Former U.S. President Donald Trump’s long-standing criticism of Prince Harry and Meghan Markle has resurfaced as he prepares for a state visit to the United Kingdom—an occasion hosted by King Charles III himself. The visit raises questions about how Trump’s outspoken views on the Sussexes may influence diplomatic interactions during an already sensitive period for the Royal Family.

Over the years, Trump has repeatedly targeted Harry and Meghan, at one point suggesting he might deport the Duke before later retracting the remark, adding that Harry had “enough to deal with” simply by being married to Meghan. Although his public jabs have noticeably softened since returning to office for a second term, experts say the tension remains an undercurrent as he meets Harry’s father, King Charles.

Royal commentator Pauline Maclaran believes the Sussex issue will be carefully sidestepped. “I think they will avoid the topic of Harry altogether,” she said, noting that such an approach would be “safer for both of them.”

Despite Trump’s apparent admiration for the monarchy, Maclaran stresses that this does not indicate a close personal bond with the King. She highlights significant differences between the two men—particularly regarding environmental policy, an area in which Charles has long been an advocate.

Still, she anticipates that any meeting will be carefully managed. “Charles will be certain to avoid topics he knows would be conflictual and focus on innocuous subjects unlikely to cause offense,” she explained.

Brittani Barger, co-founder of Royal News, agrees that inviting Trump for a second state visit was strategically sound. She argues that, amid ongoing tariff pressures, the visit could bolster trade negotiations and strengthen diplomatic ties.

“He has immense respect for the monarchy,” Barger said, adding that the invitation reflects a continued effort to preserve the strong relationship between the United Kingdom and the United States.