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.

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!

A Must-See Lunchtime Tribute Show, live on stage in the heart of Key West!
[LIMITED SEATING – PLEASE RESERVE EARLY]

There are many places to eat lunch in Key West. In some spots, you can have lunch with live music. But there’s only ONE place to have lunch with a legend. Join us for Key West’s only all-inclusive dine-in musical experience, revisiting the glory days of 1970s Key West when a young songwriter named Jimmy called this island home.

Acclaimed musician, actor, and Buffett historian Caleb Hogan appears in-costume as the man himself in a show blending live music, storytelling, humor, and of course...Cheeseburgers! Enjoy a journey back in time to a place where artists and misfits lived the eclectic Bohemian dream, and our favorite "grandson of a sailor" roamed the land.

Part lunch theater, part tribute concert, and part educational adventure, Burgers & Buffett Tunes is a one-of-a-kind musical celebration of Jimmy’s songs, spirit, and the island where the legend began. This show is a MUST-SEE for all Buffett fans, music enthusiasts, or anyone looking for Key West’s most entertaining lunch experience.

Your ALL-INCLUSIVE ticket to this performance includes one cheeseburger with chips and one drink from the bar’s lunch menu. Additional beverages and drink specials will be available for purchase from the bar. Sales tax and Gratuity are included in the price of admission, though extra gratuity is always welcome for excellent service, but not
expected.

Showtime is 12:30pm , and doors open at 12:00pm (NOON). We request that you arrive no later than 12:15pm to ensure seating and drink service before the show begins.

Join us 5 days per week at Comedy Key West for the hit musical show Burgers & Buffett Tunes.

Disclaimer: This is an independent tribute performance and is not affiliated with, endorsed by, or sponsored by Jimmy Buffett, Margaritaville Holdings LLC, or the estate of Jimmy Buffett. All references are made in the spirit of celebration and artistic homage.

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.

FOOD SUBSTITUTIONS-MUST BE REQUESTED IN ADVANCE!

We offer a vegetarian burger patty (+$2.00) or a Gluten-free bun (+$1.00). Please specify in the Customer Notes or call ahead to request substitutions, as these must be done ahead of time!

 

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.

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!

Steven Rogers is a stand-up comedian known for his unique blend of wit, vulnerability, and sharp observational humor. His comedic style combines relatable mishaps, personal struggles, and endearing storytelling, often drawing from his own life experiences. Steven's fresh take on everyday challenges has earned him a devoted following and widespread recognition in the comedy world.

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!

Peter Wong is a New York comedian who has been featured on Comedy Central and Sirius XM. His special Don’t Move can be found on YouTube. Catch him in the 2025 Horror/Comedy "Ick," starring alongside Brandon Routh and Mena Suvari.

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!

Come join us at Comedy Key West, the southernmost comedy club in the country, as we welcome Craig Shoemaker to our beautiful island. 

For over four decades, Craig Shoemaker has made millions laugh as one of comedy's most beloved performers. He’s been named Comedian of the Year at the American Comedy Awards, earned two Emmy Awards, performed for four U.S. Presidents and created one of Comedy Central's Top 20 specials of all time. His 90-minute Showtime special Daditude dominated Netflix, while his iconic baritone-voiced character, “The Lovemaster,” became XM Radio's most popular comedy bit.

Check out his Biography! 

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!

Paul Nardizzi began his comedy career in 1990, quickly becoming a Boston area favorite and a national headliner within four years. Paul Nardizzi has made numerous appearances on Late Night with Conan O'Brien, Comedy Central, NESN Comedy All Stars. Paul also won the Boston Comedy Festival Competition, HBO's U.S. Comedy and Arts Festival and is one of the most requested acts on XM Satellite Radio.

As a top stand up comedian in Boston and the New England Area, he is known for his rapid-fire comedy, ability to engage the crowd, and tailor material to audiences. Paul can be seen performing in clubs nationwide in addition to providing corporate entertainment and working at charity events and parties.

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!

Al Jackson is a comic, TV personality, and national radio and podcast host. Al recently wrapped a seven-season run as co-host of the nationally syndicated talk show Daily Blast Live (DBL), and has been a weekly guest on The Bob & Tom Show for over 10 years. He also co-hosts two podcasts: My Safe Word is More, which is nearing a million downloads, and Daytime Talk After Dark, a reimagined take on DBL in podcast format. 

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!

Jamie Kennedy is a comedian, actor, and writer known for his breakout role as Randy Meeks in Scream and Scream 2. He first gained attention in Romeo + Juliet alongside Leonardo DiCaprio before becoming a household name with The Jamie Kennedy Experiment (JKX), which became The WB’s highest-rated show. His fan-favorite character, Brad Gluckman, a wannabe rapper from Malibu, later hit the big screen in the cult comedy Malibu’s Most Wanted.

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!

Mitch Fatel has been showcasing his talent to rave reviews for 30 years now. His resume includes 2 Comedy Central specials (one of which was voted #6 all time by viewers)and 3 best-selling CD's. He has appeared on almost every Late Night Comedy Show and took home honors as the Best Comedian at the HBO Aspen Comedy Festival. His new 1 hour special Bad-Girls was just released on YouTube and will change the comedy world forever.

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!

Comedy Key West is happy to be bringing back 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 wine (Valpolicella) 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. 

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!

Mike Vecchione is a New York City based comedian who has been performing in NYC clubs and across the country for more than 20 years.

Mike has multiple appearances on The Tonight Show, as well as on Netflix, Comedy Central and Hulu. Mike was also in the movie The King of Staten Island, starring Pete Davidson and was a featured podcast guest on The Joe Rogan Experience. Mike currently has a one-hour comedy special available now on YouTube called, The Attractives, directed and produced by friend and fellow comedian, Nate Bargatze.

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!

Dave Smith is a comedian, political commentator, radio and tv personality. Dave is a regular guest on The Joe Rogan Experience, Tim Pool, Kennedy, and The Greg Gutfeld show. In 2017 Dave’s debut comedy special ‘Libertas’ was released and spent over three weeks at #1 on the ITunes comedy chart. Dave is the host of ‘Part of the Problem’ a libertarian podcast about current events and the evils of government and the corporate media as well as his comedy podcast Legion of Skanks.

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!

Caitlin Peluffo has been featured on the Late Show with Stephen Colbert, The Late Late Show with James Corden, After Midnight, 2022’s Just For Laughs Festival, and has hosted her weekly podcast, Good Time Gal with Caitlin Peluffo for over three years.  She has also been featured on Comedy Central’s “Featuring” series, and has a Don’t Tell Comedy Set with over 150k views on YouTube. With Caitlin, no subject is off limits, however, she did make a promise to her mother that she would never, ever discuss that one time she took those ‘whorish, yet tastefully executed’ photos for a guy she used to bang in the military. She may be a patriot, but a promise is a promise.

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!

Named “Best Comedian in Miami” by the Miami New Times, Dave Williamson tours heavily, both headlining his own shows and as the supporting act for Bert Kreischer. His second album, “Trying My Hardest” was just released by Stand Up! Records and reached #1 in the iTunes Charts for Comedy. Dave's material is in heavy rotation on many SiriusXM stations. Dave often talks about family, highlighting stories from his youth to navigating the role of Father & husband himself. He is obsessed with BBQ, and hosts his own podcast called “Meat Dave”.

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!