Comedy Key West

06/20/2026

Coming to Comedy Key West - Patrick Garrity

June 25th - 27th

The Never Ending tour never stops for Patrick Garrity! For over 20 years, Garrity has toured the country growing his audience of followers who can’t get enough of his smart and witty take on current events, life’s hardships and the obvious, and not-so-obvious, ironies of our society. Sometimes solo, sometimes with fellow comics from his entourage of talented funny friends; The Never Ending Tour is always full of comedy entertainment that audiences love to see over and over again.

Tickets are available on our website at

The Never Ending tour never stops for Patrick Garrity! For over 20 years, Garrity has toured the country growing his audience of followers who can’t get enough of his smart and witty take on current events, life’s hardships and the obvious, and not-so-obvious, ironies of our society. Sometimes s...

06/15/2026

This Thursday, Friday and TWO shows on Saturday-come see Tom Arnold perform at Comedy Key West! (June 18th-20th). Tom Arnold as appeared in the film True Lies, with Arnold Schwarzenegger, Roseanne, Jimmy Kimmel Live! The Howard Stern Show, Saturday Night Live, and much more! Tickets are selling fast for this event! Tickets available now for purchase through our website. (Likely to sell out)! Hope to see you there!

06/10/2026

This Week at Comedy Key West!

Key West Comedy Competition & The Key West Game Show

Comedy is art. And art is subject to opinion. Which makes it impossible to judge fairly. But we’re doing it anyway…

Florida comics bring their best bits to our stage, and the audience helps pick who should win the night and the cash!

Wednesday’s show will also feature an interactive first look at “The Key West Gameshow”, a fantastically fun night with your favorite game shows, coming soon to Comedy Key West.

Tickets are available on our website at https://www.comedykeywest.com/events/138733

06/07/2026

This week! June 10th-13th. Tickets on sale now to come on out and support your favorite Key West and Florida comedians! Want to enter!? You still can! Give us a call!

06/06/2026

Tom Arnold
June 18th - 20th

Tom Arnold is an actor, writer, and comedian with a career spanning over forty years, appearing in hundreds of hours of television and over one hundred and fifty films. He is best known for roles on Roseanne, True Lies, Nine Months, The Stupids, Carpool, McHale’s Navy, Big Bully, Austin Powers, and Soul Plane. He has hosted Saturday Night Live four times, has had three HBO specials, and starred in four sitcoms. Tom has won a Golden Globe, a Humanitas Award, and a Peabody Award, and has appeared on the Jimmy Kimmel Show, Howard Stern, and was a co-host on “The Best Damn Sports Show Period.”

Tickets are available on our website at https://www.comedykeywest.com/events/136894

Comedy Key West is an entertainment company that specializes in showcasing the best in live comedy.

06/06/2026

Saturday night! June 6th! Last chance to catch headlining his full set at Comedy Key West. Friday night was PACKED!! Billy Anderson comes to us from Denver, Colorado. He’s the creator of “The Gateway Show” (which we will be hosting on Sunday, June 7th). In 2018 he released his first live comedy special titled “America’s Sweetheart” through the Harmon Brother’s Dry Bar Comedy series on Amazon Prime. We love having him, so brave the rain this weekend and come on out and laugh with us! Best thing to do on a stormy night. ⛈️⛈️☔️☔️

06/03/2026

Billy Anderson & The Gateway Show

June 4th & 7th
The Gateway Show has a simple premise: Stand-up comedians take to the stage sober to tell their BEST jokes, then they go to an undisclosed location to get WAY too high, only to come back to the stage and ATTEMPT to tell more jokes while completely stoned.

June 5th & 6th
Billy Anderson is a standup comedian who can be heard on Audible’s “Sounds Like America” hosted by Jackie Kashian and seen on season 3 of the syndicated program “Laughs” on Fox television. In 2018 he released his first live comedy special titled “America’s Sweetheart” through The Harmon Brother’s Dry Bar Comedy series on Amazon Prime. You can see Billy both at the Hollywood Improv and touring internationally as the host of the hit comedy showcase The Gateway Show.

Tickets are available on our website at https://www.comedykeywest.com

The Gateway Show has a simple premise: Stand-up comedians take to the stage sober to tell their BEST jokes, then they go to an undisclosed location to get WAY too high, only to come back to the stage and ATTEMPT to tell more jokes while completely stoned.

06/02/2026

Kyle Kinane & Matt Braunger
Double Headliner Show! One Night Only!
June 8th at 8:30 PM

Kyle Kinane is a comedian from Addison, Illinois. According to Wikipedia, he is a notable person from that town. Other notable residents of Addison have been the boxer Leon Spinks and a woman who wrote poetry about Beanie Babies. Raised in such a cultural fondue pot as this, it was natural for Kyle to find his way from warehouse work into show business. As a comedian, he has been seen on Conan, The Tonight Show, Netflix’s “The Standups,” and three of his own hour-length specials on Comedy Central. As an actor, he’s been in the Judd Apatow series “Love” and truTV’s “Those Who Can’t.”

Matt Braunger is a comedian, actor, writer, etc. You’ve probably seen him in something, but you maybe don’t know what (Netflix’ Big Dumb Animal, Marvel’s Agent Carter, Mad TV).

Tickets are available on our website at

Kyle Kinane is a comedian from Addison, Illinois. According to Wikipedia, he is a notable person from that town. Other notable residents of Addison have been the boxer Leon Spinks and a woman who wrote poetry about Beanie Babies. Raised in such a cultural fondue pot as this, it was natural for Kyle....

06/01/2026

Please join us in welcoming actor, comedian and podcaster Dan Soder to our stage! This Monday and Tuesday (June 1st & 2nd). Soder is best known as ‘Mafee’ on the hit Showtime Billions series. His HBO special “Son of a Gary” debuted December 7th, 2019. He has a half hour special on Netflix’s “The Standups”. His first hour-long stand-up special, Not Special premiered in 2016 on Comedy Central. We are thrilled to have him on our stage this week! Limited tickets remain….see you there!!

05/31/2026

Lunchtime Shows This Week! 🦜🍔🎶
June 1st-5th | 12:30pm

A Pirate Looks Back: Jimmy Buffett Tribute Show
There are many places to eat lunch in Key West. In some spots, you can have lunch with live music. But there’s only ONE place to have lunch with a legend.

Join us each day at noon for Key West's most unique tribute concert and show! "A Pirate Looks Back" is a musical tribute to the man who made Margaritaville more than a melody - he made it a way of life. With a little bit of humor, a whole lot of heart, and all of the hits you know and love, "A Pirate Looks Back" will entertain, educate, surprise, and delight Parrotheads and newcomers alike.​​
Acclaimed musician and actor Caleb Hogan appears in character as the representation of a young Jimmy, telling the stories and playing the songs that have touched the hearts of millions worldwide.

Tickets:
comedykeywest.com
An independent artistic tribute. Not affiliated with or endorsed by Jimmy Buffett or Margaritaville Holdings, LLC.

Comedy Key West is the only comedy club in the Florida Keys. We offer professional stand-up comedy shows Wednesday through Saturday, an open mic on Tuesday, and a lunchtime Jimmy Buffett Tribute Show Monday through Friday at noon, along with other special events peppered in throughout the week.