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(305) 985-7370

Comedy Key West

218 Whitehead St. Unit 5

Key West FL 33040

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Menu
  • Tickets
  • Calendar
  • Menu
  • About
  • Booking
  • Fun Things to Do
  • Store
  • Contact
  • Newsletter Sign Up

Upcoming Events

Ed Larson Headshot
May 09 - May 11

Ed Larson

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!

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Buy Tickets
Fri, May 9, 2025
8:30 PM
Sat, May 10, 2025
8:30 PM
Sun, May 11, 2025
8:30 PM
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The Comedy Music Jam Headshot
Special Event
May 12 - June 16

The Comedy Music Jam

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!

more less
Buy Tickets
Mon, May 12, 2025
8:00 PM
Mon, May 19, 2025
8:00 PM
Mon, May 26, 2025
8:00 PM
Mon, Jun 2, 2025
8:00 PM
Mon, Jun 9, 2025
8:00 PM
Mon, Jun 16, 2025
8:00 PM
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The MadHouse Open Mic Headshot
May 13 - June 17

Comedy Key West Open Mic

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.

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Buy Tickets
Tue, May 13, 2025
8:30 PM
Tue, May 20, 2025
8:30 PM
Tue, May 27, 2025
8:30 PM
Tue, Jun 3, 2025
8:30 PM
Tue, Jun 10, 2025
8:30 PM
Tue, Jun 17, 2025
8:30 PM
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Tom Dustin  Headshot
May 14

Tom Dustin & Friends

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!

more less
Wed May 14 2025, 8:30 PM
Buy Tickets
Aaron Berg Headshot
May 15 - May 17

Aaron Berg

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!

more less
Buy Tickets
Thu, May 15, 2025
8:30 PM
Fri, May 16, 2025
8:30 PM
Sat, May 17, 2025
8:30 PM
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Jimmy Cash Headshot
May 21 - May 24

Jimmy Cash

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!

more less
Buy Tickets
Wed, May 21, 2025
8:30 PM
Thu, May 22, 2025
8:30 PM
Fri, May 23, 2025
8:30 PM
Sat, May 24, 2025
8:30 PM
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Chris Tabb Headshot
May 28 - May 31

Chris Tabb

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!

more less
Buy Tickets
Wed, May 28, 2025
8:30 PM
Thu, May 29, 2025
8:30 PM
Fri, May 30, 2025
8:30 PM
Sat, May 31, 2025
8:30 PM
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Adrienne lapalucci Headshot
June 11 - June 14

Adrienne lapalucci

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!

more less
Buy Tickets
Wed, Jun 11, 2025
8:00 PM
Thu, Jun 12, 2025
8:00 PM
Fri, Jun 13, 2025
8:00 PM
Sat, Jun 14, 2025
8:00 PM
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Eddie Ifft Headshot
June 18 - June 21

Eddie Ifft

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!

more less
Buy Tickets
Wed, Jun 18, 2025
8:30 PM
Thu, Jun 19, 2025
8:30 PM
Fri, Jun 20, 2025
8:30 PM
Sat, Jun 21, 2025
8:30 PM
hide
Colum Tyrrell Headshot
August 27 - August 30

Colum Tyrrell

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!

more less
Buy Tickets
Wed, Aug 27, 2025
8:30 PM
Thu, Aug 28, 2025
8:30 PM
Fri, Aug 29, 2025
8:30 PM
Sat, Aug 30, 2025
8:30 PM
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Henry Phillips Headshot
September 10 - September 13

Henry Phillips

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!

more less
Buy Tickets
Wed, Sep 10, 2025
8:30 PM
Thu, Sep 11, 2025
8:30 PM
Fri, Sep 12, 2025
8:30 PM
Sat, Sep 13, 2025
8:30 PM
hide
Luis J. Gomez Headshot
September 18 - September 20

Luis J. Gomez

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!

more less
Buy Tickets
Thu, Sep 18, 2025
8:30 PM
Fri, Sep 19, 2025
8:30 PM
Sat, Sep 20, 2025
8:30 PM
hide
April Macie Headshot
October 08 - October 12

April Macie

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!

more less
Buy Tickets
Wed, Oct 8, 2025
8:30 PM
Thu, Oct 9, 2025
8:30 PM
Fri, Oct 10, 2025
8:30 PM
Sat, Oct 11, 2025
8:30 PM
Sun, Oct 12, 2025
8:30 PM
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Forrest Shaw Headshot
November 19 - November 22

Forrest Shaw

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!

more less
Buy Tickets
Wed, Nov 19, 2025
8:30 PM
Thu, Nov 20, 2025
8:30 PM
Fri, Nov 21, 2025
8:30 PM
Sat, Nov 22, 2025
8:30 PM
hide
Rich Vos Headshot
December 03 - December 06

Rich Vos

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!

more less
Buy Tickets
Wed, Dec 3, 2025
8:30 PM
Thu, Dec 4, 2025
8:30 PM
Fri, Dec 5, 2025
8:30 PM
Sat, Dec 6, 2025
8:30 PM
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(305) 985-7370

Comedy Key West

218 Whitehead St. Unit 5

Key West FL 33040

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