THU 10/1–SUN 10/11
Pensacola Beach Songwriters Festival (cherry-pick sets)
22+ venues, Pensacola Beach + downtown
Ten days of acoustic storyteller rounds run, mostly free, a build-your-own date.
Venue-by-venue schedule
Last quarter · 37% lit3101825
Date Night
The grown-up half of the list. The app will plan the whole evening for you.
Date Night
202 nights out · the app chains dinner, the main event and a night cap with drive times
21+Nightly thru FRI 10/16
Karaoke & DJ Nights: FUBAR Pizza Bar
FUBAR Pizza Bar · Fort Walton Beach
Late-night karaoke runs five nights a week (Sun, Tue, Wed, Fri, Sat) plus a DJ on Monday and Thursday, 9 PM to 1 AM every night, with pizza till close.
9 PM-1 AM
Mondays thru MON 10/26
Bar Bingo: Seville Quarter
Seville Quarter, Apple Annie's · Pensacola
A free-to-play bingo night runs in Apple Annie's courtyard room, inside the 1871 warehouse block that has been Pensacola's night-out address for fifty years.
8:00-10:00 PM
Mondays thru MON 10/26
Monday Night Blues: Lili Marlene's
Seville Quarter, Lili Marlene's · Pensacola
Live blues plays in the World War I aviators' room, which the venue keeps smoke-free, the one room in the complex where you can hear the band and still hear each other.
7:00-9:00 PM
true thru WED 10/14
Shuffleboard Open Play
Niceville Senior Center
Niceville Senior Center opens its shuffleboard courts to members age 55 and up for casual, all-skill-levels play throughout the day.
8:30 AM to 4:30 PM
true
Table Tennis Open Play
Niceville Senior Center
Niceville Senior Center's table tennis room is open for casual, drop-in play with no experience required.
8:30 AM to 4:30 PM
true
Ping Pong Meet-Up
Niceville Senior Center
This ping pong meetup at the Niceville Senior Center is open to beginners and experienced players alike, and the city says no experience is required to join in.
9:30 AM to 11:00 AM
true
Mexican Train Dominoes
Niceville Senior Center
Mexican Train Dominoes at the Niceville Senior Center is pitched as easy to learn, welcoming first-time players alongside the regulars.
10:00 AM to 1:00 PM
true
Hearts Card Game
Niceville Senior Center
The Niceville Senior Center opens its doors on Wednesday afternoons for a drop in game of Hearts, welcoming beginners and experienced players alike.
1:00 PM to 4:30 PM
true thru MON 11/2
Fort Walton Beach Library Friends Meeting
Fort Walton Beach Library: Meeting Room
Fort Walton Beach Library invites adults to a public meeting for its newly official Friends group, where attendees can learn how to join and advocate for the library in the community.
6:00 PM to 7:00 PM
Mondays thru MON 10/19
Adult Open Gym 17+
Destin Community Center
Full-court open gym for anyone 17 and older runs every Monday night at the Destin Community Center.
6:00 PM to 8:30 PM
true thru WED 10/14
Billiards
Niceville Senior Center
Open-play billiards runs on the two pool tables at the Niceville Senior Center.
8:30 AM to 4:30 PM
true thru WED 10/14
Café Social & Games
Niceville Senior Center
The Niceville Senior Center's 1950s-themed cafe hosts a casual social day with coffee and donated snacks.
8:30 AM to 4:30 PM
true
Cornhole Open Play
Niceville Senior Center
Members toss bags at the boards during open-play cornhole at the Niceville Senior Center.
8:30 AM to 4:30 PM
true
Exercise Room
Niceville Senior Center
The Niceville Senior Center's exercise room stays open for members to work through strength, cardio, and flexibility routines on their own schedule.
8:30 AM to 4:30 PM
true
Putting Green Open Play
Niceville Senior Center
Members check out putters and balls at the front desk to practice on the Niceville Senior Center's putting green.
8:30 AM to 4:30 PM
FRI 8/28–MON 10/5
Summer's End at Quayside Art Gallery
Quayside Art Gallery · Pensacola
Quayside Art Gallery in downtown Pensacola is showing Summer's End, an exhibition about the turn from late summer into autumn, through October 5.
11:00 AM to 5:00 PM
MON 10/5
Toast: The Best of Bread
Saenger Theatre, Pensacola
Toast is a tribute band that plays the 1970s soft rock hits of Bread, including Make It With You, If and Baby I'm-a Want You, close to the original recordings.
7:00 PM
Mondays
NWFTC Monday run at Harry T's
Harry T's · Destin
The Northwest Florida Track Club's Monday run is a weekly training run starting at Harry T's on Destin Harbor.
6 PM-7 PM
Mondays
Life Drawing Group
Artel Gallery · Pensacola
Life Drawing Group is a weekly life drawing session at Artel Gallery, a volunteer-run contemporary art gallery at 223 Palafox Pl in downtown Pensacola.
6 PM-9 PM
Mondays
Free Yoga at East Pensacola Heights Clubhouse (Mondays)
East Pensacola Heights Clubhouse
Free Yoga at the East Pensacola Heights Clubhouse is a weekly class every Monday from 6-7 PM, led by a volunteer instructor, for ages 18 and up.
6 PM-7 PM
21+Tuesdays thru FRI 10/16
Team Trivia Night: Coastal County Brewing
Coastal County Brewing Co. · Pensacola
Grab a team and a local craft pour.
6:30 PM
21+Tue thru FRI 10/16
Live Music: Paradise Bar & Grill
Paradise Bar & Grill · Pensacola Beach
Beachside live music plays most nights on Pensacola Beach, with rotating local acts starting at 5:30 (Sundays 2:30).
/Fri/Sat 5:30 PM · Sun 2:30 PM
Sunday and Tuesday to Saturday thru SAT 10/31
Lili Marlene's Karaoke
Seville Quarter, Lili Marlene's · Pensacola
Karaoke runs every night but Monday in the aviators' room, not just on the weekend.
8:00-11:00 PM
Tuesdays thru TUE 10/13
Wine + Song at NEAT: Alys Beach
NEAT Tasting Room & Bottle Shop · Alys Beach
Four wines and a live guitarist fill two hours in Alys Beach's tasting room, at a fixed price, a fixed length, and a drive that is genuinely part of the evening.
5:00-7:00 PM · through August 25
Tuesdays and Saturdays thru SAT 10/31
The Brandon Styles Variety Show
Brandon Styles Theater at OWA · Foley, AL
Celebrity impressions, comedy, and magic play a purpose-built theatre at OWA, twice a week.
7:00 PM
Tuesdays
Party Bridge
Niceville Senior Center
This game at the Niceville Senior Center is built for seasoned players rather than beginners.
9:00 AM to 1:00 PM
true
Chair Yoga
Niceville Senior Center
This Chair Yoga class at the Niceville Senior Center mixes seated poses with supported standing work.
9:45 AM to 10:45 AM
Tuesdays
Words with Friends
Niceville Senior Center
Despite the name, this Niceville Senior Center program is a writing and sharing group, not a session of the mobile word game.
10:00 AM to 11:00 AM
true
Seated Zumba Gold
Niceville Senior Center
Seated Zumba Gold is a chair-based dance-fitness class for members who use a wheelchair or live with limited mobility or balance concerns, set to lively music.
11:00 AM to 12:00 PM
true
Zumba Gold
Niceville Senior Center
Zumba Gold is a lower-impact dance and fitness class built around routines that are easy to follow, aimed at the Niceville Senior Center's members.
12:15 PM to 1:15 PM
Tuesdays
Let's Play National Mah Jongg
Niceville Senior Center
This Mah Jongg session follows the American National Mah Jongg League style of play rather than the traditional Chinese rules.
1:00 PM to 3:00 PM
true
A Page in Time Book Club
West Regional Library · Mobile, AL
A Page in Time Book Club meets at Mobile's West Regional Library to discuss historical fiction, open to readers 19 and older.
2:00 PM to 3:00 PM
Tuesdays
Preventative Health Strategies Using Herbs and Natural Tools to Reduce & Prevent Diseases
Ben May Main Library · Mobile, AL
Health advocate and researcher Elder Makinde Gbolahan leads an adult seminar at Mobile's Ben May Main Library on using herbs and natural tools for disease prevention.
6:00 PM to 7:00 PM
First Tuesdays
Mahjong
Fort Walton Beach Library: Meeting Room
Fort Walton Beach Library's Games Club teaches American Mahjong, based on the traditional Chinese game, in a friendly learn-and-play format.
1:00 PM to 4:00 PM
Tuesdays
Stretch & Flow Yoga
Niceville Senior Center
This Vinyasa-style yoga class blends longer intentional holds with gentle flow to build flexibility and release tension.
8:30 AM to 9:30 AM
TUE 10/6
Documentaries with an Anthropologist: The Pentagon Papers
Ben May Main Library, Bernheim Hall · Mobile, AL
The Ben May Main Library's monthly Documentaries with an Anthropologist screens The Most Dangerous Man in America: Daniel Ellsberg and the Pentagon Papers (2009) in Bernheim Hall.
2:00 PM to 4:00 PM
Tuesdays
Tempo Tuesday with the West Florida Wheelmen
Ride MORE Bicycles · Pensacola
Tempo Tuesday is a weekly group road ride that departs from Ride MORE Bicycles, 59 E Gregory St. in downtown Pensacola, and is led with the West Florida Wheelmen.
6 PM
Tuesdays
Weekly Trivia Tuesdays (Perfect Plain)
Perfect Plain Brewing Co. · Pensacola
Weekly Trivia Tuesdays is a brewery trivia night at Perfect Plain Brewing Co., 50 E. Garden Street, with adoptable dogs as honorary co-hosts.
7 PM-9 PM
18+Wednesdays thru WED 10/14
Ballroom Dance Night: Let's Dance Pensacola
Sanders Beach-Corinne Jones Resource Center · Pensacola
Weekly cha-cha, waltz, and swing lessons run from championship instructors through the city rec department.
6:30-8:30 PM
18+Wednesdays thru FRI 10/16
Ladies Night: Flora-Bama
Flora-Bama Lounge · Perdido Key
The legendary state-line roadhouse runs Ladies Night every Wednesday 6-9 with free admission, then live music across its stages the rest of the night.
6:00-9:00 PM
21+Wed-Sat thru FRI 10/16
Karaoke Block: The Block
The Block · Fort Walton Beach
The Sports & Karaoke room at The Block runs Wednesday through Saturday, opening at 6 (8 on Thursday) and going late.
From 6 PM (Thu 8 PM)
18+Wednesdays thru WED 10/28
Noche Tropical: Latin night (18+)
Seville Quarter, Phineas Phogg's · Pensacola
A midweek Latin dance night fills the club room, featuring salsa, bachata and reggaeton on a floor that actually dances.
From 7:00 PM
Wednesdays
Zumba Gold: Wednesday
Niceville Senior Center
This Wednesday session of Zumba Gold is a low-impact class built around routines that are easy to follow.
8:30 AM to 9:30 AM
Wednesdays
Beginner Line Dance: Wednesday
Niceville Senior Center
This beginner line dance class teaches simple steps for members new to the form.
9:30 AM to 10:30 AM
Wednesdays
Intermediate Line Dance: Wednesday
Niceville Senior Center
This intermediate line dance class builds on steps from the beginner sessions at the Niceville Senior Center.
10:30 AM to 11:00 AM
Wednesdays
Roundtable Discussion Group
Niceville Senior Center
This roundtable brings Niceville Senior Center members together for an informal discussion of economic, political and sociological issues from around the world.
10:45 AM to 12:00 PM
Wednesdays
Acrylic & Watercolor Painting
Niceville Senior Center
This acrylic and watercolor painting session at the Niceville Senior Center is led by Kathleen LoGalbo, whom the city describes as a self-taught art enthusiast who keeps learning from…
1:00 PM to 3:00 PM
Wednesdays
Crafternoons at West
West Regional Library · Mobile, AL
Adults bring their own craft project to work on together at West Regional Library's Crafternoons, an informal two-hour afternoon session.
3:00 PM to 5:00 PM
Wednesdays
Veterans Chat 'n Chew
Niceville Senior Center
Veterans gather at the Niceville Senior Center for an hour of casual conversation about the present and the past.
9:00 AM to 10:00 AM
18+Wednesdays
Crescent Comedy Chaos
Crescent Theater · Mobile, AL
Crescent Comedy Chaos runs every Wednesday at 8 PM with a large rotating lineup of comics doing short sets, from people trying stand-up for the first time to seasoned performers.
8:00 PM
Fridays
Pensacola Beach Yoga: Friday and Wednesday beach classes
Pensacola Beach Yoga, beside the Gulf Pier
Pensacola Beach Yoga runs drop-in yoga on the sand beside the Gulf Pier at 41 Fort Pickens Road in Pensacola Beach.
9 AM and Wednesdays 6 PM
21+Thu thru FRI 10/16
Live Music: Manci's Antique Club
Manci's Antique Club · Daphne, AL
This Daphne institution has walls of Jim Beam decanters and live local bands Thursday through Sunday.
6:30 PM · Fri-Sat 7:30 PM · Sun 6:00 PM
THU 10/8
Postmodern Jukebox: The Future Is Vintage
Saenger Theatre · Pensacola
Modern pop hits are reworked as 1920s-50s jazz and swing, a stylish, clean, dress-up date night.
8:00 PM
18+Thursdays thru THU 10/29
College Night: Seville Quarter (18+)
Seville Quarter, Phineas Phogg's · Pensacola
The Gulf Coast's oldest Thursday tradition, in the club room of an 1871 warehouse block.
From 8:00 PM
Thursdays
Yoga Breeze
Niceville Senior Center
Yoga Breeze is a gentle Hatha yoga class at the Niceville Senior Center, built around flexibility, balance, posture and joint friendly movement.
8:30 AM to 9:30 AM
Thursdays
iPhone & iPad
Niceville Senior Center
This class at the Niceville Senior Center walks members through iPhone and iPad navigation, ways to optimize the device and its online safety features.
10:15 AM to 11:15 AM
Thursdays
Hatha & Vinyasa Yoga
Destin Community Center
An all-levels Hatha and Vinyasa yoga class for anyone 17 and older mixes breathing work, controlled movement, stretching and a short meditation at the close.
6:00 PM to 7:00 PM
Thursdays
Advanced Watercolor
Monte L. Moorer/Spring Hill Branch Library · Mobile, AL
The Spring Hill branch of Mobile Public Libraries hosts an evening watercolor session aimed at painters who are already working at an advanced level, not a beginner class.
6:00 PM to 7:00 PM
THU 10/8
Rise and Shine Breakfast
St. Ann Catholic Parish · Gulf Breeze
The Gulf Breeze Area Chamber's networking breakfast pairs a hot meal with a short program at St. Ann Catholic Parish.
7:30 AM to 9:00 AM
Thursdays thru THU 10/15
Fundamentals of Wine Fall 2026
UWF Pensacola Campus, Building 78
This guided wine education course at UWF covers viticulture, varietals, production, and food and wine pairing over several sessions.
5:30 PM to 7:30 PM
THU 10/8
Bubbles, Brews, and Bites
Pensacola State College, Center for Math and Advanced Technology, Building 27
Pensacola MESS Hall's walk-about tasting fundraiser pairs local chefs' gourmet bites with the science of sound and taste, held at Pensacola State College's Center for Math and Advanced…
6:00 PM to 9:00 PM
THU 10/8
Sinfonia Gulf Coast Cabaret: An Evening with New York Voices
Seagar's Prime Steaks & Seafood, Hilton Sandestin Beach Golf Resort & Spa · Miramar Beach
Vocal jazz group New York Voices headlines an intimate cabaret dinner performance at the Emerald Coast's only AAA Four-Diamond steakhouse.
5:30-8 PM
THU 10/8
Puzzle Club at Destin Library
Destin Library, David Neal Room
Puzzle Club is a free drop-in puzzle night for adults 18 and up in the David Neal Room at Destin Library, on Thursday, October 8 from 5:30 to 7 PM.
5:30 PM
18+FRI 10/9
Daniel Tosh: My First Farewell Tour
Saenger Theatre, Pensacola
Tosh's "My First Farewell Tour" plays the Saenger downtown.
7:00 PM
21+Every weekend thru FRI 10/16
Weekend Live Music: Sandshaker Lounge
Sandshaker Lounge · Pensacola Beach
The Shaker, birthplace of the Bushwacker, has live music every weekend and never a cover.
Evenings
Fridays thru FRI 10/30
Flip My Quarter: Friday happy hour
Seville Quarter, Apple Annie's · Pensacola
Call the coin flip and the drink is free; miss it and you pay.
6:00-8:00 PM
Fridays thru FRI 10/30
Rosie O'Grady's Dueling Piano Show
Seville Quarter, Rosie O'Grady's · Pensacola
Two pianos take requests shouted from the floor, and the room sings back.
8:00-11:00 PM
FRI 10/9
Cryptid Hollow Haunted Trail at Oak Tree Nature Park
Wentz Brothers' Festival of Fears, Oak Tree Nature Park · Mary Esther
Wentz Brothers' Festival of Fears turns Oak Tree Nature Park's trail into Cryptid Hollow, a three-quarter-mile walk through cryptid-themed scares, running Friday and Saturday nights through…
Fridays and Saturdays 10/9 through 10/31 · Opens 7:00 PM
SAT 10/10–SUN 10/11
Mobile Symphony: Spectacular! (Pictures at an Exhibition)
Mobile Saenger Theatre
The Mobile Symphony season opener features Mussorgsky's Pictures at an Exhibition.
Oct 10 (7:30 PM) + Oct 11 (2:30 PM), 2026
SAT 10/10
Comedy Rodney Carrington Live 2026
Pensacola Saenger Theatre
Comedian, actor, singer and writer Rodney Carrington performs live at the Pensacola Saenger Theatre.
7:00 PM
18+Saturdays
Qigong for Beginners
Monte L. Moorer/Spring Hill Branch Library · Mobile, AL
An adults-only beginner Qigong class at the Moorer/Spring Hill Branch Library combines gentle repetitive movement, breathing and focused meditation.
10:30 AM to 11:30 AM
18+SAT 10/10
House Party
Vinyl Music Hall · Pensacola
Vinyl Music Hall calls this dance party a love letter to the 2010s rager, open to guests 18 and older.
9:30 PM
true
Garnier Beach Garden Club
Fort Walton Beach Library
Local gardeners with the Garnier Beach Garden Club give in-depth talks and demonstrations on plants and gardening at Fort Walton Beach Library, for an adult audience.
10:30 AM to 1:00 PM
21+SAT 10/10
28th Annual Dauphin Street Beer Festival
Participating downtown Mobile taverns and restaurants
This 21-plus downtown beer tasting includes a commemorative mug, a temporary membership card and a wristband with each ticket.
6-9 PM
Saturdays thru SAT 10/17
Wheel Throwing: Fall Ceramics Workshop
UWF Pensacola Campus, Building 82
This six week adult ceramics course at UWF meets Saturday afternoons from 12:30 PM to 3:30 PM, covering wheel throwing, centering, forms, firing, and glazing.
12:30 PM to 3:30 PM
SAT 10/10
Improvable Cause
Pensacola Little Theatre
Pensacola's own professional improv troupe, Improvable Cause, performs unscripted comedy built entirely from audience suggestions.
8:30 PM
SAT 10/10
Harbor Sip & Shop: Fall Edition
HarborWalk Village · Destin
A fall shopping evening along the HarborWalk boardwalk, with drinks in hand at participating shops.
5-8 PM
SAT 10/10
Pilates and Pumpkins at Holland Farms
Holland Farms · Milton
Holland Farms starts a Saturday with an hour of pilates at 6:00 AM followed by an hour of pumpkin painting at 7:00 AM.
6:00 AM to 8:00 AM · pilates 6 AM to 7 AM · pumpkin painting 7 AM to 8 AM
SAT 10/10
Snake Yoga at Emerald Coast Zoo
Emerald Coast Zoo · Crestview
Snake Yoga is a yoga session with snakes at Emerald Coast Zoo in Crestview, held Saturday, October 10 and Saturday, October 17 at 10:30 AM.
10:30 AM
Saturdays through 10/31 thru SAT 10/31
Gentle Yoga (Adults), Destin Community Center
Destin Community Center
Gentle Yoga is a weekly adult class run by City of Destin Parks & Recreation at Destin Community Center.
10 AM-11 AM
Saturdays
Ride MORE Bicycles Saturday Shop Ride
Ride MORE Bicycles · Pensacola
The Ride MORE Bicycles Saturday Shop Ride is a weekly road group ride that leaves the shop at 59 E Gregory St. in Pensacola.
7:30 AM
Sundays thru SUN 10/25
Sunday Brunch with John Wheeler: Seville Quarter
Seville Quarter, Apple Annie's · Pensacola
Brunch runs in the courtyard room while John Wheeler plays through it.
11:00 AM-2:00 PM
SUN 10/11
Paint Your Pet at Painting with a Twist Pensacola
Painting with a Twist Pensacola
Paint Your Pet is a three-hour class at Painting with a Twist Pensacola, 4771 Bayou Blvd Suite C11, where you paint your own pet from a photo.
4:00 PM
Mondays thru MON 11/23
Crochet & Knit at Moorer
Monte L. Moorer/Spring Hill Branch Library · Mobile, AL
Adults bring their own knitting or crochet projects to work alongside other yarn crafters at the Monte L. Moorer/Spring Hill Branch Library.
3:00 PM to 4:00 PM
true thru MON 10/26
Adult Pickleball Program (17+), Destin Community Center
Destin Community Center
The Adult Pickleball Program is a City of Destin pickleball session for ages 17 and up at Destin Community Center.
Mondays 10/12 through 10/26 · 10:30 AM-12:30 PM
Tuesdays
Destin Writers' Group
Destin Library: Small Conference Room
Destin Library hosts a casual writing group for adults working in any genre and at any experience level.
5:30 PM to 7:30 PM
TUE 10/13
October Wine Tasting with Winston at Tacky Jacks Orange Beach
Tacky Jacks Orange Beach
Tacky Jacks Orange Beach hosts a guided Pacific Northwest wine tasting on Tuesday, October 13, from 6 to 8 PM, in partnership with Alabama Crown Distributing.
6:00 PM to 8:00 PM
Wednesday 10/14
Basic Computer Skills for Everyday Life
Ben May Main Library: AT&T Technology Center · Mobile, AL
This small group class covers basic computer use for adults in a beginner-friendly setting at Mobile's Ben May Main Library.
4:00 PM to 5:30 PM
WED 10/14
Free Play Mahjong at Destin Library
Destin Library, David Neal Room
Free Play Mahjong is open mahjong play for adults 18 and up in the David Neal Room at Destin Library.
2:00 PM
WED 10/14
Dwarf Jade Bonsai Workshop at Props Brewery & Taproom
Props Brewery & Taproom · Fort Walton Beach
The Dwarf Jade Bonsai Workshop at Props Brewery & Taproom is a two-hour guided class by Zen Den Bonsai in Fort Walton Beach, on Wednesday, October 14 from 6-8 PM.
6:00 PM
THU 10/15–SUN 10/25
The 39 Steps: Hitchcock Farce (ECTC)
Emerald Coast Theatre Company · Miramar Beach
Four actors play 150 roles in a full-tilt Hitchcock spoof that is clean, fast, and laugh-out-loud.
Thu-Sat 7 PM · Sun 2 PM · Wed 1 PM · Thu 10/22 also 1 PM
true
Novel Idea Book Club
Destin Library: Small Conference Room
Destin Library's Novel Idea Book Club reads a mix of fiction with the occasional nonfiction pick, meeting in the library's Small Conference Room.
11:30 AM to 1:30 PM
THU 10/15
Networkings a Breeze
Hampton Inn & Suites · Gulf Breeze
The Gulf Breeze Area Chamber's monthly networking luncheon at Home2 Suites is a lightly structured hour built for relationship-building rather than a formal program.
11:30 AM to 12:30 PM
18+THU 10/15
LoveCrafts Adult Craft Night at Mary Esther Library
Mary Esther Library
Mary Esther Library hosts a monthly crafting night for adults, with all supplies provided so attendees just bring themselves.
4:00 PM to 5:30 PM
21+THU 10/15
Bubbly Baytowne
The Village of Baytowne Wharf · Miramar Beach
Bubbly Baytowne is a free sparkling wine and champagne sip-and-shop through the retail merchants at The Village of Baytowne Wharf in Miramar Beach.
5:00 PM
FRI 10/16
Choral Society of Pensacola: “Voices of the Sea and Sky”
Sanders Beach-Corinne Jones Resource Center · Pensacola
The Choral Society's season opener is sea-and-sky themed and held in the waterfront resource center.
7:30 PM
FRI 10/16
Nirvanna: A Tribute to Nirvana (Vinyl)
Vinyl Music Hall · Pensacola
The cleanest pick on Vinyl's fall calendar brings a faithful 90s grunge tribute with Crawling opening.
8:00 PM · doors 7:00
FRI 10/16–SUN 11/1
Blithe Spirit: Theatre 98
Theatre 98, Fairhope
Noël Coward's classic ghost-comedy plays at Fairhope's intimate community playhouse, a witty, dressed-up date in Fairhope.
Eves + matinees
Friday 10/16
2nd Annual Mayor's Charity Gala
Henderson Beach Resort · Destin
The 2nd Annual Mayor's Charity Gala runs from 5:30 to 10 PM at Henderson Beach Resort.
5:30 PM to 10:00 PM
21+FRI 10/16
Mardi Gras Monster Mash
Orange Beach Event Center
Marshals Krewe hosts the Mardi Gras Monster Mash, a 21 and over costume party, at the Orange Beach Event Center.
7:00 PM to 11:55 PM
FRI 10/16
A Gulfarium Murder Mystery Dinner
Gulfarium Marine Adventure Park · Fort Walton Beach
A Gulfarium Murder Mystery Dinner is a three-course dinner with a live murder mystery performed by Act4 Mystery at Gulfarium Marine Adventure Park in Fort Walton Beach.
6:00 PM
FRI 10/16–SAT 10/17
2026 Bud Light Charity Challenge (tennis)
Roger Scott Tennis Complex · Pensacola
The 2026 Bud Light Charity Challenge is a two-day adult doubles tennis tournament at the Roger Scott Tennis Complex in Pensacola.
8:00 AM
true
Simple and Elegant Sewing
Fort Walton Beach Library
A library workshop introduces adults to the basics of sewing, taught by Anne-Marie Wilkerson.
10:00 AM to 2:00 PM
SAT 10/17
Jo Koy: Koy Meets World Tour
Saenger Theatre Mobile
Jo Koy brings his stand-up act to the Saenger Theatre in downtown Mobile for one show, with doors at 7:00 PM ahead of an 8:00 PM start.
8:00 PM (doors 7:00 PM)
SAT 10/17
NFSO: Fire and Fate
Mattie Kelly Arts Center · Niceville
The Northwest Florida Symphony Orchestra opens its 40th anniversary season with pianist Stewart Goodyear performing Beethoven's Piano Concerto No. 4, alongside Hailstork's Fanfare on…
7:00 PM-9:00 PM
21+SAT 10/17
Black Cat Ball
Elks Lodge, Okaloosa Island · Fort Walton Beach
Save Our Cats and Kittens throws a cocktail-attire gala to fund care for stray and vulnerable cats around Fort Walton Beach, with dinner, an auction and dancing.
6:00 PM to 9:30 PM
SAT 10/17
Pink Pirate's 5K for Breast Cancer
Navarre Beach Boat Launch Parking Lot
Navarre Pink Pirates runs its 12th annual 5K run/walk along Navarre Beach to raise money for mammograms.
Packet pickup 7:00 AM · Run/walk starts 8:00 AM
SAT 10/17
Shrimp Boil and Beach Bonfire at Seascape Resort
Seascape Resort · Miramar Beach
Seascape Resort's own events page lists a beach shrimp boil paired with a bonfire, without stating an exact time.
SAT 10/17
Leather Crafting
Century Library (West Florida Public Libraries)
Leather Crafting is a basic leather design class at Century Library in Century, at 1 PM on Saturday, October 17.
1:00 PM
true
By the “Book” Book Club
Grand Bay Library
Grand Bay Library runs an adult book club with no assigned title.
2:00 PM to 3:00 PM
21+MON 10/19
Bourbon Cocktail Competition (Perfect Plain / The Well)
The Well · Pensacola
The Bourbon Cocktail Competition is a contest at The Well, 42 East Garden Street, where local mixologists compete with bourbon cocktails.
6:00 PM
true
Mystery, Thriller, Suspense & True Crime Book Club
Niceville Library: Conference Room
Niceville Library runs a book club for mystery, thriller, suspense, and true crime readers, meeting in its Conference Room.
5:00 PM to 6:00 PM
true
Canasta Club
Fort Walton Beach Library: Meeting Room
Fort Walton Beach Library hosts a three-hour Canasta session for adult card players in its Meeting Room.
1:00 PM to 4:00 PM
TUE 10/20
Rumours of Fleetwood Mac at the Pensacola Saenger
Pensacola Saenger Theatre
Rumours of Fleetwood Mac, a tribute show endorsed by Mick Fleetwood, plays the Pensacola Saenger on a Tuesday night.
7:30 PM
TUE 10/20
Chunky Knit Blanket workshop (Painting with a Twist FWB)
Painting with a Twist Fort Walton Beach · Suite B-8
The Chunky Knit Blanket workshop is a three-hour craft class at Painting with a Twist in Fort Walton Beach.
6:00 PM
true
Contemporary Fiction Book Club
Niceville Library: Conference Room
Niceville Library runs a contemporary fiction book club in its Conference Room, open to any adult who wants to talk about recent novels.
11:00 AM to 12:00 PM
WED 10/21
Costume & Cosplay Open Sew Lab (Westside Library)
Westside Library · Pensacola
Costume & Cosplay Open Sew Lab is a drop-in sewing session at Westside Library, 1301 West Gregory Street.
5:00 PM
THU 10/22
CeCe Winans: Come Worship! Pensacola
Pensacola Bay Center
A worship night brings the most-awarded female gospel artist ever, the strongest faith-aligned date on the fall calendar.
Evening
THU 10/22
Glitz & Glamour
Pensacola Little Theatre
Pensacola Little Theatre's Glitz & Glamour benefit supports its education programs, with two drink tickets and passed hors d'oeuvres included in the $50 ticket.
5:30 PM to 7:00 PM
21+THU 10/22
Sip & Science: Wizarding World (21+)
Emerald Coast Science Center · Fort Walton Beach
Sip & Science: Wizarding World is an adults-only, 21-and-over after-hours night at the Emerald Coast Science Center in Fort Walton Beach with a Wizarding World theme.
6:00 PM
21+FRI 10/23
Taste of Gulf Breeze (21+)
Gulf Breeze Community Center
The Chamber's annual tasting night features more than 50 local restaurants, food trucks, and bakeries with unlimited samples, Golden Spatula voting, and a live DJ.
6-9 PM · VIP entry 5 PM
FRI 10/23–SAT 10/24
Rocky Homicide Murder Mystery Dinner Theatre
Heritage Hall at Seville Quarter · Pensacola
This boxing-gym whodunit downtown is the longest run of the series, four nights across two weekends.
Doors 6:00 PM · Show 7:00 PM · also 10/29-10/30
FRI 10/23
Island Fights 100
Pensacola Bay Center
Island Fights hits its 100th event with a live MMA card at the Bay Center.
Doors 5:30 PM · First fight 6:30 PM
18+FRI 10/23
Hot In Herre: 2000s Dance Party
Vinyl Music Hall · Pensacola
Blisspop's 2000s throwback dance party takes over Vinyl Music Hall for guests 18 and up.
Doors 9:00 PM · Show 9:30 PM
FRI 10/23–SUN 10/25
Mobile Opera: Romeo et Juliette
The Temple Downtown · Mobile, AL
Mobile Opera stages Gounod's Romeo et Juliette in French with English supertitles, with a Friday evening show and a Sunday matinee.
7:30 PM and Sunday 10/25 · 2:30 PM
SAT 10/24
Dracula: Mobile Ballet
Saenger Theatre · AL
Mobile Ballet brings its production of Dracula to the Saenger Theatre for one Saturday night performance.
7:30 PM
SAT 10/24
Fleets & Eats: Sip, Sail, Repeat
The Edge Seafood Restaurant & SkyBar · Destin
Fleets & Eats: Sip, Sail, Repeat runs from 4 to 8 PM at The Edge Seafood Restaurant & SkyBar in Destin, with the day built around boats and food along the harbor.
4:00 PM to 8:00 PM
21+SAT 10/24
Pensacola Halloween Bar Crawl
Downtown Pensacola bar crawl route · FL 32502 (exact check-in venue is given in the ticket confirmation)
A costumed bar crawl through downtown Pensacola, run twice this Halloween season, once on 10/24 and again on Halloween itself.
Check in 4-8 PM · Crawl runs to 10 PM
SAT 10/24
Murder at the Monster Bash Dinner Theater at The Vine
The Vine Wine Bar, Bistro and Shoppe · Navarre
Act4Mystery performs a three course dinner theater comedy called Murder at the Monster Bash at The Vine Wine Bar in Navarre.
6:00 PM
SAT 10/24
Next Stop Comedy at The Prost Office Brewery
The Prost Office Brewery · Milton
Next Stop Comedy brings a touring stand up lineup to The Prost Office Brewery in downtown Milton.
7:30 PM seating · show 8:00 PM
MON 10/26–TUE 10/27
Waitress at the Pensacola Saenger
Pensacola Saenger Theatre
The touring musical Waitress plays the Pensacola Saenger for two nights.
7:30 PM
MON 10/26
Dwarf Jade Bonsai Workshop at The Gab Spot
The Gab Spot · Fort Walton Beach
The Dwarf Jade Bonsai Workshop at The Gab Spot is a two-hour hands-on class by Zen Den Bonsai in Fort Walton Beach, on Monday, October 26 from 6-8 PM.
6:00 PM
MON 10/26
Bad Art Night: Self-Portraits (Brownsville Library)
Brownsville Library · Pensacola
Bad Art Night: Self-Portraits is an informal art night at Brownsville Library, 3300 W. De Soto Street.
5:00 PM
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Dark & Mysterious True Crime Book Club
Parkway Branch Library · Mobile, AL
Parkway Branch Library runs an adult book club centered on true crime, with members digging into the genre's darker cases together.
6:00 PM to 7:00 PM
TUE 10/27
PeelingFlesh
Vinyl Music Hall · Pensacola
Death metal act PeelingFlesh headlines a weeknight metal bill at Vinyl Music Hall, with Gridiron, Final Resting Place and Grounds for Assault opening.
Doors 6:00 PM · Show 6:30 PM
TUE 10/27
Genealogy Brown Bag: Ghost Stories of Old Pensacola
Pensacola Library
Genealogy Brown Bag: Ghost Stories of Old Pensacola is a talk at Pensacola Library, 239 N. Spring St., on the city's haunted history.
3:00 PM
21+WED 10/28
Murder at the Monster's Ball: Dinner Mystery
Historic Pensacola Village, Barkley House
Historic Pensacola turns the Barkley House into a monster party where a famous monster hunter crashes the guest list and the diners have to find the killer.
Doors 5:30 PM · show 6:00 PM
THU 10/29–SUN 11/1
Taste of the Beach: Pensacola Beach
Casino Beach / beach venues · Pensacola Beach
Saturday is the daylong event at Casino Beach, with cooking demonstrations, challenges and tastings from more than a dozen beach restaurants, and sand for the kids between plates.
Sat daytime = the family window
THU 10/29
Celebrate the Fall Harvest at Angelena's
Angelena's Ristorante Italiano · Pensacola
Chef Ian Gillette builds a five-course Italian harvest menu for one night only, moving from raw Murder Point oysters through a wild boar ragu to a grilled venison chop, with beverage…
5:30 PM to 8:30 PM
18+FRI 10/30
Sploinky Rave: Pensacola
Vinyl Music Hall · Pensacola
An electronic late-night rave closes out October at Vinyl Music Hall, restricted to guests 18 and up.
Doors 10:00 PM · Show 10:00 PM
FRI 10/30–SUN 11/8
Richard O'Brien's The Rocky Horror Show
Pensacola Little Theatre
Pensacola Little Theatre's Mainstage opens the cult musical The Rocky Horror Show on Halloween weekend, directed by Justin Gaylard, and runs through November 8.
At 7:30 PM · runs through 11/8
FRI 10/30
Nosferatu with a Live Improvised Score
Crescent Theater · Mobile, AL
The Crescent Theater in downtown Mobile screens the silent horror classic Nosferatu while Mike Dillon, Chris "Baby" Spies, Brian Haas and James Singleton improvise a score live.
8:00 PM (doors 7:00 PM)
FRI 10/30
Adult Trivia Night (Westside Library)
Westside Library · Pensacola
Adult Trivia Night is a trivia night run by the library's STEAM team at Westside Library, 1301 West Gregory Street.
5:30 PM
21+FRI 10/30
Drag Me To The Well (The Well)
The Well · Pensacola
Drag Me To The Well is a drag show at The Well, 42 East Garden Street, with four performers and a host.
9:00 PM
18+SAT 10/31
Saosin: Vinyl Music Hall
Vinyl Music Hall, Pensacola
This Halloween-night reunion show downtown is loud and nostalgic.
Doors 6, show 7 PM
SAT 10/31
Cryptid Hollow Haunted Trail
Oak Tree Nature Park · Mary Esther
Cryptid Hollow is a three quarter mile haunted trail through Oak Tree Nature Park, one of two Festival of Fears locations for 2026.
Fridays and Saturdays through 10/31 · In this window: 10/24, 10/30, 10/31 · 7 PM start, timed entries
21+SAT 10/31
Pensacola Halloween Bar Crawl
Downtown Pensacola bar crawl route · FL 32502 (exact check-in venue is given in the ticket confirmation)
The Halloween-night run of Pensacola's costumed bar crawl through downtown.
Check in 3-8 PM · Crawl runs to 10 PM
SAT 10/31
Talking to the Dead: The Victorian Seance
Historic Pensacola Village, Barkley House
Historic Pensacola's living history staff stage a Victorian seance in the Barkley House, with the origins of All Hallow's Eve and the rise of spiritualism explained along the way.
6:30 PM, 7:30 PM and 8:30 PM
SAT 10/31
Halloween Dinner Cruise on the SOLARIS
SOLARIS Yacht, Baytowne Marina · Miramar Beach
SunQuest Cruises runs its Solaris yacht out of Baytowne Marina on Halloween night with a three-course dinner, live music, a costume contest and fireworks.
7:00 PM to 10:00 PM
SAT 10/31
Fear Fest: The Conjuring at the Exploreum
Exploreum Science Center · Mobile, AL
The Exploreum's Fear Fest ends on Halloween night with The Conjuring on the PCI Digital Dome Theater screen at 6:30 PM.
5:00 PM to 9:00 PM · film at 6:30 PM
21+SAT 10/31
O'Riley's Halloween Costume Contest
O'Riley's Irish Pub Downtown · Pensacola
O'Riley's Halloween Costume Contest offers $1,000 in cash and prizes at O'Riley's Irish Pub Downtown, 321 S Palafox Street in Pensacola.
11:00 PM
SAT 10/31
Adult D&D Club (Westside Library)
Westside Library · Pensacola
Adult D&D Club at Westside Library in Pensacola is a three-hour Dungeons & Dragons session for adults, recommended for ages 18 and up, starting at noon on Saturday, October 31.
12:00 PM
SAT 10/31–SUN 11/1
Tiki Terror (Perfect Plain, Garden & Grain, The Well)
Perfect Plain Brewing Co. · Pensacola
Tiki Terror is a Halloween event across three venues on East Garden Street: Perfect Plain, Garden & Grain and The Well.
4:00 PM
SAT 10/31
Halloween Paint & Sip at Painting with a Twist Pensacola
Painting with a Twist Pensacola
The Halloween Paint & Sip is a Halloween-day painting class at Painting with a Twist Pensacola, 4771 Bayou Blvd Suite C11.
2:00 PM
First Monday of the month
Puzzle Night (Perfect Plain, first Mondays)
Perfect Plain Brewing Co. · Pensacola
Puzzle Night is a team puzzle race against the clock at Perfect Plain Brewing Co., 50 E. Garden Street, for teams of 1 to 4.
5 PM-8 PM
WED 11/4
Pensacola Opera: Rock the Runway, Living Art
Saenger Theatre, Pensacola
Pensacola Opera turns the Saenger into a fashion theatre stage, with large projections, opera singers, ballet dancers and runway models bringing famous operatic scenes to life.
7:00 PM
THU 11/5
Jesse Roper at OWA Theater
OWA Theater · Foley, AL
Blues-rock musician Jesse Roper plays OWA Theater for one night.
7:30 PM to 9:30 PM
THU 11/5
Art Soup 2026
National Maritime Museum of the Gulf · Mobile, AL
An all-you-can-eat locally made soup tasting benefits Love All Pantry's food-insecurity work, with live music, a handcrafted bowl to keep and one drink ticket included.
6:00 PM to 9:00 PM
FRI 11/6–SAT 11/7
Experience the Oyster at The Hangout
The Hangout · Gulf Shores, AL
Experience the Oyster brings more than 25 chefs from across the Southeast to The Hangout for a beachfront oyster festival, with raw, fried, chargrilled and baked oysters from farms around…
VIP party 6:00 PM to 10:00 PM · Sat 11/7 · 11:30 AM to 5:00 PM
First Friday of the month
UWF Games Night Group Ride & Social (PORC)
UWF Multi-use Trails, Pate Street Trailhead (UWF West Campus) · Pensacola
The UWF Games Night Group Ride & Social is a monthly night ride on the UWF multi-use trails with the Pensacola Off-Road Cyclists, starting from the Pate Street Trailhead on the UWF West…
6 PM-8 PM
SAT 11/7
Pensacola Symphony: Mozart and Bizet
Saenger Theatre, Pensacola
The Pensacola Symphony Orchestra plays Stravinsky's Pulcinella Suite, Mozart's Piano Concerto No. 24 with pianist Carter Johnson, and Bizet's Symphony in C. The concert is part of the Foo…
7:30 PM
SUN 11/8
PCola Rockola Boulder Comp (UWF Climbing Center)
UWF Climbing Center, Building 72
The PCola Rockola Boulder Comp is a bouldering competition at the UWF Climbing Center in the UWF Health, Leisure and Sports Facility (Building 72).
12:30 PM
TUE 11/10
Hawthorne Heights: Vinyl Music Hall
Vinyl Music Hall, Pensacola
Mid-2000s emo plays downtown on a Tuesday, a nostalgic, low-key date night.
Doors 6, show 7 PM
WED 11/11
Fortunate Youth: Vinyl Music Hall
Vinyl Music Hall, Pensacola
Laid-back West-Coast reggae plays downtown on Veterans Day, an easy, mellow date night.
Doors 6, show 7 PM
THU 11/12–SUN 11/22
Noises Off!: Chickasaw Civic Theatre
Chickasaw Civic Theatre
Michael Frayn's door-slamming backstage farce, one of the funniest plays ever written, plays at Chickasaw's community playhouse.
Eves + matinees
THU 11/12
Tab Benoit with Jesse Dayton
OWA Theater · Foley, AL
Louisiana swamp-blues plays at OWA, a soulful, clean, grown-up night.
Evening
THU 11/12
Justin Moore at the Saenger Theatre
Saenger Theatre · Mobile, AL
Multiplatinum country hitmaker Justin Moore brings his traditional country sound and rowdy live show to the Saenger Theatre in downtown Mobile, with special guests Cord Bradley and Austin…
Doors 6:30 PM, show 7:30 PM
SAT 11/14
Nephew Tommy's Black Tie House Party Comedy Show
Saenger Theatre, Pensacola
Thomas Miles, known as Nephew Tommy, is a co-host of the Steve Harvey Morning Show and a touring stand-up comedian.
7:00 PM
SAT 11/14
NFSO: Voices of Freedom, an America 250 Celebration
Mattie Kelly Arts Center · Niceville
The Northwest Florida Symphony Orchestra and Chorale perform a patriotic program with The Swon Brothers, finalists on NBC's The Voice.
7:00 PM
SAT 11/14
Krul Lake Half Marathon
Krul Recreation Area, Blackwater River State Forest · Milton
The Krul Lake Half Marathon is a trail race through the long-leaf pines of the Krul Recreation Area in Blackwater River State Forest, 11089 Krul Lake Rd. The half marathon is the only…
7:30 AM
SUN 11/15
Keesler Federal Battleship 12K
USS Alabama Battleship Memorial Park (finish line) · Mobile, AL
The Keesler Federal Battleship 12K is a point-to-point race dedicated to honoring U.S. veterans.
8:00 AM to 11:30 AM
WED 11/18
Whose Live Anyway?
Saenger Theatre · Pensacola
The 'Whose Line' improv cast performs live, fast, clean, audience-driven comedy.
7:30 PM
THU 11/19
The Fab Four: Saenger Theatre
Saenger Theatre, Pensacola
This Emmy-winning Beatles tribute plays note-for-note in period costume, an all-ages-friendly night that plays great as a date.
7:30 PM (doors 6:30 PM)
FRI 11/20
Evan Honer: Vinyl Music Hall
Vinyl Music Hall, Pensacola
Up-and-coming country and folk plays a Friday night downtown, a relaxed date night.
Doors 7, show 8 PM
FRI 11/20–SAT 11/21
The Falling and the Rising: Pensacola Opera
UWF Center for Fine & Performing Arts · Pensacola
This modern chamber opera is built from real service-member interviews and features a local volunteer veterans chorus.
7:30 PM
FRI 11/20
Derek Hough: Dance for the Holidays
Saenger Theatre, Pensacola
Derek Hough brings a holiday dance show to the Saenger, setting familiar carols and modern pop songs to choreography that runs from ballroom and tap to salsa and hip-hop.
8:00 PM
FRI 11/20–SAT 1/9
30th Annual Magic Christmas in Lights at Bellingrath
Bellingrath Gardens and Home · Theodore, AL
Bellingrath Gardens strings its grounds with thousands of lights each winter, and this is the 30th season of the walk-through show in Theodore.
5 PM to 9 PM nightly
SAT 11/21
Pirates Murder Mystery Dinner Theatre
Heritage Hall at Seville Quarter · Pensacola
This pirate-crew whodunit downtown includes dinner, a cast working the tables, and a mystery that unfolds between courses.
Doors 6:00 PM · Show 7:00 PM
SAT 11/21
SKECHERS Wicked Wine Run: Milton
Adventures Unlimited · Milton
This 1K tasting walk with four wine stations, a 5K run, or both, runs through the Blackwater river property, then a party with a DJ, food trucks, and games until 2:30.
Gates 8:30 AM · 5K at 10:30 AM · 1K tasting walk at 12:30 PM
SAT 11/21
14th Sparkling Wine and Holiday Lights
The Village of Baytowne Wharf · Miramar Beach
The Village of Baytowne Wharf opens the holiday season with its 14th Sparkling Wine and Holiday Lights afternoon on Saturday, November 21.
4:00 PM to 6:00 PM
SAT 11/21
Little Feat: The Last Farewell Tour at the Saenger Theatre
Saenger Theatre · Mobile, AL
Little Feat brings The Last Farewell Tour to the Saenger Theatre in downtown Mobile.
Doors 7:00 PM, show 8:00 PM
SAT 11/21
Gobbler 5K Run
Medal of Honor Park · Mobile, AL
The Gobbler 5K is a small, family-friendly pre-Thanksgiving race at Medal of Honor Park in Mobile.
8:00 AM
THU 11/26
Pensacola Turkey Trot 5K
Seville Square · Pensacola
Start Thanksgiving morning with a 5K run or walk through the heart of Downtown Pensacola, starting and finishing at Seville Square.
Thursday 11/26 (Thanksgiving) · 8:00 AM start, run window to 9:30 AM
SAT 11/28
A Magical Motown Christmas
Saenger Theatre, Pensacola
A Magical Motown Christmas is a touring tribute show built around the songs of The Temptations, The Jackson Five, Diana Ross and The Supremes, Marvin Gaye and Stevie Wonder, mixed with…
7:30 PM
SAT 11/28
Coastal Half Marathon, 5K and 1 Mile Fun Run
Orange Beach Sportsplex
The 19th annual post-Thanksgiving race at the Orange Beach Sportsplex offers a half marathon, a 5K and a 1 mile fun run on the paved Hugh S. Branyon Backcountry Trail system near Gulf State…
Half marathon 8:00 AM, 5K 8:10 AM, 1 mile 8:20 AM
THU 12/3
A.J. Croce: Croce Plays Croce
Saenger Theatre, Pensacola
A.J. Croce is a singer, pianist and multi-instrumentalist who moves between roots, rock and roll, blues, jazz and soul.
8:00 PM
THU 12/3
Million Dollar Quartet Christmas at Emerald Coast Theatre Company
Emerald Coast Theatre Company · Miramar Beach
Emerald Coast Theatre Company closes its season's holiday slot with Million Dollar Quartet Christmas, a stage show built around a rock and roll Christmas jam.
Thursday to Saturday 7:00 PM, Sunday 2:00 PM
FRI 12/4
NFSO Holiday Pops: A Candlelight Christmas
Mattie Kelly Arts Center · Niceville
The Northwest Florida Symphony Orchestra and Chorale perform holiday music by candlelight, joined by soprano Christina Maxwell and the Voices of Northwest Florida.
7:00 PM
SAT 12/5
Kenny G: The Miracles Holiday and Hits Tour
Saenger Theatre, Pensacola
Saxophonist Kenny G brings a holiday and greatest hits programme to the Saenger, drawing on Miracles: The Holiday Album and his best known instrumentals.
7:30 PM
SUN 12/6
Keller Williams
Vinyl Music Hall · Pensacola
This one-man looping jam artist offers a fun, low-key clean date in the downtown ballroom.
7:00 PM (doors 6:00 PM)
THU 12/10
Celtic Angels Christmas
Mattie Kelly Arts Center · Niceville
Irish vocalists, the Celtic Knights dancers and the Trinity Ensemble mix Christmas favorites with Irish classics on the Mattie Kelly stage.
7:30 PM
FRI 12/11
Jeff Dunham: Pensacola Bay Center
Pensacola Bay Center
This ventriloquist act fills arenas, and it lands at the Bay Center in December.
Doors 6:00 PM · show 7:00 PM
FRI 12/11–SUN 12/20
Ebenezer's Trailer Park Christmas Speck-Tac-Yule-R!
Pensacola Little Theatre, Studio 400
This original musical comedy by a local playwright set Christmas in Fern Forest Trailer Park, Florida.
Fri and Sat 7:30 PM, Sun 2:30 PM
SAT 12/12–SUN 12/13
Swing into the Holidays: Mobile Symphony
Saenger Theatre, Mobile
Big-band holiday classics play with the Mobile Symphony, a dressed-up, warm-hearted December date night in Mobile.
7:30 PM · Sun 12/13/2026 · 2:30 PM
SUN 12/13
Ho Ho Homicide Murder Mystery Holiday BRUNCH
Heritage Hall at Seville Quarter · Pensacola
The one daytime show in the run serves a holiday whodunit over brunch instead of dinner, so it is over well before bedtime.
10:00 AM brunch
FRI 12/18
A White Tie Christmas
Pensacola Bay Center
White Tie Rock Ensemble plays a holiday rock concert at the Pensacola Bay Center on December 18.
7:30 PM (doors 6:30 PM)
SAT 12/19–SUN 12/20
The Nutcracker: Mobile Ballet
Saenger Theatre · Mobile, AL
Mobile Ballet stages its annual Nutcracker at the Saenger Theatre with guest artists, the company and its students.
2 PM and 7 PM · Sunday 12/20 · 2 PM
WED 12/23
Jim Brickman: A Christmas Celebration
Saenger Theatre, Pensacola
Pianist and songwriter Jim Brickman plays a holiday concert of music, stories and laughs, and the Saenger says audiences of all ages return for it every year.
7:00 PM
MON 12/28
Jim Gaffigan: Everything Is Wonderful
Pensacola Bay Center
Gaffigan is the rare big-name comedian who works totally clean, and his "Everything Is Wonderful" tour hits the Bay Center between Christmas and New Year's.
7:00 PM
THU 12/31
Pensacola Symphony: 'My Way' feat. Ashley Brown (NYE)
Saenger Theatre · Pensacola
This New Year's Eve Sinatra celebration features Broadway's Ashley Brown, a dressy, elegant date to close the year.
7:00 PM
THU 12/31
Flora-Bama New Year's Eve Bash
Flora-Bama Lounge, Package & Oyster Bar · Perdido Key
The Flora-Bama New Year's Eve Bash is a party at Flora-Bama Lounge, Package & Oyster Bar, 17401 Perdido Key Dr., with live music on three stages.
Start time not posted