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Community Calendar

10/1/2026 - 10/1/2027
FRI
Sep Oct
25 31
6:00 PM

This Halloween season, step into Primal Fear, OWA's most terrifying immersive attraction, where your deepest fears become your reality. Open select nights September 25–26 and October 2–3, 9–10, 16–17, and 22–31, 2026, Primal Fear takes guests on a ...

THU
October
1

Celebrate fall in a fun and creative way at Pumpkins on Parade, Downtown OWA's inaugural pumpkin carving competition! Local businesses will transform ordinary pumpkins into imaginative displays that showcase their unique brand, personality, or ...

THU
October
1
5:30 PM - 8:00 PM

Join Escambia County Healthy Start for Cocktails for Cradles, an elegant evening formerly known as Bow Ties and Tiaras. Guests will enjoy a delicious meal, signature cocktails, exciting auction opportunities, and the chance to make a meaningful impact ...

FRI
October
2
5:00 PM - 8:00 PM

THROWBACK MUSIC NIGHT Genre: Classics → 2000s Friday, October 2 • 5–8 PM Laguna’s Tiki Deck FREE TO ATTEND We’re working our way through the decades with throwbacks, crowd favorites you’ll dance to all night long. Your Friday night soundtrack is ...

FRI
October
2
7:30 PM - 9:30 PM

Get ready to laugh! Social media’s biggest Comedian Andrew Conn brings his hilarious live show to OWA Theater on October 2nd for a night of laugh-out-loud storytelling. With nearly 600k Facebook followers and millions of views across Facebook, TikTok, ...

SAT
October
3
7:30 PM - 9:30 PM

LIVE at OWA Theater! Get ready for a night of Garth Brooks' biggest hits, incredible energy, and unforgettable country music! Back by popular demand, The Ultimate Garth Brooks Tribute featuring Shawn Gerard returns to OWA Theater for an electrifying ...

SUN
October
4
10:00 AM - 1:00 PM

THE BAJA BRUNCH CLUB October Theme: THE ULTIMATE MIXTAPE OCTOBER 4 • 10AM–1PM On The Tiki Deck  FREE TO ATTEND Brunch, drinks, and three hours of songs you know every word to. Grab your crew and sing along as our MC + DJ plays throwbacks, guilty ...

SUN
October
4
2:00 PM - 4:30 PM
WED
October
7
10:30 AM - 12:00 PM

It's almost Q4. Come build your 2027 plan. ENRG Pensacola is a free, monthly 90-minute working session for business owners, founders and leadership teams, especially those running on EOS® (the Entrepreneurial Operating System) or curious about it. ...

FRI
October
9
7:30 PM - 9:30 PM

Get ready to relive the music of one of the most iconic duos in pop history! Private Eyes, the premier tribute to Daryl Hall & John Oates, returns to OWA Theater for an unforgettable night filled with timeless hits, soulful vocals, incredible ...

FRI
October
9 10
8:00 PM - 12:30 AM

Costa makes his Pensacola debut on October 9th on the Tiki Deck at Laguna’s. Where: Laguna's Tiki Deck Date: Friday, October 9 Time: 8:00 PM - 12:30 AM Tickets are on sale now! https://pimg.fyi/lagunas-costa-tickets Doors open at 8:00 PM. Must be 18+

SAT
October
10
8:00 AM - 9:30 AM

Runners, walkers, families and mental health supporters are invited to participate in the 4th Annual Landrum 5K Run/Walk on Saturday, Oct. 10. with a shotgun start at 8 a.m. at Landrum’s downtown Pensacola office, 219 E. Garden Street. This ...

SAT
October
10
8:00 AM - 11:00 AM

Join us on October 10th for the 4th annual Every Step Counts 5K Run/Walk presented by Landrum, benefiting Lakeview Center. At our company, we believe that healthy communities start with healthy people, and that means paying attention to both physical ...

THU
October
15
10:00 AM - 11:30 AM
MON
October
19
7:00 PM - 9:00 PM

Get ready for a night of soul, heart, and unforgettable live music as Devon Gilfillian takes the stage at OWA Theater on October 19th! With roots in gospel-blues and a voice that blends classic soul with a modern twist, Gilfillian has grown into one of ...

FRI
October
23
7:00 PM - 8:30 PM
SUN
October
25
12:00 PM - 3:00 PM

The fight against suicide can make you a hero. It is more important than ever to support mentalhealth, and we invite you to join our movement to prevent suicide. By partnering with you, the Florida Panhandle Chapter will be able to reach and serve more ...

THU
October
29
5:00 PM - 7:30 PM

stal Sunset Cruise Thursday, October 295:00pm - 7:30pmKick off the festival in style aboard a sunset cocktail cruise featuring an open bar and custom-crafted hors d'oeuvres by Chef Julio Lucero of Coastal, the signature restaurant at the private ...

THU
October
29
6:00 PM - 8:00 PM

Join the ECMS Foundation on October 29, 2026, at the Jean & Paul Amos Performance Studio for the Health Excellence Awards — an evening celebrating the people and organizations making Escambia and Santa Rosa Counties healthier. This annual event brings ...

FRI
October
30
4:30 PM - 10:00 PM

The 16th Annual Taste of the Beach kicks off Friday night, Oct. 30, with a special, island-elegant, VIP Dinner experience. Each stop features a carefully curated course with wine pairings. 'Traditional Trolley' Departure Times: 4:45 p.m., 5:30 p.m., ...

FRI
October
30
6:00 PM - 8:00 PM

Get your little creatures dressed in their favorite costumes and join us at OWA for an evening filled with Halloween fun, music, dancing, and festive excitement! The Little Creatures' Ball is the perfect way for families to celebrate the spooky season ...

SAT
October
31
10:00 AM - 4:00 PM

Sea, Sip & Savor at Pensacola Beach’s Taste of the Beach Festival Get ready for a weekend full of flavor, fun, and coastal flair as the Pensacola Beach Chamber of Commerce presents the annual Taste of the Beach Festival, October 29-November 1, 2026. ...

SAT
October
31
11:00 AM - 1:00 PM

Calling all ghosts, goblins, pups, and pet parents! It's time to get those tails wagging because Wag-O-Ween is coming to OWA! Bring your four-legged friend dressed in their Halloween best for a festive celebration filled with costumes, music, ...

SAT
October
31
2:00 PM - 5:00 PM

Get those costumes ready and bring the whole family to Downtown OWA for an afternoon of trick-or-treating, sweet treats, and Halloween fun! The Candy Crawl transforms Downtown OWA into a Halloween adventure where little ghosts, goblins, witches, ...

SAT
October
31
2:00 PM - 6:00 PM
SAT
Oct Nov
31 1
8:00 PM - 1:00 AM

Let's get spooky with music from SIDEQUEST on the Tiki Deck at Laguna's! Halloween Night Saturday, October 31st Doors open at 8PM TICKETS: https://pimg.fyi/lagunas-sidequest-oct31-tickets *18+ only

WED
November
4
7:00 PM - 10:00 PM

Opera comes alive at Rock the Runway: Living Art, where fashion meets stunning storytelling in a creative fusion of the visual and performing arts. Pensacola Opera will present Rock the Runway: Living Art during the first week of the Foo Foo Festival ...

THU
November
5
7:30 PM - 9:30 PM

Get ready for an electrifying night of blues-rock energy as Jesse Roper takes the stage at OWA Theater on November 5th! Known for his gritty vocals, masterful guitar work, and high-octane live performances, the Canadian singer-songwriter blends classic ...

FRI
November
6
7:30 PM - 9:30 PM

Get ready for an unforgettable night of Southern rock, hip hop, and high-energy live music as Rehab takes the stage at OWA Theater on November 6, 2026. Known for blending gritty rock influences with genre-defying hip hop, Rehab rose to national fame ...

THU
November
12 13
8:30 AM - 5:00 PM

EntreCon returns November 12 & 13, 2026 for two energizing days, dedicated to leadership, innovation, and investing in what matters most: people, business, and community. Introducing this year’s conference theme, INvest. Keynote and breakout sessions ...

SAT
December
12
11:00 AM - 2:00 PM

The Beloved Gingerbread House Competition event returns! Bring the whole family and enjoy a day filled with holiday fun, including a trip to the North Pole for a photo with Santa, holiday bingo games, cookie decorating, festive snacks, and more. ...

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