The shift comes as administration officials struggle to convince the Cuban regime to make major economic and political changes.
05/18/2026
[horrible, but informative article]
The Trump administration has been dancing around the question of whether it will carry out military strikes against Cuba. I am told it is increasingly willing to take such a step.
That’s a significant escalation from a few months ago, when officials were primarily focused on using economic and diplomatic pressure to squeeze the communist regime in Havana.
A U.S. official and a person familiar with the administration’s discussions on Cuba told me that President Donald Trump and his aides have grown frustrated that the U.S. pressure campaign, which includes starving the island of fuel, has not led Cuba’s leaders to agree to significant economic and political reforms. So they’re taking the military option more seriously than previously.
“The mood has definitely changed,” said the person familiar with discussions