Caloosa Comedy Nights with Headliner Jeff Klein

Our headliner, Jeff Klein, may not be a household name....yet, but he just might in the near future. This is your chance to catch him live!

Headliner Jeff Klein

While talking about not fitting into his communities or clothes anymore, Jeff Klein has performed at Gay Pride Comedy Fests from coast to coast. This Florida-born comic is the host of Beer with a Queer—an online rant of a show—and created the yet-to-be critically acclaimed online series Outside a Comedy Club.

Blending his two worlds, Jeff founded the wildly popular Wigs and Wit comedy show, where drag queens and stand-up comics competed for the coveted crown.

​Jeff Klein competed in the 2022 San Francisco Comedy Competition and can be found on stages across Tampa Bay and beyond.

Feature Caroline Post

Caroline Post- originally from New York City, the child of European Immigrants – this provided the basis for a sharp tongue and bitingly quick wit making Caroline Post a crowd favorite.

Middle-Aged, married with adult kids and aging parents who wouldn’t be Laughing on Life’s Tightrope??

Caroline Post performs all over Florida and beyond. She has been in most of Florida’s major comedy clubs: The Comedy Zone, Sidesplitters, The Orlando Improv, FunnyBone Tampa, Visani’s, Snappers, Laugh Inn Café, Just The Funny, The Spitfire Comedy Theater, Jackie Knight’s Comedy Club, Venturino’s Comedy Club, Mad Caps, LOL, The Villain, The Library, Porky’s, Off The Hook, Cocoanuts, Sunshine City Comedy Club, The Boca Black, Box, The Loft, The Block, Gregory’s Upstairs, NYC: The Broadway Comedy Club, The Gotham Comedy Club.

Caroline Post has also performed in GA, PA, NJ, NV, NY, St Thomas USVI

Also check out other Comedy events in Sanibel, Entertainment events in Sanibel, Arts events in Sanibel.