Pleasure Island with Humidity: My Obsession with It’s Florida, Man

I find myself embarrassingly smitten with It’s Florida, Man on HBO Max, a six-episode documentary romp that most critics dismiss with a shrug. The Hollywood Reporter’s Daniel Fienberg summed it up with clinical indifference: “The premise is very straightforward. Each half-hour recounts a real-life mishap of the kind that helped Florida develop its national reputation as a meme in state form . . .”

Fienberg is right about the meme, but he undersells the spectacle. Florida isn’t just weird—it’s a hallucinatory soup pot where the heat never turns down. A bubbling Bouillabaisse of runaways, con artists, half-baked dreamers, and humidity-pickled misfits; the broth gets richer, stranger, and more intoxicating by the hour. Novelists like Carl Hiaasen dip their ladles in and remind us with glee: “You couldn’t write this if you tried.” Comedian Marc Maron, who has roamed the continental madhouse, concurs: there is no asylum wing quite as deranged as the Sunshine State.

The final episode, “Mugshot,” is my favorite. A wanted man from Pensacola turns into a social-media celebrity after his mugshot detonates across Instagram. The local police, suddenly auditioning for daytime television, turn their manhunt into a Jerry Springer-style circus, complete with suspect-shaming and moral squalor masquerading as civic duty. You couldn’t script it unless you were drunk, desperate, and willing to risk being fired by HBO for turning in satire disguised as reportage.

As a college writing instructor, I confess I watch shows like this with an ulterior motive: I’m always looking for essay prompts hidden in the wreckage. It’s Florida, Man practically delivers one to my desk, gift-wrapped in neon: “Freedom and its Discontents.” Not the noble kind of freedom—what philosophers used to call “freedom for”—where self-discipline leads to self-agency, flourishing, and mastery, the Cal Newport variety of cultivated freedom. No, Florida, Man wallows in the basement: “freedom from.” Freedom from the Id, from restraint, from consequence, from sobriety. It’s Pleasure Island on a peninsula, and the longer you stay the faster your ears sprout into donkey ears, your voice degenerates into animal brays, and your dreams curdle into swamp gas.

It’s Florida, Man isn’t just entertainment. It’s anthropology of the grotesque, a front-row ticket to America’s most unruly carnival, where freedom is mistaken for license and the monsters are very much real.