Greg Gutfeld Bought a Private Island — and Just Invited a Fox News Star to Invest with Him. Surprisingly, It’s 🏝️🧐

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NEW YORK, NEW YORK - JANUARY 22: Host Greg Gutfeld appears during Former 2024 presidential candidate Vivek Ramaswamy's visit to "Gutfeld!" with at Fox News Channel Studios on January 22, 2024 in New York City. (Photo by Roy Rochlin/Getty Images)

By [Author Name] | [News Outlet] | May 21, 2025

In a move no one saw coming, Fox News host Greg Gutfeld has reportedly purchased a private island — and now he's inviting one of his most unexpected colleagues to go in with him.

Sources close to the late-night host say Gutfeld finalized the deal earlier this year for an undisclosed island located “somewhere in the Caribbean, with no HOA and plenty of rum.” But the real twist? He personally reached out to none other than Judge Jeanine Pirro to become his investment partner.

“I need someone who can defend the property and cross-examine trespassers,” Gutfeld joked during a recent segment. “Jeanine was the obvious choice.”

While Pirro hasn’t confirmed her involvement, insiders say she’s “seriously considering it,” especially after learning the island may feature its own courtroom-themed beach bar.

The purchase has sparked buzz across both media and finance circles — not only for the unlikely partnership, but for the potential of what Gutfeld is calling “The Freedom Island Project.” He’s even hinted at inviting select guests to “broadcast from the beach.”

Social media quickly caught wind, with fans already nicknaming the venture “Gutfeld Cay.”


Want a mock map of the island or a satirical investment brochure next?

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