28. https://militarywatchmagazine.com/article/russia-broke-navy-blockade-cuba
  29. https://www.nytimes.com/2026/03/29/world/americas/cuba-russian-oil-tanlker.html
  30. https://www.cnbc.com/2026/04/17/trump-tanker-diplomacy-hormuz-cuba-iran-war.html
  31. https://www.aljazeera.com/news/2026/4/18/mexico-spain-and-brazil-call-for-cubas-sovereignty-to-be-protected
  32. https://latinamericareports.com/pentagon-reportedly-preparing-for-action-against-cuba/14207/

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