GALLERY NIGHT PENSACOLA
South Jefferson Street, Plaza Ferdinand and Museum Plaza
5-9 p.m. Friday: Gallery Night goes Pensacon as downtown’s iconic monthly street-level arts experiece celebrates with cosplay and costumes, special performances, local artists and vendors and family-friendly fun. During construction on Palafox Place, the party has moved to South Jefferson Street and encompasses Plaza Ferdinand and Museum Plaza. Look for performances by Nik Flagstar and SWERVE/dance Company on the Museum Plaza stage and for Pensacon guest Rhiannon Owens as featured artist!
AZALEA COCKTAIL LOUNGE
810 N. Davis Highway
STRANGER THINGS THEME
A taste of Hawkins, Indiana, returns to one of Pensacola’s favorite haunts! Step back into the Upside Down as the Azalea Cocktail Lounge transforms once again for a night straight out of the 1980s. Brave the darkness with this year’s new lineup of themed drinks, including The Abyss Margarita, The Upside Down, Vecna’s Curse and the Russian Sleep Experiment. Costumes are strongly encouraged — all cosplayers in character get $2 off any Tito’s and Maker’s Mark, and $2 PBR Tallboys. Join in on the fun with a chance to win a $25 bar tab, Z merch and exclusive themed-prizes! Get ready for flashing lights, eerie vibes and a totally tubular throwback to Hawkins, Indiana. Will you survive the night… or fall victim to the Upside Down?
THE CABARET
101 S. Jefferson St.
FANTASY THEME
Enter a world of fantasy at The Cabaret with special appearances Friday and Saturday by RuPaul’s Drag Race star Morgan McMichaels! Meet and greets take place from 9 to 10 p.m., with drag shows following at 10:30 p.m. and midnight. Ages 18 and older only.
THE FISH HOUSE
600 S. Baracks St.
HARRY POTTER THEME
The Fish House is transformed into Hogwarts School of Witchcraft and Wizardry! Enjoy plenty of potions, Quidditch, take-home wands and a stroll through Diagon Alley with costumes and incredible themed decor including several unique photo ops. Drink specials include the Goblet of Fire, Veritaserum, Butterbear and the Amortentia Love Potion! Drink specials available beginning at 11 a.m. daily.
GAMES & GRUB
1000 Gulf Beach Highway
MARIO THEME
Power up your week at Games and Grub’s Mario Mash‑Up Party: Five nights, five fresh adventures — each one packed with themed cocktails like the Rainbow Road and Princess Peach, plus fan‑favorite bites including the Super Smash Burger and crispy Golden Coins. The whole restaurant transforms into the Mushroom Kingdom as we roll out new challenges, games, and surprises every night. Show up in cosplay and score a free board game rental — because heroes who dress the part deserve the bonus loot. Grab your crew, hit the warp pipe, and level up your week. Family friendly until 8 p.m. every day! Every night, you can challenge our bartender with a Mario Party minigame – just ask our bartender for details.
- 6 p.m. Wednesday: Mario Trivia Night!
- 6 p.m. Thursday: Mario Bingo
- 6 p.m. Friday: Super Smash Bros Tournament, $10 entry fee, cash prize for top 3 winners
- 6 p.m. Saturday: Mario Kart Tournament, free entry with free play hours given to top 3 winners
- Sunday: Mario Party Mini Games! Come play Mario Party mini games for a chance to win coins to visit Koopa’s store
ODD COLONY BREWING CO.
210 N. Palafox St.
LORD OF THE RINGS THEME
It may be an awfully long walk from the Shire to Mount Doom, but you can enter Middle-Earth by taking just a few steps from panels, gaming and other Pensacon activities at Odd Colony, just steps south of the Wright Place Campus. You’ll find just the Fellowship you’re looking for!
- 7 p.m. Wednesday: Lord of the Rings trivia
- Friday: Special Cask Tapping
- 6 p.m. Saturday: Bilbo’s Birthday Party
- 11 a.m. Sunday: Second Breakfast Brunch with Globetrotter Street Food
O’RILEY’S IRISH PUB
321 Palafox Place
SPONGEBOB SQUAREPANTS THEME
Are ya ready, kids? O’Riley’s Irish Pub is going full Bikini Bottom for Pensacon weekend, with decorations, SpongeBob trivia, nautical nonsense cocktails and a fully decked-out bar that’ll make you feel like you’re hanging out at the Krusty Krab (but with better drinks).
- 8 p.m. Wednesday: Pensacon Trivia
- 8 p.m. Thursday: Bikini Bottom College Night with live DJ
- 9 p.m. Saturday: Jellyfish Jam, a high-energy Bikini Bottom-themed dance party
PAPA’S PIZZA
18 E. Garden St.
TEENAGE MUTANT NINJA TURTLES THEME
Cowabunga, dudes! Papa’s Pizza is your above-ground HQ for everything to do with the heroes in a half-shell and their absolute favorite cuisine, delicious pizza! Grab a slice or two and enjoy the turtle-powered atmosphere. Try the famous Michelangelo pizza with pepperoni and marshmallow! Hours: 11 a.m. to 10 p.m. Sunday through Thursday and 11 a.m. to 11 p.m. Friday and Saturday.
PERFECT PLAIN BREWING CO.
GARDEN & GRAIN
THE WELL
EL CAMINO
50 E. Garden St.
STAR WARS THEME
A galaxy far, far away gets a lot closer as you join the “Star Wars” celebration just a few blocks from the Pensacola Bay Center. Perfect Plain will be celebrating with a special new Dark Side beer release, themed decor and a Galactic Bar Crawl between Perfect Plain, Garden and Grain, The Well and El Camino. Each bar has its own delicious menu of themed cocktails, too.
- 7-9 p.m. Wednesday: Galactic Bingo at Perfect Plain
- 7-9 p.m. Thursday: Pensacon Drink & Draw; Star Wars Trivia at Perfect Plain
- 8 p.m. to midnight Friday: Cantina Karaoke at Perfect Plain
- 8 p.m to midnight Saturday: Hyperspace Rave Cave at Garden & Grain.
- All day Friday and Saturday: Galactic Bar Crawl through all four locations.
ROBONOVA PRODUCTIONS
Betty’s, 506 W. Belmont St.
THE SECRET LEVEL
7:30 p.m. to 1 a.m. Friday: Enter The Secret Level, an inclusive party with costumes highly encouraged, featuring performances by Pensacola DJs along with some mind-melting lasers and bass blasting sound. Pensacon attendees receive discounted $10 admission with their badge or Friday wristband. Ages 18 and older only.
THE ROUNDUP
560 E. Heinburg St.
HEROES VS. VILLAINS THEME
2 p.m. to 3 a.m. Saturday. Will good triumph over evil, or is this the day that the forces of villainy defeat our noble heroes? Find out in an all-day celebration of your comic book favorites. Showtime at 11:30 p.m. featuring Angel Collins, Zamareyah Dawn and Gracie Lou Freebush, Miss Roundup 2026. Ages 21 and older only.