MISS ISLAND QUEEN AMATEUR DRAG CONTEST IN KEY WEST RAISES $180K

a person on a stage with angel wings
The fourth annual Miss Island Queen amateur drag pageant had the sold-out audience at Key West Theater in stitches all night, while raising $180,000 for Samuel’s House. Photos by LARRY BLACKBURN and MARK HEDDEN.

For the fourth year in a row, the inimitable Miss Island Queen, an amateur drag pageant, sold out Key West Theater. The crowd that packed the house was as generous as it was enthusiastic, literally throwing money on the stage while laughing nonstop.

The show featured six local contestants with no drag experience, each paired with a professional drag queen coach. The pairs campaigned for weeks in advance to raise funds leading up to the big night, which featured a hilarious talent competition and other hijinks. 

Produced and hosted by Kirby Myers, the show benefited the nonprofit Samuel’s House and this year raised $180,195. In the past four years, Miss Island Queen has raised a staggering total of $395,000. 

Oren Polak, aka Chappel Moan, was this year’s hands-down winner, raising $78,000 himself. It was the first win for his coach, Q Mitch, who has been a Miss Island Queen coach since its 2022 inception.

The other five contestant and coach pairings were Mike Kenna as Magic Michelle with Coach Sushi; JD McManus as Jadea Puddin’ Boutte with Coach Puddin’ Taine; Hailey Freeman aka The Whorax with Coach Hugh Janus, who is actually Erin McKenna, the first-ever Miss Island Queen winner who has been coaching ever since.

Paul Murphy competed as Coco Dixie Deluxe with Coach Beatrix Dixie and Kevin Lawson competed as Dia Bolik with Coach Sasha Coxxx.

a group of people standing on top of a stage
a woman is standing on a stage surrounded by confetti and confetti
a group of people standing on top of a stage
a couple of women standing on top of a stage
a man in an orange costume is standing on a stage
a person doing a handstand on a stage
a person in an orange outfit on a stage
a person on a stage with angel wings
The fourth annual Miss Island Queen amateur drag pageant had the sold-out audience at Key West Theater in stitches all night, while raising $180,000 for Samuel’s House. Photos by LARRY BLACKBURN and MARK HEDDEN.
a couple of people that are standing on a stage
a man in a costume on a stage
Mandy Miles
Mandy Miles drops stuff, breaks things and falls down more than any adult should. An award-winning writer, reporter and columnist, she's been stringing words together in Key West since 1998. "Local news is crucial," she says. "It informs and connects a community. It prompts conversation. It gets people involved, holds people accountable. The Keys Weekly takes its responsibility seriously. Our owners are raising families in Key West & Marathon. Our writers live in the communities we cover - Key West, Marathon & the Upper Keys. We respect our readers. We question our leaders. We believe in the Florida Keys community. And we like to have a good time." Mandy's married to a saintly — and handy — fishing captain, and can't imagine living anywhere else.