Upcoming Events

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 8:30 PM.

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

Edgy, original, and hilarious is the consensus of his comedy. Bostonian Tom Dustin is the only American to ever win the $25,000 Yuk Yuk's Great Canadian Laugh-off. He was so hilarious that the contest was closed to all future American contestants (USA! USA! USA!) He was also the winner of the Sam Adams Comedy Festival (Beer! Beer! Beer!) He's done Comedy Central, The Comedy Channel (Canada), local & national radio, podcasts, festivals, and roasts. His debut album, Dangerous Now, made it to the top 5 on iTunes and is played often on Sirius satellite radio. Tom is one of the best kept secrets in comedy; revered by famous comedians and mentioned frequently on the Joe Rogan Experience. Most recently, Tom was the subject of a documentary film, "Tom Dustin: Portrait of a Comedian", which highlights Tom's journey in standup comedy, his friendship with comedian/director, Joe List, and his issues with alcoholism and depression. It's hilarious, heartfelt, and honest; It gives a rare look into the comedians' lives, paths and struggles.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Aaron Berg is the comic that simply has to close out shows. When you see him, you’ll know why. He is undeniably hilarious and packs more laughs per minute than any other comedian working today. No two sets are ever the same.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Some comedians are also talented musicians. And most musicians have hilarious perceptions of our world. Caleb Hogan and Aubrey Urban bring comedy and music together in a one-of-a-kind show in Key West. Hosted by Caleb, a classically-trained concert pianist and comedian, this show also features some of the most beloved acts on the island singing punchlines and bringing never-before-seen (or heard!) entertainment to Comedy Key West.

Please note:
Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Jimmy Cash draws from his experience as a father of a teenage daughter, an uncertain amount of stepchildren, sobriety and 18 years as a public school janitor. Cash can be seen performing stand up at night as way to stay grounded. He has worked with some of the biggest acts in comedy and currently opens for comedian Bob Marley.

He is the recent winner of Last Comix Standing 2021, held at Mohegan Sun.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Chris Tabb is a hilarious comedian and dynamic entertainer based in Boston, Ma. You might recognize him from his appearances on television shows like NESN Comedy All Stars, BET's ComicView, and even The Food Network's Cake Challenge. He has performed in comedy clubs and venues across the U.S. and worked with some of the best in the business including Bill Bellamy, Jim Bruer, Mo'Nique, D.L. Hugley and Jim Norton. You can also catch Chris on Amazon Prime as the voice of "DJ Mike" in the highly rated film, "Against The Jab".

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Devin Siebold is a comedy force to be reckoned with. Devin has been named 2015 iHeartMedia Monster’s in the Morning Comedian of the Year, won the Boston World Series of Comedy, appeared on Laughs on FOX, won Side Splitters Comedian of the Year 2014, been selected for Comedy Central Up Next, Florida Top 10 College Picks, and a semi-finalist in Florida’s Funniest Comedian.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Adrienne lapalucci is a comedian, writer, and performer based in New York. Her stand-up special, The Dark Queen, directed by Louis CK and produced by Ari Shaffir, is now streaming on Netflix. As a stand-up, Adrienne is a JFL New Faces alum. She won the first ever People's Choice award at the New York Comedy Festival and made her TV debut on NBC's Last Comic Standing. Netflix included her on Degenerates Season 2 alongside fellow comedians Ms. Pat, Jim Norton, Nikki Glaser, and others. One of the jokes from her Degenerates set was featured in Netflix's Best of 2020 Stand-Up special.

Please note:
Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

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.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Mike Cronin is everything that is good about stand up comedy. A jovial, intelligent, and stupid man, he has spent the last 18 years traveling the globe giving audience’s the business. Through these years of road work, he has become one of the funniest, most well-respected comedians working today. In addition to headlining clubs all over, Mike also regularly opens for the likes of Tom Segura and Chad Daniels. You may have heard his name dropped on some of your favorite podcasts like Your Mom’s House, The Joe Rogan Experience, The Todd Glass Show, 2 Bears 1 Cave and Tuesdays with Stories. His first album, “Hot For Too Long”, debuted at #5 on the iTunes comedy charts, and his highly anticipated first comedy special entitled Thick Worm dropped November 30th of 2022. Nobody’s gonna make you laugh harder than Big Poppa Red!

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Myq “Mike” Kaplan has appeared on the Tonight Show, Conan, Letterman, James Corden, Seth Meyers, Comedy Central, Last Comic Standing, and America’s Got Talent. He has a half-hour special on Comedy Central, a one-hour standup special on Amazon called “Small, Dork, and Handsome,” and a new Dry Bar special called “Live From The Universe,” as well as two podcasts, “The Faucet” and “Broccoli and Ice Cream,” and a book of his jokes illustrated by Ramin Nazer called “Heart Brain Art Train.” His debut album, “Vegan Mind Meld,” was one of iTunes’ top 10 comedy albums of the year, and his newest album, “A.K.A.,” debuted at #1 and was called “invigoratingly funny” by the NY Times!

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Kalea McNeill is most known for her recurring character "Hanifa Downey" on CW’s Crazy Ex Girlfriend (season 4), and various television guest spots. In 2022 Kalea was selected for the prestigious Just For Laughs Comedy Festival in Montreal as a "New Face of Comedy".  Since then, she has taped with Comedy Central, Don't Tell Comedy and is a favorite at the Netflix is a Joke Festival and the Moontower Comedy Festival in Austin, TX. Her debut (Grammy Considered) comedy special "Sma'am" is now available on Amazon Prime Video, and can also be heard as an album wherever you stream.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Detroit native Mike Stanley is all of these things, but none, when put on paper, quite manage to serve the justice dealt by Stanley onstage. Yeah, he's pretty hilarious, but more than just coarse anecdotes about life, there's an enviable amount of heart and warmth behind Stanley's humor. 

Given his penchant toward brutal honesty, spiced up with a healthy dose of insatiable wit, it's not difficult to see why Stanley was named "Best Chicago Stand-up Comedian" in a Peoples Choice poll done by the Chicago Reader and "Best Detroit Comedian" by HOUR Magazine. 

Originally hailing from Detroit, and after spending a decade honing his craft in the Windy City of Chicago, Mike has been a touring headliner constantly, both domestically and internationally since 2006. Don't miss out on an incredible opportunity to catch the man in action - this high level of killer stand-up is too remarkable to sit out.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

After beginning his career in his home country of Ireland, Colum Tyrrell moved to New York City and quickly became one of the fastest rising comics in the scene. He is a regular at The Comedy Cellar, The Stand Comedy Club and Stand Up New York.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Henry Phillips has performed his stand up and twisted songs on Comedy Central Presents, Jimmy Kimmel Live, and as a regular on the Bob and Tom Show. You may also recognize him as “John the Server Guy” on HBO’s Silicon Valley, or as the star of the cult film “Punching the Clown”. But die hard fans will know him from his Youtube cooking series, Henry’s Kitchen, which has garnered millions of views worldwide.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Luis J. Gomez is a comedian, writer, podcaster and producer based out of New York City. He is most known for being one of the hosts of the popular Legion of Skanks. His television credits include NBC’s “Last Comic Standing”, Comedy Central’s “Roast Battle”, TruTV’s “Comedy Knockout”, two seasons of NBC Seeso’s “What’s Your F@%king Deal?!”, and more.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

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.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Forrest Shaw is a stand up comedian and writer (The Jim Jefferies Show). His stand-up has been featured on Conan and Live at Gotham. As an actor he has appeared on FX (Legit), Comedy Central (The Jim Jefferies Show), and Animal Planet (Swamp Wars). His album Mister Grizzly, recorded with Comedy Records, can be heard on Sirius/XM Satellite radio, Pandora, and Spotify. He is co-host of The Jim Jefferies Show Podcast.

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!

Rich Vos has four specials on Comedy Central and over 100 television appearances. He has been seen on HBO, HBO Max, Netflix, Showtime, and Starz. Rich also produced and starred in the documentary “Women Aren’t Funny” and appeared in Judd Apatow's “King of Staten Island."

Please note:
There is a two item minimum.

Seating is first come, first serve. Arrive early to ensure preferred seats.

Please let us know in advance via email if you will be joining another party.

Love Seats
If you are purchasing Love Seats:
1 Love Seat = 2 tickets.
Please do not purchase (2) Love Seats, if you are coming with 2 people, as we cannot refund erroneous additional Love Seat purchases the night of the show.

Due to the adult content, themes, and language of our shows, we have an age requirement of 16 years old.

During the Show

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!

Thank you!