Upcoming Events

Please Note:
We ask that all attending guests wear a mask upon entering our business and when not seated.

Showtime at 8:00 PM. Doors at 7:00 PM.

Tickets purchased in advance will ensure that groups can sit together. Please let us know in advance if you will be joining another party.

We ask that you please keep conversation to a minimum during the show. It's a small room, and even whispering can be heard by the performers and people around you. If this seems like a no brainer, it's because you are sober. After a drink or two, it sometimes seems less obvious!

Your host Lance Berry received nomination & was a Finalist for a “Bubba Award” (2018) in Best Artist, alongside Wyland and Rick Worth. There is a 30 guest maximum. Please reserve your seats today!

Please Note:
We ask that all attending guests wear a mask upon entering our business and when not seated.

Showtime at 7:00 PM. Doors at 6:00 PM.

Tickets purchased in advance will ensure that groups can sit together. Please let us know in advance if you will be joining another party.

Thank you for reserving your spot for this special edition on Pain 'N Chug. If you are interested in hosting a private Paint 'N Chug event for your next birthday, company outing or any other special moment please email us today @ comedykeywest@gmail.com

Comedy Key West presents The MadHouse - Key West’s only open mic for comedy, music, variety and impropriety. Performers of all stripes welcome - comedians, musicians, poets, and those who don't know it. Show starts at 7:00 PM.

Let us know if you're interested in performing by emailing us at comedykeywest@gmail.com.

Please Note: We ask that all attending guests wear a mask upon entering our business and when not seated.

Don is considered the Godfather of Boston Comedy. He was one of the original founders of the famous Ding-Ho Comedy Club in Cambridge, MA (a launching pad for some of the funniest, brightest and most original comic talent in America.)

Don has performed in over 100 countries with his work with the USO & cruise ships. Don is lightning quick & a sure fire hit wherever he performs. A comedian and actor, Don is best known for such films and television series as Shallow Hal and Dr. Katz, Professional Therapist.

Please Note:
We ask that all attending guests wear a mask upon entering our business and when not seated.

Showtime at 8:00 PM. Doors at 7:00 PM.

Tickets purchased in advance will ensure that groups can sit together. Please let us know in advance if you will be joining another party.

We ask that you please keep conversation to a minimum during the show. It's a small room, and even whispering can be heard by the performers and people around you. If this seems like a no brainer, it's because you are sober. After a drink or two, it sometimes seems less obvious!

Graig started out in comedy by using his impressions of sports and television personalities but has now grown into a National Headliner and a quick witted act of everyday humor.

Please Note:
We ask that all attending guests wear a mask upon entering our business and when not seated.

Showtime at 8:00 PM. Doors at 7:00 PM.

Tickets purchased in advance will ensure that groups can sit together. Please let us know in advance if you will be joining another party.

We ask that you please keep conversation to a minimum during the show. It's a small room, and even whispering can be heard by the performers and people around you. If this seems like a no brainer, it's because you are sober. After a drink or two, it sometimes seems less obvious!

Jim Colliton is a top shelve, headlining, stand-up comedian – Jim is also a master of the corporate show. Corporate shows are a different kind of show. The comedian must be funny within the corporate boundaries, blending funny material while not offending anyone or any group. Everyone needs to leave happy; the employees, Human Resource and the person managing the event. Jim does that!

Please Note:
We ask that all attending guests wear a mask upon entering our business and when not seated.

Showtime at 8:00 PM. Doors at 7:00 PM.

Tickets purchased in advance will ensure that groups can sit together. Please let us know in advance if you will be joining another party.

We ask that you please keep conversation to a minimum during the show. It's a small room, and even whispering can be heard by the performers and people around you. If this seems like a no brainer, it's because you are sober. After a drink or two, it sometimes seems less obvious!

LOS ANGELES-BASED COMEDIAN DAVE WAITE IS A CHARISMATIC ODDBALL WHOSE SHOWS ARE NON-STOP FUN. THANKS IN PART TO STELLAR PERFORMANCES ON LATE NIGHT WITH JIMMY FALLON, COMEDY CENTRAL’S NOT SAFE WITH NIKKI GLASER, AND LAST COMIC STANDING, COMEDY FANS EVERYWHERE ARE ENTHRALLED BY THE KENTUCKY NATIVE’S OFFBEAT OUTLOOK ON LIFE. DAVE IS A BELOVED GUEST ON SEVERAL TOP-RATED PODCASTS AND RADIO SHOWS, INCLUDING DOUG LOVES MOVIES AND THE NATIONALLY SYNDICATED BOB & TOM SHOW. HIS HIGHLY ANTICIPATED ALBUM “DEAD WAITE” BY ON TOUR RECORDS IS AVAILABLE NOW ON AMAZON AND ITUNES, AND HIS PREVIOUS ALBUMS CAN BE HEARD FREQUENTLY ON SIRIUSXM AND PANDORA. IN ADDITION TO MAINTAINING A HEALTHY TOUR SCHEDULE, DAVE ALSO CO-PRODUCES THE SECRET SHOW, A POPULAR COMEDY NIGHT AT THE BLIND BARBER IN CULVER CITY, CA.

Please Note:
We ask that all attending guests wear a mask upon entering our business and when not seated.

Showtime at 8:00 PM. Doors at 7:00 PM.

Tickets purchased in advance will ensure that groups can sit together. Please let us know in advance if you will be joining another party.

We ask that you please keep conversation to a minimum during the show. It's a small room, and even whispering can be heard by the performers and people around you. If this seems like a no brainer, it's because you are sober. After a drink or two, it sometimes seems less obvious!