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The Roundup Daily Drink Specials * DJ Dance Parties * Bingo * Trivia * Pool Tables * Drag Shows
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HEY DOLLS! RU ready for an ooky spooky Friday?  We’ve got you covered, just don’t stare any dolls in the eyes - that’s o...
10/20/2026

HEY DOLLS! RU ready for an ooky spooky Friday? We’ve got you covered, just don’t stare any dolls in the eyes - that’s on you 👀

Polkadot Entertainment does their monthly takeover with Chesley Wilcox-Polk hosting bingo and our possessed doll Drag Show featuring The Ravens of the Roundup- including winner Alexis Milian - yoir show director, and Miss Roundup Icon, Carl Ridenour

Then DJ Robbie Carrigan brings the creep and the crawl to the dance hall 🙌🏽 so dance, dolls! DANCE!

No-one does Halloween like The Roundup!

10/20/2026

That Happiest Hour in Pensacola you know about from 2-7pm and mics are on at 9pm for THE karaoke of the week. Liquid Courage + Good Friends + Good Vibes = Perfect Recipe for Karaoke!

RU coming?

10/19/2026

New week. Same deals. Ease into the week with us at The Roundup 🤠 we promise it’ll make the entire week better 😜

Tonight we try this again! No hurricane just leather 🙌🏽 Comply will be on site with their truck of gear and JR Davis has...
10/17/2026

Tonight we try this again! No hurricane just leather 🙌🏽

Comply will be on site with their truck of gear and JR Davis has the dark room beats you want all night long.

Meet you at the Asylum baby!

😈

CALLING ALL Q***R COMMUNITY!It’s an extra special Drag Bingo tonight as Stamped Film Festival sponsors tonight in celebr...
10/16/2026

CALLING ALL Q***R COMMUNITY!

It’s an extra special Drag Bingo tonight as Stamped Film Festival sponsors tonight in celebration of STAMPED FILM FEST being one month away!

Check out STAMPED’S social media for more details and be sure to join us tonight!

Drag show immediately following bingo and club hits Killer Clowns dance party all night!

THE CIRCUS OPENS TONIGHT! Killer Clowns is this week’s Halloween theme and we’ve got some surprises in store! It kicks o...
10/16/2026

THE CIRCUS OPENS TONIGHT!

Killer Clowns is this week’s Halloween theme and we’ve got some surprises in store!

It kicks off tonight with
Drag Bingo at 6:30pm
Showtime is at 9pm
And then club hits and dance party til close!

Don’t be a fool! Stop clowning around! We’re waiting 😈🤡

10/16/2026

TONIGHT Before the Killer Clowns frenzy we’ve got Drag Bingo with Alexis Milian at 6:30pm and show at 9pm!

🔪🎪 Step into the dark, boys… This Friday, the tent is going up, the lights are going down, and Roundup is serving pure s...
10/13/2026

🔪🎪 Step into the dark, boys… This Friday, the tent is going up, the lights are going down, and Roundup is serving pure sinister fantasy. Welcome to Killer Clowns—a dirty, pulsing playground where the music is heavy, the shadows are crowded, and things are about to get delightfully twisted under the big top. 🖤🤡
We’ve got exactly what you’re looking for to lose yourself in the shadows:
🎧 The dark, pounding beats of DJ Jay-R to get your blood rushing.
🔥 Go-Go Dancers so hot they’re borderline criminal.
🎪 The legendary Alexis Milian commanding the night.
🩸 Showtime at 9PM. Don’t keep us waiting.
Only a $5 cover, 21+, and all the mischief you can handle at 560 E. Heinberg St., Pensacola, FL. Come play in the dark with us—we don’t bite... unless you ask nicely. 🎡💀





🌪️⛓️ HE CAME. HE SAW. HE DOMMED THE GULF COAST. 🖤💦Who knew   was such a dom top? And baby, the aftershocks are just gett...
10/13/2026

🌪️⛓️ HE CAME. HE SAW. HE DOMMED THE GULF COAST. 🖤💦

Who knew was such a dom top? And baby, the aftershocks are just getting started. 😈 SIN SATURDAY may have been postponed but that just built a little more antici…pation, right?

This Saturday we’re trading storm warnings for leather, chains, and a little consensual submission.

The forecast? 100% chance of DADDY ENERGY, a heavy dose of DJ JAY-R, and go-go boys who might just make you forget your safe word. 👀🔥

plus, Comply will be on-site with the leather truck!

🩸 SIN SATURDAY: ASYLUM
⛓️ Saturday, 10/17 | 9PM
🖤 Gear encouraged. Leather appreciated. Daddies welcomed.
🎧 DJ JAY-R + Go-Go Dancers
📍 RoundUp Pensacola | 560 E. Heinberg St.
🔞 21+ | $5 Cover

GULF COAST, BEND THE KNEE. THE NIGHT IS YOURS TO SUBMIT TO. 💋

10/13/2026

Tomorrow Cody Copeland is here! Join us on the back porch loving these cooler temperatures and evenings outside. We're partial but, our back yard and patio are the BEST for evenings outside 🙌

Address

560 E Heinberg Street
Pensacola, FL
32502

Opening Hours

Monday 2pm - 3am
Tuesday 2pm - 3am
Wednesday 2pm - 3am
Thursday 2pm - 3am
Friday 2pm - 3am
Saturday 2pm - 3am
Sunday 2pm - 3am

Telephone

+18504338482

Website

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