April 16

GwensDay

Special Event

GwensDay

Gwen Filosa has been a regular at Comedy Key West since its start in 2016. She was invited to perform in Florida's Funniest Female showcase in 2019 and has done guest spots at clubs in Miami, New York and New Orleans. Gwen is a Pulitzer Prize-winning journalist who covers Key West and in June 2023 founded her own communications company, Gwen Filosa Media. She previously worked at the Miami Herald, WLRN Public Media and the Key West Citizen. Before moving to Key West in 2011, she spent a decade covering crime in New Orleans for The Times-Picayune. She was part of the team that won the 2006 Pulitzer Prizes for Breaking News and the Public Service Medal for their coverage of the Hurricane Katrina disaster. She’s also a well-regarded dog sitter with references.

04/16/2025 8:30 PM

Door Time: 7:30 PM

Other Showtimes

Join Gwen Filosa and other local Key West comedians in a night of non-stop laughs. 

Gwen Filosa has been a regular at Comedy Key West since its start in 2016. She was invited to perform in Florida's Funniest Female showcase in 2019 and has done guest spots at clubs in Miami, New York and New Orleans. Gwen is a Pulitzer Prize-winning journalist who covers Key West and in June 2023 founded her own communications company, Gwen Filosa Media.

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!

Gwen Filosa has been a regular at Comedy Key West since its start in 2016. She was invited to perform in Florida's Funniest Female showcase in 2019 and has done guest spots at clubs in Miami, New York and New Orleans. Gwen is a Pulitzer Prize-winning journalist who covers Key West and in June 2023 founded her own communications company, Gwen Filosa Media. She previously worked at the Miami Herald, WLRN Public Media and the Key West Citizen. Before moving to Key West in 2011, she spent a decade covering crime in New Orleans for The Times-Picayune. She was part of the team that won the 2006 Pulitzer Prizes for Breaking News and the Public Service Medal for their coverage of the Hurricane Katrina disaster. She’s also a well-regarded dog sitter with references.