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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
  • Local Comedians
  • Booking
  • Pictures
  • Store
  • Contact
  • Newsletter Sign Up

Upcoming Events

March 21 - April 25

The Madhaus Open Mic

Bring your best standup routine or watch us crash and burn. The Madhaus Open Mic is the best comedy open mic in Key West because...it's the only one! 

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Tue, Mar 21, 2023
8:30 PM
Tue, Mar 28, 2023
8:30 PM
Tue, Apr 4, 2023
8:30 PM
Tue, Apr 11, 2023
8:30 PM
Tue, Apr 18, 2023
8:30 PM
Tue, Apr 25, 2023
8:30 PM
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March 22 - May 03

The Local Showcase

Comedy Key West presents the Local Showcase - Key West's favorite local comedians with some special out-of-town guests rocking the stage for one night only.

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!

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Wed, Mar 22, 2023
8:30 PM
Wed, Apr 12, 2023
8:30 PM
Wed, Apr 19, 2023
8:30 PM
Wed, May 3, 2023
8:30 PM
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Likely To Sell Out! Special Event
March 23 - March 25

Nick Di Paolo

Comedy Key West Presents Nick Di Paolo!

In this day of watered-down comedy Nick Di Paolo's brutally honest performances remind us of what great stand-up should be - funny, socially relevant and a little bit reckless.  

He hosted his own talk shows on New York’s 92.3 Free FM, co-hosted “The Nick & Artie Show” on DirecTV and “The Nick Di Paolo Show” on SiriusXM. He currently hosts “The Nick Di Paolo Show”, which streams M-Th at 5pm ET.

He has performed on The Tonight Show, Late Night with David Letterman, Jimmy Kimmel Live, Conan O’Brien etc. etc. . He has also had three half hour stand-up specials on Comedy Central, and four one-hour comedy specials. He was one of the stars on Tough Crowd with Colin Quinn and a standout on many Comedy Central Roasts.  

He was twice nominated for an Emmy for his writing on HBO’s The Chris Rock Show and wrote for the 77th Annual Academy Awards.

Not limited to stand-up, radio and writing, he has had acting roles on Lucky Louie, Inside Amy Schumer, The Sopranos, Louie, Cop Show and CK’s critically acclaimed Horace and Pete as well as many other sitcoms and some films.

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!

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Buy Tickets
Thu, Mar 23, 2023
8:30 PM
Fri, Mar 24, 2023
8:30 PM
Sat, Mar 25, 2023
8:30 PM
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Special Event
March 27

Paint 'N Chug

Special Event In Key West 🎨 +🍷=😆

The 'oh so popular Wet Paint Comedy Hour (or 2) Hosted by Lance Berry-Matic (LB Art Inc) is BACK by popular demand. Join us for another fun filled remix of painting, comedy, games & more!!

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Your host Lance Berry received nomination & was a Finalist for the “Bubba Award” (2018) in Best Artist, alongside Wyland and Rick Worth. Lance was again nominated for this year’s best artist award in Key West.

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Join us & see why we have sold out almost every Paint ‘N Chug event. We are very fortunate to be able to offer additional events with select dates. Lance shows you step by step how create masterpieces of your own.

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There is a 40 guest maximum.

Please reserve your seats today!

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Mon Mar 27 2023, 7:00 PM
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March 29 - April 02

Sean Finnerty

After 21 years of growing up in Longford, Ireland, Sean Finnerty decided to move stateside where a series of mature decisions that he failed to make led him to stand-up comedy. Recently he was rewarded for his efforts as he became the first ever Irish comedian to perform on the Tonight Show with Jimmy Fallon (2019). Spending his first number of years in comedy based out of Orlando, Sean was selected for Comedy Central’s Up Next competition (2013) and as a semi finalist in Florida’s Funniest Comedian (2014) resulting in him opening for WWE hall of famer Mick Foley.

A breakout year in 2015 saw Sean make his television debut as co-host of Season 9 of Fireball Run on Amazon Prime as well as being to selected to perform at the Boston Comedy Festival.

In 2016 Sean moved to New York where he quickly became known as one to watch, performing at famous venues such as The Comedy Cellar, Gotham Comedy Club, Carolines on Broadway, The Stand and The Friars Club. Recently, he has also performed at several festivals including Laugh Your Asheville Off (2017)  Edinburgh Fringe (2018) and Electric Picnic (2018), along with making it to the semi finals of the nationwide talent search Stand Up NBC. A keen eye for detail Sean has also developed a reputation as a Roaster and is currently the number 1 ranked roast comic in New York City.

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

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!

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Buy Tickets
Wed, Mar 29, 2023
8:30 PM
Thu, Mar 30, 2023
8:30 PM
Fri, Mar 31, 2023
8:30 PM
Sat, Apr 1, 2023
8:30 PM
Sun, Apr 2, 2023
8:30 PM
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April 03

Karen Morgan

Karen Morgan was born and raised in Athens, Georgia but now calls Maine home. A former trial attorney, she began her professional comedy career as a Finalist on Nickelodeon Television’s “Search for the Funniest Mom in America.” 
Karen has 2 comedy specials on Dry Bar Comedy: "Rub Some Dirt On It" (2023) and "Go Dawgs!" (2020). Her latest audio album, "Cocktails in Pajamas," is now available on streaming platforms. Her TV appearances include comedy shows like "Gotham Comedy Live" as well as national TV ads for companies like Wal-Mart and Zyrtec. Karen’s clean shows in Performing Arts Centers around the country have made her a favorite among theater audiences.
Still licensed to practice law in Maine and Georgia, Karen’s humor brings laughter to many corporate events and fundraisers for charitable organizations. She lives in Cumberland, Maine and misses Waffle House very much.

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

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!

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Mon Apr 3 2023, 8:30 PM
Buy Tickets
April 05 - April 08

Nick Griffin

Nick Griffin has appeared on Conan, The Late Late Show, in his own half-hour Comedy Central special and was featured on The Late Show with David Letterman eleven times. 
A comic for more than 25 years, Griffin's smart, sarcastic and hilarious style makes him one of the most well-respected in the business. 
Originally from Kansas City, Griffin lives in New York City, where he regularly performs at The Comedy Cellar, Stand Up NY, and Gotham Comedy Club.

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

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!

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Buy Tickets
Wed, Apr 5, 2023
8:30 PM
Thu, Apr 6, 2023
8:30 PM
Fri, Apr 7, 2023
8:30 PM
Sat, Apr 8, 2023
8:30 PM
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April 13 - April 15

Rob Little

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

Watch Rob in action, and you’ll agree that he is one of the very best stand-up comedians in the country.  A sketch comedy player on the Fox Sports Net Show, "The Best Damn Sports Show Period" and "Last Call with Carson Daly," Little uses his training from the world famous Second City Comedy Club to create routines that are inventive, funny, spontaneous, and completely unique. He headlines clubs and colleges all over the country, has appeared in national television commercials and on such shows as Comedy Central's “Distraction,” Fox News and SiTV's “Latino Laugh Festival.”  He also earned a role on the CBS network summer hit series, “Fire me Please.”   Rob’s recently released 3rd comedy DVD/CD, is another testament to his talent and status as a comedic force.

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!

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Buy Tickets
Thu, Apr 13, 2023
8:30 PM
Fri, Apr 14, 2023
8:30 PM
Sat, Apr 15, 2023
8:30 PM
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April 21 - April 23

Jessimae Pelusso

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. 

Jessimae was featured in the Moontower Comedy Festival, New York Comedy Festival, Boston Comedy Festival, North Carolina Comedy & Arts Festival, and Just For Laughs and featured on Kevin Hart’s LOL Live network. She has contributed to Cosmopolitan Magazine, High Times Magazine, DOPE Magazine, Self Magazine, GQ.Com, Playboy.com, MadeMen.com, and was highlighted in Huffington Post as ‘one of the funniest comics to follow on Twitter’.

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

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!

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Buy Tickets
Fri, Apr 21, 2023
8:30 PM
Sat, Apr 22, 2023
8:30 PM
Sun, Apr 23, 2023
8:30 PM
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April 26 - April 29

Mr. Derick

Not for the faint of heart

Comedian Derick Lengwenus is an international headliner known for his bold and daring style.  Tackling subjects ranging from gender identity to abortion, audiences will be treated to comedy not typically seen on prime time television.  If you are easily triggered you might want to sit next to the Exit sign, otherwise, get ready for a rollercoaster ride through society's most taboo subjects.  Derick has appeared at the prestigious Just For Laughs Festival 5 times and been nominated for several Canadian Comedy Awards.  Derick now makes his home in Chicago and became a U.S. citizen in 2017.

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

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!

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Buy Tickets
Wed, Apr 26, 2023
8:30 PM
Thu, Apr 27, 2023
8:30 PM
Fri, Apr 28, 2023
8:30 PM
Sat, Apr 29, 2023
8:30 PM
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May 04 - May 06

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.

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

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!

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Buy Tickets
Thu, May 4, 2023
8:30 PM
Fri, May 5, 2023
8:30 PM
Sat, May 6, 2023
8:30 PM
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May 10 - May 13

Greg Warren

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

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!

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Buy Tickets
Wed, May 10, 2023
8:30 PM
Thu, May 11, 2023
8:30 PM
Fri, May 12, 2023
8:30 PM
Sat, May 13, 2023
8:30 PM
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May 17 - May 20

Steve Gillespie

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

Steve Gillespie’s second comedy album “Alive on State” reached #1 on iTunes Comedy Charts and hit the top 10 on the Billboard charts. His 3rd comedy album “Liminal Bliss” was released earlier this year with Helium Comedy Records. It reached #2 on the iTunes Comedy Charts, so he is getting worse.

Gillespie has appeared on CONAN, Amazon Prime’s “Inside Joke”, and FOX’s “Laughs - All Stars”. Gillespie’s act a is a slaphappy balance of aggression and absurdity, coupled with a delightfully pushy persona that has earned him spots at some of the best festivals in country including the Bridgetown Comedy Festival, Boston Comedy Festival, 10k Laughs, and High Plains Comedy Festival in Denver, CO. He was named a finalist in CMT’s Next Big Comic, runner up for Best of the Midwest at Gilda’s Laughfest, and his debut album “Steve Fever” was named a top 10 comedy album of the year by ComedyReviews.com

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!

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Buy Tickets
Wed, May 17, 2023
8:30 PM
Thu, May 18, 2023
8:30 PM
Fri, May 19, 2023
8:30 PM
Sat, May 20, 2023
8:30 PM
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May 24 - May 28

Drew Dunn

Drew Dunn started performing comedy at the age of 21 and hasn’t looked back since. This NH based comic quickly established himself as one of the nation’s fastest rising comedians with his quick wit and unique point of view. He has been featured in comedy festivals across the country including the Johnny Carson Great American Comedy Festival as well as being named “Best of the Fest” in the 2017 Burbank Comedy Festival.

Drew has also won the Boston Comedy Festival in 2017 followed by winning the Seattle International Comedy Competition in 2018. Most recently Drew was in featured as a New Face of Comedy in the 2019 Just for Laughs Comedy Festival in Montreal.

He now headlines comedy clubs and colleges across the US and Canada along with making various types of online content.

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

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!

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Buy Tickets
Wed, May 24, 2023
8:30 PM
Thu, May 25, 2023
8:30 PM
Fri, May 26, 2023
8:30 PM
Sat, May 27, 2023
8:30 PM
Sun, May 28, 2023
8:30 PM
hide
June 22 - June 24

COSTAKI ECONOMOPOULOS

Literally one of the biggest names in comedy...

For 20 years Costaki has been living his dream as a full-time stand up comic.
He has written jokes for Bette Midler, Jay Leno, MTV and BET.
You may have seen him on Showtime, or heard him on Sirius, but you probably know him best from his regular appearances on the nationally syndicated Bob & Tom Radio Show.

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

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!

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Buy Tickets
Thu, Jun 22, 2023
8:30 PM
Fri, Jun 23, 2023
8:30 PM
Sat, Jun 24, 2023
8:30 PM
hide
June 28 - July 01

Dan Boulger

Dan Boulger began his comedy career in late 2004 only one week into his freshman year of college. Quickly becoming a favorite in the New England area Boulger started performing nationally after winning the Boston Comedy Festival in 2006 at the age of 20.

He has since received recognition from both audiences and industry alike having performed on Comedy Central, The BBC, and the HBO Aspen Comedy Festival, and most recently has made multiple appearances on The Late Late Show with Craig Ferguson and Comics Unleashed with Byron Allen.
Due to his age he is an ideal college performer and has appeared on several high profile college tours such as the Comedy Central Live and College Humor Live tours and has been able to be the supporting act for many famous comedians including Bill Burr, Louis CK and Zach Galifianakis.

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

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!

more less
Buy Tickets
Wed, Jun 28, 2023
8:30 PM
Thu, Jun 29, 2023
8:30 PM
Fri, Jun 30, 2023
8:30 PM
Sat, Jul 1, 2023
8:30 PM
hide
July 19 - July 23

Orlando Baxter

Orlando Baxter exploded onto the Boston comedy scene in 2005, and was quickly established as one of the areas hottest young comics. His fresh perspective and unique relatability soon made this former high school teacher a fan favourite and led to a string of finalist positions in a host of contests and festivals all over the world including NBC’s ‘Stand Up for Diversity’, Boston Comedy Festival, Montreux Comedy Festival, Johannesburg International Comedy Festival, Edinburgh Fringe Festival, Turku Comedy Festival, and the Melbourne Comedy Festival. Orlando currently tours across the country performing at clubs, colleges and festivals at home and overseas. In 2016, Orlando made his late night TV debut on the Conan show on TBS. And since then he's appeared on television shows like "Comedy Up Late" in Australia, B.E.T.'s "50 Central", Laff Mobb's Laff Track on Tru TV and TBN's Mike Huckabee show. His DryBar comedy special “Glorified Baby Sitter” has over 2.5 Million views on YouTube and 5.5 Million views on Facebook

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

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!

more less
Buy Tickets
Wed, Jul 19, 2023
8:30 PM
Thu, Jul 20, 2023
8:30 PM
Fri, Jul 21, 2023
8:30 PM
Sat, Jul 22, 2023
8:30 PM
Sun, Jul 23, 2023
8:30 PM
hide
August 23 - August 26

Graham Kay

Hi there, thanks for finding me on the net. I’m an award-winning stand-up comedian (whoah!), actor (no way!) and a TV writer (only in Canada but it still counts). I’ve also been described as “Quick, clever, and brilliantly funny” by The Huffington Post Comedy (pretty sick actually).

I’ve performed stand up on The Tonight Show with Jimmy Fallon, Late Show with Steven Colbert and was in the Super Troopers 2 movie. I also host Autastic an autism awareness podcast and my stand up can be heard regularly on Sirius XM Radio.

I was born in Ottawa Canada (go Sens), and currently live in Greenpoint Brooklyn (go Mets).

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

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!

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Wed, Aug 23, 2023
8:30 PM
Thu, Aug 24, 2023
8:30 PM
Fri, Aug 25, 2023
8:30 PM
Sat, Aug 26, 2023
8:30 PM
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Likely To Sell Out!
February 29 - March 03

Mary Mack

A hybrid of Minnesota and Wisconsin (with a severe cheese dependency), comedian Mary Mack is a favorite on radio shows and podcasts around the country including The Bob and Tom Show, Marc Maron's WTF Podcast, and The Grand Ole Opry. Mary played the leading character, Dylan, on Fox’s cartoon Golan the Insatiable, season one. This year, she plays a lead character in the Hulu cartoon Solar Opposites by the creators of Rick and Morty. She’s appeared in Montreal’s Just For Laughs Festival, HBO’s Andy Kaufman Awards, San Francisco’s Sketchfest, and the Dry Bar comedy series. Mack’s television credits include Comedy Central's Live at Gotham, TBS’ Conan, Adult Swim’s Aqua Teen Hunger Force and NBC’s Last Comic Standing and Last Call with Carson Daly. When not touring, Mary spends way too much time and money working on her vintage camper in the woods of Northern Wisconsin.

Almost forgot...Check out Mary's Doopy Dooper and other characters in the new video game Trover Saves the Universe. Or maybe browse her youtube page under MaryMackComedy for videos that should have been deleted years ago or see a couple Conan sets on the Team CoCo YouTube Channel! 

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

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!

more less
Buy Tickets
Thu, Feb 29, 2024
8:30 PM
Fri, Mar 1, 2024
8:30 PM
Sat, Mar 2, 2024
8:30 PM
Sun, Mar 3, 2024
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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