Rubio heads to Caribbean as Trump’s Iran gambit nears tipping point
Washington Post-Feb27th 2026
The secretary of state is attending a regional summit to emphasize the Trump administration’s focus on the Western Hemisphere, even as the prospect of conflict in the Middle East looms.
BASSETERRE, St. Kitts and Nevis — Secretary of State Marco Rubio arrived on the Caribbean island of St. Kitts early Wednesday for what is intended to be a showcase of the Trump administration’s focus on the Western Hemisphere after the U.S. military’s capture of Venezuelan President Nicolás Maduro last month.
Rubio’s brief visit to St. Kitts, where he will attend a meeting of the leaders of the Caribbean Community, or CARICOM, comes as the administration’s focus on this region is being tested by the large buildup of U.S. military assets in the Middle East and the looming threat of significant strikes against Iran if talks this week in Geneva over Tehran’s nuclear program fail to make progress.
The U.S. delegation touched down here bleary-eyed after a late departure following President Donald Trump’s State of the Union address Tuesday evening, in which he awarded a Medal of Honor to a pilot injured in the Maduro raid but also devoted a chunk of his 1-hour, 48-minute speech to the Middle East, promising not to let Iran have a nuclear weapon. Rubio, who in the hours before the speech also briefed members of Congress’s Gang of Eight on Iran, is scheduled to return to Washington on Wednesday evening.
The State Department declined to say why Rubio will not stay longer at the summit, which continues until Friday. The United States is not a member or official observer of CARICOM, which has 15 full members, mostly former British colonies.
Experts said that during his visit to the Caribbean, Rubio will encounter deep uncertainty about the Trump administration’s intentions in the region. “Trump’s second term has offered more questions than answers for Caribbean leaders,” said Jenna Ben-Yehuda, a former State Department official who served in numerous policy and intelligence roles in the Western Hemisphere.
Caribbean countries have been split over the U.S. military’s deadly campaign against alleged drug smugglers. Last year, amid escalating strikes on boats, CARICOM issued a statement calling the region a “zone of peace” that should be free from military intervention. Trinidad and Tobago, which has offered practical and rhetorical support to the administration’s moves, declined to sign the agreement.
Since then, the operation to arrest Maduro, as well as U.S. warnings and an oil embargo aimed at the government in Cuba, have added to a sense of regional instability.
There is a “strategic anxiety right now within Caribbean states about what’s going to happen in the next few months, maybe the next couple of years” in the region, said W. Andy Knight, an expert on Caribbean politics at the University of Alberta.
Most Caribbean nations want more U.S. engagement but they are “yet to see how the promise of increased attention will translate into policy action that directly benefits them,” said Ben-Yehuda, executive vice president of the Atlantic Council, a Washington-based think tank.
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