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.

Hosted by Tom Dustin (Comedy Central, Winner of the Great Canadian Laugh-Off), Comedy Key West presents Patrick Garrity who will be performing with Key West local comedians.

After starting comedy at an early age, Patrick Garrity has developed into a veteran of the road. He doesn't just work the road he lives on it. Since 2010 he's been traveling the country nonstop on a never-ending tour with no actual residence. His versatility and raw talent make him one of the most unique stand ups touring today.

Please note:

If you are purchasing Booth Seats, 1 Booth = 2 tickets for 2 people. Please do not purchase (2) Booths if you are coming with 2 people. We cannot refund erroneous additional booth 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.

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!

Comedy Key West presents the first show paying tribute to the funny side of the life and works of Ernest Hemingway. A few blocks down the street from the famed Hemingway House, where he lived and wrote for nine years, and around the corner from his legendary watering hole Sloppy Joe’s, comedian James Scott Patterson takes us on an hourlong tour of Hemingway’s childhood, writing career, adventuring, and, of course, drinking days. The humor ranges from the tragic-comic (it is Ernest Hemingway after all) to the witty, wild, and difficult to believe. The show is a happy hour celebration from 5:30 to 6:30 including a complimentary glass of Hemingway’s favorite red or white wine (Valpolicella or Sancerre, “crackling cold”) with your ticket. Join us for a one of a kind look at one of Key West’s most enduring (and funny) figures. 

About the Host: James Scott Patterson is a standup comedian and writer who has performed on Comedy Central, been featured at the prestigious Montreal Comedy festival, and his latest album and comedy special “Superior Design” is available on all major streaming services. 

Please note:

If you are purchasing Booth Seats, 1 Booth = 2 tickets for 2 people. Please do not purchase (2) Booths if you are coming with 2 people. We cannot refund erroneous additional booth 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.

Showtime at 5:30 PM. Doors at 5:00 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 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!

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!

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!

Andy Hendrickson: Live at 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 (comedykeywest@gmail.com)

Love Seats
If you are purchasing a Love Seat, a 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!

Mia Jackson, a native of Columbus, GA, started her stand up career in Atlanta. Now living in New York, Mia performs regularly around the city when not on the road. In 2022, she was one of the openers for Amy Schumer’s national tour.
She has written for Life & Beth (Hulu) and I Love Us (BET+).

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!

Paint ‘N Chug Special Event

Hey Key West, do you love your pets or what? Join us for your chance to paint your pet! This special event is a 3 hour painting class focus on creating a memorable masterpiece of your beloved pet. Your host, Lance Berry was a Finalist for a 2018 & 2021 “Bubba Awards” Key West People's Choice Awards for Best Artist, alongside Wyland and Rick Worth.

Special Event Details:

Each pet will be pre-sketched by the artist himself

Limited to only 30 seats per class, reserve yours before they sell out!

After reserving your seat please email Lance a face image of your pet similar in the attached image, no later than 3 days prior to the event (email pics to lanceberry31@gmail.com)

Lance is going to hand sketch each pet to ensure flawless representation.

There is a 30 guest maximum. Please reserve your seats today!

***Please Note: Each guest joining us must submit a facial photo of their pet to lanceberry31@gmail.com no later than 3 days prior to the date of the event. Lance is going to pre-sketch each pet to set you up to create your own masterpiece. Showtime at 7:00 PM. Doors at 6:00 PM.

Please note:

Seating is first come, first serve. Arrive early to ensure preferred seats.
Please let us know in advance 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!

Mark Chalifoux is a nationally touring stand-up comedian. Chalifoux has been featured on Nateland, Dry Bar and FOX as well as on the “Bob and Tom” national radio show. His Midwestern upbringing contributes to the laid-back, relatable style that belies a sharp-wit and unflinching honesty honed through his rise in the comedy clubs of New York City. 

His Dry Bar special got millions of views across social media and his debut album, “Think Fast”, opened at No. 2 in Apple Music and was called “one of the funniest albums of the year” by the Daily Dot.

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!

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!

Andy Fiori is a nationally touring stand-up comedian and radio personality based in New York City. He is regarded as one of the most dedicated and likable comedians working today. Time Out NY described his act by saying his "clever style is always enhanced by his affable onstage manner."

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!

Ed Larson comedian, podcaster, and roast writer is coming back to his home state of Florida to reunite with his people and praise The Florida Man.

Ed Larson is co-host to the international sensation podcast “Last Podcast on the Left” as well as co-host to “The Brighter Side” podcast. Ed also has a deep history of writing for The Comedy Central Roasts and Jeff Ross, his writing & producing credits include “Bumping Mics” & “Historical Roasts” on Netflix, The Roasts of Justin Bieber, Alec Baldwin, Bruce Willis, & more.

Come see the return of Ed Larson to the Sunshine State, as performs a special set just for Floridians and any other invasive species that may be in attendance.

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!

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!

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!

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!

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!