Polkadot Entertainment

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Pensacola, FL
Polkadot Entertainment

Award Winning Entertainment | Emcee
Creative Consultant | Event Design
Storytelling
(1)

09/17/2026

So excited for tomorrow night! Chesley is hosting Drag Bingo - starting at 7pm!

09/02/2026

Gulf Coast car lovers and families, clear your calendars!

Queens & Machines 2026 is rolling into town on Sunday, September 27th from 12 PM to 5 PM, and it’s completely free to the public. Presented by The Roundup & Polkadot Entertainment this is a family friendly day with something for everyone!

Come over and check out an incredible lineup of vintage and unique cars, snap fun memories in the photobooth, grab a bite from the food truck, or hit the outdoor bar. Make sure to stay through the afternoon, as Winner Circle prizes will be announced at 5 PM!

We’re also hosting a raffle benefitting The Birthday Party Pensacola , so every entry helps bring joy to kids in need.

ENTRY: FREE with donation or $10 entry fee.

Plus, if you want to keep the fun going, stick around after 5:30 PM for a special 21+ show.

This is one Sunday event on the Coast you definitely don't want to miss!

08/25/2026

There are people who entertain us.
People who inspire us.
And then there are people whose very existence gives us permission to become more fully ourselves.

For us, one of those rare people has always been Dolly Parton. 💗✨

There would be no Polkadot Entertainment without Dolly. And, in many ways, there would be no Chesley without her either.

Long before there was a company, a stage, a microphone, or a polka dot, there was a little boy watching Dolly and learning that you could be unapologetically yourself while leading with kindness. That femininity could be powerful. That faith could be deeply personal without becoming a weapon. And that success means more when you use it to lift others.

We didn’t just take artistic inspiration from Dolly. We took lessons for living: a love of teaching and working with children, especially those with special needs and those learning English as a second language; a desire to uplift everyone around us; the importance of healthy boundaries; and the understanding that the person the world sees and the private person you protect can both be authentic.

Dolly has spent her life loving people without requiring them to become someone else first. She has championed music, books, education, theater, imagination, and the arts while extending compassion to people too often judged by the world, including LGBTQ+ people and q***r communities.

And perhaps that’s why her story resonates so deeply with q***r people.

Dolly was told who she should be. Instead, she became Dolly. Completely. Spectacularly. On her own terms.

There is something profoundly q***r about saying, I know who I am, and I’m going to build a life that looks like me.

That spirit lives at the heart of Polkadot.

So thank you, Dolly, for the songs, the stories, the generosity, and the example. Thank you for helping Chesley become Chesley. And thank you for inspiring the world that became Polkadot.

We wouldn’t be here without you. 💗

“The way I see it, if you want the rainbow, you gotta put up with the rain.” 🌈

07/26/2026

Put your hands up if you're excited we're already halfway to Mardi Gras! Our shows bring a punch and our Polkadots work to make sure every detail is perfected, and angle is sharp, every sequin is shined. And they deliver every time. If you haven't been to the Fat Tuesday Drag Show, you're missing one of the best nights on the Gulf Coast. Come join us this year! and never take off those dancing boots.

07/25/2026

Half way to Mardi Gras! We love being able to celebrate with our community on Fat Tuesday and all Mardi Gras season. Community is big part of producing a successful event and live show. We build a little family with each cast and we work to make sure every one shines as bright as possible and we deliver the show that you WANT! Thank you, Pensacola, for allowing us to bring the vibes and bring the joy.

📸: Transcending Dreams Photography

07/24/2026

Halfway to Mardi Gras and we are SCREAMING with joy! A night full of fierce performances and lots of joy! we put the ROLL in Let the good times roll baby! Laissez Les Bon Temps Rouler

📸: Transcending Dreams Photography

07/23/2026

They bring it to you every Mardi Gras! and we are about halfway there!

Our Polkadots are not only talented superstars! They are professional, community-focused, and eager to show the talent the Gulf Coast has to offer. We couldn't be who we are without those talented performers we trust to represent us, our mission, and our brand. Thank ou to every Polkadot who has donned a wig and learned a dance for us! We love you.

📸: Transcending Dreams Photography

Address

Pensacola, FL
32514

Website

http://gayety.com/chesley-polk-fat-tuesday-drag-show-pensacola?fbclid=IwZnRzaAPu8JJleHRuA2FlbQIxMQBzcnRjBmFwcF9pZAo2NjI4

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