Upcoming Events

*Please Note: The last Monday of each month is a special 3 hour Paint ‘N Chug.

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 Paint '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. Doors open at 7:30pm. Show starts at 8:30 PM. This is a free event! Arrive anytime after 7:30 to grab a seat.

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

Carmen Morales has a captivating style which incorporates opinionated quick wit and outlandish characters. Taking from family, friends and people from everyday encounters she transforms into these characters seamlessly, then adds hilarious commentary which leaves the audience doubled over in laughter. With a perfect combination of like-ability and vulnerability she has been well received by audiences internationally. She's been seen on two seasons of the tv show "Laughs" on Fox and heard on Sirius XM radio in the U.S. and Canada. She's also been featured in Gilda's LaughFest Comedy Festival, the World Series of Comedy, Scruffy City Comedy Festival, Women of Comedy Festival, in the New York Times and has produced her own traveling comedy show, The 'Not Your Average Broads of Comedy' as well as performed in comedy clubs, colleges, strip malls, indie shows, dive bars, towns no one has ever heard of and military bases across the country.

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

Showtime at 8:30 PM. Doors at 7:30 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 all conversations 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!

Hosted by Tom Dustin (Comedy Central/Winner of the Great American Laugh-Off), Comedy Key West presents Double Headliners Dan Boulger and Mike Whitman who will be performing with Key West local comedians.

Dan Boulger started doing standup in late 2004. He won the Boston Comedy Festival in 2006. After that he appeared on Comedy Central, The BBC, and the HBO Aspen Comedy Festival. He has done shows on the Comedy Central live and College Humor Live tours.

Mike Whitman, chosen by The Boston Globe as one of the few top rising comedians to watch in 2014. His innovative material and style made him a semi-finalist of the Boston Comedy Festival multiple times. He is one of the nation’s most versatile and entertaining comics working today. Mike has performed at colleges and top venues throughout the country, sharing the stage with national headlining acts such as Norm Macdonald, Nick DiPaolo, Jim Gaffigan, Jim Norton, Jim Brewer.

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

Showtime at 8:30 PM. Doors at 7:30 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 all conversations 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!

Hosted by Tom Dustin (Comedy Central/Winner of the Great American Laugh-Off), Comedy Key West presents Mike Cronin who will be performing with Key West local comedians.

Comedian Mike Cronin is a self-deprecating smart, dumb guy who happens to also be a fantastic writer with a truly original voice. Mike spent several years honing his craft at clubs and colleges near his hometown of Cincinnati before relocating to Chicago, where he hosts the popular showcase, “Best Night Ever.” Mike performed at the inaugural Limestone Comedy Festival, The Boston Comedy Festival, 10,000 Laughs Festival and has opened for Bo Burnham, Tommy Johnagin, and Tom Segura.

He is currently on the road to support his debut album “Hot For Too Long” (Rooftop Comedy Records), which premiered in the top five of iTunes’ comedy album charts.

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

Showtime at 8:30 PM. Doors at 7:30 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 all conversations 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!

Stephanie Wood is a stand-up comedian, writer, host, and podcaster. Originally hailing from Chicago, Stephanie has a big city attitude and an even bigger (and dirtier) mouth. Her unconventional upbringing coupled with uncanny honesty—Stephanie provides audiences with a comedic and personal perspective on sex, class, and adulthood. You can catch her performing regularly throughout South Florida.

Zach Bugarin is one of the rising stars to come out of the South Florida Comedy scene recently headling and featuring at venues and clubs all over Florida and New York City as well. He's opened for nationally touring comedians like Flip Schultz and was a recent winner of the SoFlo Comedy Jam and was the 2-TIME South Florida Roast Battle MVP.

Charly Esturilho is one of the funniest and most recognizable comedians in South Florida, his clever and lovable brand of comedy has made him a favorite at some of the best clubs in Florida including The Miami Improv, The Palm Beach Improv, and Coconut's Comedy Club.

Nik Macik got his start with Comedy Key West opening for headliners like Eddie Brill, Nick Griffin, and Chad Daniels. Since moving north he has been featured and headlined shows all over Florida and Atlanta, as well as placing in some of the top contests in South Florida. Now he’s bringing his dark, charming, and irreverent brand of comedy to your favorite venue!

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

Showtime at 8:30 PM. Doors at 7:30 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 all conversations 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!

Eddie Ifft has been called one of the most underrated comics in America by the Onion and has proudly told jokes around the world to sold-out crowds in over 15 countries. Most recently Eddie is co-host of one of the most successful podcasts in the comedy world called Talkin’ Sh*t. He has recently released his DVD, “I Love Pussy.” which is the follow up to his critically acclaimed DVD “Live From Australia” which was filmed in front of a sold out audience at the Sydney Opera House in Sydney Australia.

He has also released his own 30-minute special for Comedy Central and made numerous TV appearances on shows such as Showtime’s the Green Room with Paul Provenza, Showtime’s Tommy Chong 420 Show, E!’s Chelsea Lately, NBC’s Last Comic Standing, Comedy Central’s Premium Blend, BET’s Comic View, NBC’s Late Friday Night, VH1’s Never Mind the Buzzcocks, Comic’s Unleashed.Eddie’s popularity has span to Australia, where he has appeared on numerous TV shows, including Rove, Thank God You’re Here, The Footy Show and Good News Week. Eddie has also worked as the host of Shark Week, spent a season as the ABC College Football Guy, earned a job as ‘man-on-the-street’ on the Queen Latifah Show, hosted a pilot called Strap-On for Comedy Central, and co-hosted a sports radio show on New York’s legendary WNEW.

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

Showtime at 8:30 PM. Doors at 7:30 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 all conversations 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!

April Macie was a finalist on NBC’s “Last Comic Standing” in 2006, has appeared on E! Entertainment, Sirius and XM Radio, Access Hollywood, Talk Soup, and HLN. April has appeared on the Howard Stern show where in 2008 she was voted the “Funniest and Hottest” comedian in America. She is also a regular guest on the Bob and Tom radio show and has toured with the Bob & Tom All-Stars. April has appeared on Showtime’s I Am Comic, Vegas Is My Oyster, Snoop Dogg’s: Bad Girls of Comedy, and was the host of the AVN Awards. April has also appeared on Comedy Underground with Dave Attell on Comedy Central and Jenny McCarthy’s Dirty Sexy Funny on A&E. She also gave a TEDx talk on turning pain into humor. Currently, April travels internationally as a headlining stand-up comedian.

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

Showtime at 8:30 PM. Doors at 7:30 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 all conversations 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!

Syracuse native, Jessimae Peluso, appeared on MTV’s “Girl Code” and “Safe Word”, TBS’s “Deal With It”, NBC’s “Last Call w/Carson Daly”, E!’s “Chelsea Lately”, FOX’s “World’s Funniest Fails”, VH1’s “Hip Hop Squares”, AXS’ “Gotham Live”, TruTV’s “Comedy Knockout”, and multiple appearances on Comedy Central’s late great panel show, “@Midnight.

Jessimae, most known from MTV’s “Girl Code”, can be heard weekly hosting the Sharp Tongue and Highlarious podcasts. Both available on iTunes, Stitcher, Sound Cloud and Google Play. You can watch her LIVE every Wednesday on her Instagram and Facebook show “Weedsday”, sponsored by High Time. On “Weedsday”, Jessimae interacts with her fans by answering questions and raising awareness and donations for Alzheimer’s Disease, which her father was diagnosed with in late 2017.

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

Showtime at 8:30 PM. Doors at 7:30 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 all conversations 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!