Upcoming Events

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

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:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

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!

South Florida's Finest Comedians visit Comedy Key West for one night only!

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

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!

Showtime at 7:00 PM. Doors at 6:00 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.

Thank you for reserving your spot for this special edition on Paint 'N Chug. If you are interested in hosting a private Paint 'N Chug event for your next birthday, company outing or any other special moment please email us today @ comedykeywest@gmail.com

Get your Christmas creativity ON this 2021 and make a Gingerbread House for a great cause! Hosted by Amanda Anderson, Comedy Key West + One Love Food Truck.

Your ticket includes all the materials for making a gingerbread house or estate, appetizers provided by One Love Food Truck + Beer/ Wine available for purchase. Christmas Costumes + Attire Encouraged! Enter your Gingerbread House for the chance to win prizes.

A portion of the proceeds will support the MARC House.

Your host + party coordinator Amanda Anderson will be facilitating the fun + creativity of building your dream gingerbread home. There is a 50 guest maximum. Reserve your seats + buy Tickets today! Wednesday Dec 8th @ Comedy Key West 218 Whitehead Street

6pm-9pm

Tickets purchased in advance will ensure that groups can sit together. Please let us know in advance if you will be joining another party

Hosted by Tom Dustin (Comedy Central/Winner of the Great American 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 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

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!

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

Brooklyn native Dwayne Perkins is a vet in the comedy game. His one hour comedy special: “Dwayne Perkins: Take Note” debuted on Netflix to rave reviews and instantly became a fan favorite. It showcases his unique way of looking at life and his unparalleled ability to convey it in a hilarious manner. Take Note was already in the top 50 Netflix comedy specials of all time only 2 months after being released. Dwayne has earned a spot in today’s elite class of standup comics with several appearances on Comedy Central and Conan.

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

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!

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

Bob DiBuono was a cast member of Comedy Central's Nightly Show and has appeared on Gotham Live on AXS TV, MTV, E!, Jimmy Kimmel Live, and Coachella 2019. Bob is also a warm-up comedian for The Late Show with Stephen Colbert. Bob can be heard regularly on SIRIUS and has been featured in Rolling Stone and Fortune magazines.

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

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!

Gwen Filosa will celebrate turning 50 years old by headlining a show at Comedy Key West!
We know! She could easily pass for 48.

You’re invited to the birthday bash, which is at 8:30 p.m. on Sunday, Jan. 16, and she will be joined by other local comedians.

Gwen has been doing standup at Comedy Key West since its inception in 2016. She’s appeared at clubs in New York and Miami and was invited to the Flamingo Comedy Festival in Boca Raton in 2019. She has opened for celebrity comedians such as Chad Daniels, Christine Hurley and Jessimae Peluso.

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

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!

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

Steven Crane is taking a break from his stupidly busy schedule to giggle out some sillies for you folks! He attended The Second City Training Center in Chicago graduating from the Improv and Writing programs but dropped out of the Stand-up program when his parents figured out he was attending a Comedy School. Steve hosts the Drunk Spelling Bee at Mary Ellen’s on Monday nights and is often a host at the Comedy Key West Tuesday Open Mics. You can also catch a glimpse of Steve at many Burlesque shows, though it may not be a glimpse you want! Come see Steve attempt funny! Comment below if you read these.

Please note:

If you are purchasing Booth Seats, 1 ticket = 1 Booth, which is good for two people. Please do not purchase (2) booths if you are only coming with (2) people.

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!