Thursday Nights @ General Horseplay

with Gwen Filosa , Steve Crane , Tony Hughes , Stephanie Kaple and Kathy Gilmour

Comedy Key West presents Thursdays Night @ General Horseplay

Local Key West Comedians getting back on the comedy horse in the backyard theater of General Horseplay. Show starts at 8pm. Tickets are $10.

No alcoholic beverages will be served during the show. To-go drinks are available after the show.


General Horseplay, 423 Caroline St, Key West, FL, offers Craft Cocktails & Beers In An Old Brick House. Entertainment nightly in the backyard. A neighborhood bar with a world-class selection.

Gwen Filosa

Gwen Filosa is a journalist covering Key West for FLKeysNews.com and the Miami Herald.She has appeared at Comedy Key West since 2016 and has also performed at the Key West Theater, the San Carlos Institute and the Greenwich Village Comedy Club in New York. Gwen also hosts a weekly comedy radio show, The Gwen Show, on Island 106.9 every Thursday at 6 p.m. She lives with her dog, Pedro. Her parents still pretend she's not gay.

Steve Crane

Steven Crane was born in California, spent his youth in Chicago, and is currently in the process of spending his adulthood in Key West. Steve is an alumni of Bradley University, where he graduated at the bottom of his class with a B.S. in Debt Management. Steve has also graduated from the Second City of Chicago's Improv Comedy Program and Comedy Writing with the Onion Program, where Steve worked with a team of writers to publish a work of eventual non-fiction titled "Trump's America: Buy This Book and Mexico Will Pay For It". Steve spends most of his time helping run "Key West Adventures" - his family owned, Mom-and-Pop Jeep rental shop. Steve aspires to one day live in a world where other people write his bio for him.

Tony Hughes

Born and raised in Iowa, Tony moved to Key West after a few winters snowboarding in the Cascade Mountains in Washington. He somehow manages to make a living sailing boats, surrounded by women in bathing suits. He’s an alcohol enthusiast, a comedy pupil, and would rather be playing video games. He hosts our Drunken Spelling Bee at Mary Ellen's every other Monday.

Stephanie Kaple

Originally from Ohio, Stephanie Kaple first tried standup with Comedy Key West in 2016 and has been making crowds laugh around the island since. Stephanie’s dedication to watching television, appreciation of fast food, and embarrassing dating life makes audience members feel far better about their own lives. Stephanie has opened for Howie Mandel at the Key West Theater and has been featured in Keys Style magazine. To date her greatest comedic achievement was being named Class of 2000 “Wittiest Girl” at Fairborn High School, she still has the trophy on display in her house. Stephanie followed this with a 15-year award hiatus until she won Key West Story Slam Grand Slam in 2015. She is now on another 15-year award hiatus but looks forward to winning something in 2030.

Kathy Gilmour

Originally from Beverly, Massachusetts, Kathy Gilmour has lived in Key West for more than 12 years. Comedy Key West has allowed her to fulfill a lifelong dream of doing Stand Up Comedy. Audiences have related to her dry, sarcastic and let’s face it, awkward take on everyday situations. Her inspiration comes from working with the general public for more than 20 years, traveling the world and mostly the clarity that comes from a good nap. She co-hosts a podcast with Stephanie Kaple called “Reality Charmed” and you can follow her adventures as a triathlete and her “journey from fat to slightly less fat” at www.thegilmourgirl.com

Comedy Key West presents Thursday Nights @ General Horseplay

Local Key West Comedians getting back on the comedy horse in the backyard theater of General Horseplay. Show starts at 8pm. Tickets are $10.

No alcoholic beverages will be served during the show. To-go drinks are available after the show.


General Horseplay, 423 Caroline St, Key West, FL, offers Craft Cocktails & Beers In An Old Brick House. Entertainment nightly in the backyard. A neighborhood bar with a world-class selection.

Comedy Key West presents Thursdays Night @ General Horseplay

Local Key West Comedians getting back on the comedy horse in the backyard theater of General Horseplay. Show starts at 8pm. Tickets are $10.

No alcoholic beverages will be served during the show. To-go drinks are available after the show.


General Horseplay, 423 Caroline St, Key West, FL, offers Craft Cocktails & Beers In An Old Brick House. Entertainment nightly in the backyard. A neighborhood bar with a world-class selection.

Gwen Filosa

Steve Crane

Tony Hughes

Stephanie Kaple

Kathy Gilmour