Coastal Eventures, home

The next ninety days

Far enough out to book a sitter, buy a ticket, or take the day off.

The next ninety days

115 events · every event read off the venue's own page

August 2026

FRI 8/14–SUN 8/23

Stage Crafters: Ken Ludwig's “Moriarty”

Fort Walton Beach Civic Auditorium

A Sherlock Holmes comedy takes the stage.

/Sat 7:30 PM · Sun 2 PM · two weekends (8/14-16, 8/21-23)

from $30

Indoor / AC pickDate night

No. 063sourced

TUE 8/18–SUN 8/23

Blue Wahoos vs Knoxville

Blue Wahoos Stadium · Pensacola

The last big August homestand runs the same playbook: Saturday fireworks, and a free-vet Sunday with run-the-bases.

Fireworks Sat 8/22 · Military Family Sunday 8/23

from $10

Summer eveningOutdoor

No. 067sourced

Tuesdays + Thursdays thru FRI 10/2

Wine, Cheese & Sunset Dolphin Cruise: SOL y LUNA

SOL y LUNA, Baytowne Marina, Sandestin · Miramar Beach

SOLARIS's little sister offers a 1.5-hour sunset cruise with two wine pours and a cheese pairing each, dolphins likely.

6:30 PM · 1.5 hr

No published price

Summer eveningOutdoor

No. 105sourced

21+THU 8/20

Bubbly Baytowne: Free Champagne Sip & Shop (21+)

Village of Baytowne Wharf, Sandestin · Miramar Beach

A free evening stroll winds through the village with complimentary bubbly pours at the merchants, a browse-and-taste date that costs nothing unless something in a shop window wins.

5:00-7:00 PM · also 9/17

Free

Summer eveningOutdoor

No. 106sourced

21+Thu thru FRI 10/16

Live Music: Manci's Antique Club

Manci's Antique Club · Daphne

This Daphne institution has walls of Jim Beam decanters and live local bands Thursday through Sunday.

6:30 · Fri-Sat 7:30 · Sun 6:00 PM

Free

Summer eveningIndoor

No. 127sourced

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

Free

Summer eveningIndoor

No. 129sourced

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)

Free

Summer eveningIndoor

No. 131sourced

Every night thru SAT 10/31

Karaoke at Lili Marlene's: every night

Seville Quarter, Lili Marlene's · Pensacola

Karaoke runs seven nights a week in the aviators' room, not just on the weekend, which makes it the answer to a Tuesday you did not plan.

8:00-11:00 PM

No published price

Summer eveningIndoor

No. 187 · 8/8verified

Every evening thru WED 9/30

Live music on the green: 30Avenue

30Avenue · Inlet Beach

Local players take the lawn at the 30A end of the county, every evening, no ticket.

6:00-9:00 PM · free

Free

Summer eveningOutdoor

No. 206 · 8/8verified

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

from $5

Summer eveningIndoor

No. 229 · 8/8verified

FRI 8/21

Gallery Night: Rusty Knuckle Torque Club Car Show

Palafox St, Downtown Pensacola

Classic cars fill closed-off Palafox, an easy hit for both boys, with the usual art and street food around it.

5-9 PM

Free

Summer eveningOutdoor

No. 065sourced

FRI 8/21

Movie in the Parks: Tiger Point (August)

Tiger Point Park, Gulf Breeze

The hometown county movie night returns; the title posts closer in.

6:30 PM activities, movie at sunset

Free

Summer eveningOutdoor

No. 066sourced

FRI 8/21–SUN 8/30

Dracula: A Comedy of Terrors

Pensacola Little Theatre

A laugh-out-loud stage spoof of Dracula takes the stage.

/Sat 7:30 PM · Sun 2:30 PM · two weekends

$50 for two

Indoor / AC pickDate night

No. 092sourced

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

Free

Summer eveningIndoor

No. 132sourced

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

Free

Summer eveningOutdoor

No. 133sourced

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

No published price

Summer eveningIndoorBar

No. 185 · 8/8verified

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

No published price

Summer eveningIndoor

No. 186 · 8/8verified

Fridays thru FRI 8/28

Friday Dance Party with DJ Dan: The Big Chill

The Big Chill · Watersound Beach

The venue bills it as a family dance party, not a club night, with kids on the floor, parents around the edge, and it is done by 9:30.

6:00-9:30 PM

No published price

Summer eveningIndoor

No. 207 · 8/8verified

FRI 8/21

Comedy on the Boulevard: the last summer show

Emerald Coast Theatre Company · Suite 200

This is the final night of ECTC's summer stand-up run, upstairs at Grand Boulevard.

7:00 PM

No published price

Indoor / AC pick

No. 210 · 8/8verified

FRI 8/21

Goo Goo Dolls: The Wharf Amphitheater

The Wharf Amphitheater · Orange Beach

This open-air amphitheatre on the Intracoastal has ten thousand seats and a band whose whole catalogue is a singalong.

8:00 PM

No published price

Summer eveningOutdoor

No. 221 · 8/8verified

Saturdays thru SAT 12/26

Palafox Market

MLK Jr. Plaza + Plaza Ferdinand, Downtown Pensacola

A big Saturday market fills downtown with produce, local makers, art, and food.

9 AM-2 PM

Free

July heat, PM stormsOutdoor

No. 016sourced

Saturdays thru SAT 10/10

Grand Boulevard Farmers' Market

Grand Park, Grand Boulevard at Sandestin · Miramar Beach

A Saturday farmers and makers market fills the Sandestin green, with local honey, produce, and kettle corn.

9 AM-1 PM

Free

July heat, PM stormsOutdoor

No. 017sourced

Saturdays thru SAT 10/10

Coastal Alabama Farmers & Fishermens Market

Coastal Alabama Market · Foley

The county's largest market sells fresh Gulf seafood straight from the boats plus produce and makers.

9 AM-2 PM

Free

July heat, PM stormsOutdoor

No. 018sourced

Saturdays thru SAT 10/10

parkrun: Free Timed 5K (Rec Plex North)

UWF Rec Plex North Field · Pensacola

A free, timed, all-comers 5K runs every Saturday.

7:30 AM

Free

July heat, PM stormsOutdoor

No. 019sourced

Saturdays thru SAT 10/10

Ocean Hour Beach Cleanup

Rotating, Pensacola Beach / area waterfronts · FL 32561

Give an hour and leave the beach better.

~8:45 AM · location rotates

Free

Yellow flag

No. 020sourced

Sat + Sun thru SUN 10/11

Ranger-Narrated Pensacola Bay Ferry to Fort Pickens

Downtown ferry landing → Fort Pickens → Pensacola Beach

Boat + fort + beach without the car: ranger narration across the bay, tunnels and batteries at Fort Pickens for engineering-minded kids, then the beach stop.

Runs 9 AM-6 PM

from $20

Yellow flag

No. 021sourced

SAT 8/22

OWA Community Safety Day

Downtown OWA, Foley

First responders, K-9 demos, and trucks to climb fill OWA's free district, big for both big kids, and the fountain show follows at 6.

2:00-6:00 PM

Free

Summer eveningOutdoor

No. 068sourced

SAT 8/22

Vince Gill: 50 Years From Home Tour

Saenger Theatre · Pensacola

Country royalty plays in the historic Saenger, gospel-friendly, completely clean, and about as elegant as a date night gets in this town.

Evening (time TBA)

No published price

Indoor / AC pickDate night

No. 093sourced

SAT 8/22

Kellen Erskine: CLEAN Stand-Up (Mattie Kelly)

Mattie Kelly Arts Center, Sprint Theater · Niceville

A Dry Bar-style comic takes the stage, billed by the venue as all-ages clean, the rare comedy night that needs zero content asterisks.

7:00-8:30 PM

$50 for two

Indoor / AC pick

No. 107sourced

SAT 8/22

Goo Goo Dolls: Wharf Amphitheater

The Wharf Amphitheater, Orange Beach

"Iris" plays under the open sky, 90s/2000s nostalgia built for a 32-year-old couple.

Evening (time TBA)

No published price

Summer eveningOutdoor

No. 108sourced

Tuesdays and Saturdays thru SAT 10/31

The Brandon Styles Variety Show

Brandon Styles Theater at OWA · Foley

Celebrity impressions, comedy, and magic play a purpose-built theatre at OWA, twice a week.

7:00 PM

from $35

Indoor / AC pick

No. 219 · 8/8verified

SAT 8/22

August Living History Drill: USS ALABAMA

USS ALABAMA Battleship Memorial Park · Mobile

WWII re-enactors run drills aboard the battleship and the submarine USS Drum while the park is open, so the ship you are walking through is crewed instead of empty.

8:00 AM-3:00 PM

No published price

July heat, PM stormsOutdoor

No. 222 · 8/8verified

18+SAT 8/22

Island Fights 57: The Forgotten Show

Pensacola Bay Center

Pensacola's long-running professional MMA card takes place in the arena.

7:00 PM

No published price

Indoor / AC pickSports

No. 231 · 8/8verified

Sundays thru SUN 10/11

Sunday Market on Palafox

MLK Jr. Plaza, Downtown Pensacola

The Sunday sibling of Palafox Market brings crafts, art, and prepared food.

~10 AM-3 PM

Free

July heat, PM stormsOutdoor

No. 024sourced

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

No published price

Indoor / AC pickDate night

No. 188 · 8/8verified

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

Free

Summer eveningIndoorBar

No. 183 · 8/8verified

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

No published price

Summer eveningIndoor

No. 184 · 8/8verified

Tuesdays thru TUE 10/27

Bands on the Beach: free Gulfside concert

Gulfside Pavilion, Pensacola Beach

Live music beside the Gulf every Tuesday evening, free, with the sand right there.

7:00-9:00 PM

Free

Yellow flagOutdoorMusic

No. 005 · 8/5verified

Tuesdays thru TUE 10/27

Bands on the Beach

Gulfside Pavilion at Casino Beach · Pensacola Beach

A free beach concert plays every Tuesday.

7:00-9:00 PM

Free

Yellow flagSummer evening

No. 034sourced

Tuesdays thru TUE 8/25

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 · thru 8/25

from $30

Indoor / AC pick

No. 205 · 8/8verified

Wednesdays thru WED 8/26

Baytowne Wednesday Night Concert

Village of Baytowne Wharf, Sandestin · Miramar Beach

A free lawn concert fills the village, where kids dance up front and the carousel and arcade are steps away.

7:00-9:00 PM · thru 8/26

Free

Summer eveningOutdoor

No. 009 · 8/8verified

WED 8/26

Blue Angels Practice + AUTOGRAPHS

National Naval Aviation Museum · NAS Pensacola

The Wednesday practice comes with pilot autographs after.

Wednesday's practice ~10:30 AM · autographs after

Free

OutdoorMilitarySTEM

No. 032 · 8/5verified

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

from $15

Indoor / AC pickDate night

No. 089sourced

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

Free

Summer eveningOutdoor

No. 128sourced

21+Wednesdays thru FRI 10/16

Karaoke Night: AJ's Oyster Shanty

AJ's Oyster Shanty · Fort Walton Beach

Early-evening karaoke runs on Okaloosa Island every Wednesday 6-9, with oysters, a Gulf view, and a mic.

6:00-9:00 PM

Free

Summer eveningIndoor

No. 130sourced

WED 8/26

Jack Johnson: The Wharf Amphitheater

The Wharf Amphitheater · Orange Beach

The most on-brand booking the Gulf Coast will get all summer, outdoors on the Intracoastal.

7:30 PM

No published price

Summer eveningOutdoor

No. 224 · 8/8verified

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

No published price

Summer eveningIndoor

No. 230 · 8/8verified

THU 8/27

Jack Johnson: Wharf Amphitheater

The Wharf Amphitheater, Orange Beach

Mellow acoustic surf-rock plays at sunset, about as low-key and clean as a big-venue date gets.

Evening (time TBA)

No published price

Summer eveningOutdoor

No. 109sourced

FRI 8/28

Light of the Moon Climb: Pensacola Lighthouse

Pensacola Lighthouse & Maritime Museum, NAS Pensacola

Climb 177 steps, then watch sunset over the Gulf on one side and the full moon rising on the other.

4:30-8:30 PM · sunset + moonrise

No published price

Summer eveningOutdoor

No. 113sourced

SAT 8/29

Jason Aldean: Wharf Amphitheater

The Wharf Amphitheater, Orange Beach

Aldean headlines the Wharf's C Spire series about 40 minutes west, a clean country date night with openers Chase Matthew, Mackenzie Carpenter, and Dee Jay Silver.

Time TBA

No published price

Summer eveningOutdoor

No. 121sourced

SAT 8/29

Western Murder Mystery Dinner Theatre

Heritage Hall at Seville Quarter · Pensacola

This frontier-saloon whodunit downtown includes dinner, a cast working the room, and clues you actually chase.

Doors 6:00 PM · Show 7:00 PM (runs to ~10 PM)

from $69

Indoor / AC pickDate night

No. 176 · 8/5verified

September 2026

TUE 9/1

Blue Angels Practice: NAS Flight Line

National Naval Aviation Museum flight line · NAS Pensacola

Watch from the flight line, then visit the free museum (150+ aircraft, cockpit trainers) afterward.

Tuesday's practice ~10:30 AM (~45 min)

Free

OutdoorMilitarySTEM

No. 031 · 8/5verified

FRI 9/4–SUN 9/6

Baytowne Art Walk + Chalk Festival (Labor Day wknd)

Village of Baytowne Wharf · Miramar Beach

Sidewalk chalk artists take over the village all Labor Day weekend, an art-lover's dream, with fireworks Sunday night to cap it.

Evenings · Labor Day fireworks Sun ~9 PM

Free

Summer eveningOutdoor

No. 070sourced

FRI 9/4–SAT 9/5

Leanne Morgan: Clean Comedy (date night)

Pensacola Bay Center

Clean stand-up comedy plays two nights at the Bay Center, a date-night pick for the adults, not a kids' show.

7:00 PM

from $70

IndoorDate night

No. 100sourced

AdultsSUN 9/6

Flux Pavilion: Labor Day weekend at Laguna's

Laguna's Beach Bar + Grill · Pensacola Beach

A dubstep headliner plays the boardwalk for Labor Day weekend, the biggest touring name the beach bars book all year.

Labor Day weekend

No published price

Yellow flagSummer evening

No. 232 · 8/8verified

TUE 9/8–SUN 9/13

Blue Wahoos vs Biloxi: FINAL 2026 Homestand

Blue Wahoos Stadium · Pensacola

The season finale hits the bay: last fireworks Saturday, last free-vet Sunday, and cooler evenings.

Fireworks Sat 9/12 · Military Family Sunday 9/13

from $10

Summer eveningOutdoor

No. 071sourced

THU 9/10–SUN 9/27

Come From Away: Emerald Coast Theatre Co

Emerald Coast Theatre Company · Miramar Beach

The Tony-winning true story follows a town that fed and housed 7,000 stranded 9/11 passengers.

Thu-Sat 7 PM · Wed + Sun 2 PM

No published price

IndoorDestin & Fort Walton

No. 111sourced

THU 9/10–SUN 9/20

Come From Away: Chickasaw Civic Theatre

Chickasaw Civic Theatre

The heartfelt true story of Gander, Newfoundland taking in stranded 9/11 passengers gets staged by a community theatre about an hour west.

Eves + matinees

No published price

Indoor

No. 146sourced

FRI 9/11

Cinemas in the Sand: “Hoppers”

Gulfside Pavilion, Casino Beach · Pensacola Beach

Free movie on the sand in cooler September air.

Dusk

Free

Yellow flagSummer evening

No. 072sourced

FRI 9/11

Girls Gone Bible: Revival Tour

Saenger Theatre, Pensacola

The Girls Gone Bible revival tour comes to the Saenger, a faith-centered worship night downtown.

Evening

No published price

IndoorDate nightFaith

No. 143sourced

SAT 9/12

Art Academy for Autism: PMA (free, register early)

Pensacola Museum of Art

The museum's free semester-long art program for kids on the spectrum has a 5-9 age band that fits a STEM-loving nine-year-old exactly, and he ages out soon.

Weekly fall-semester program · ages 5-9 section fits the 9-year-old

Free

Indoor / AC pickSensory

No. 087sourced

SAT 9/12

Ty Myers: The Legal Tour

The Wharf Amphitheater, Orange Beach

Rising country and soul singer-songwriter Ty Myers plays under the stars at The Wharf, a warm-night date about 50 minutes west.

Evening

No published price

OutdoorDate night

No. 144sourced

SAT 9/12

ScripTeasers: second-Saturday table reading

Pensacola Little Theatre, Studio 400

A live table reading of new scripts runs in the theatre's studio room, open to anyone who wants to read or just listen.

11:00 AM

No published price

Indoor / AC pickArt

No. 197 · 8/8verified

TUE 9/15

Blue Angels Practice: mid-September

National Naval Aviation Museum flight line · NAS Pensacola

The last July practice fills the slot for the second wave of visiting family.

Tuesday's practice ~10:30 AM

Free

OutdoorMilitarySTEM

No. 033 · 8/5verified

THU 9/17

Sportsman's Night Out

Pensacola Bay Center

A hunting, fishing, and outdoors expo night brings gear and displays the 9-year-old will graze for hours.

6:30 PM

from $10

Indoor / AC pickFamily

No. 073sourced

THU 9/17

Josh Turner: This Country Music Thing

Saenger Theatre · Pensacola

Deep-voiced, gospel-rooted country plays the Saenger, one of the cleaner big country nights in town.

7:30 PM

$118 for two

Indoor / AC pickDate night

No. 153sourced

18+FRI 9/18–SUN 9/20

Gulf Coast Summer Fest (Jazz Edition)

Community Maritime Park, Pensacola

A downtown-waterfront jazz-and-R&B festival fills the weekend, and the rules say 18-and-over only.

20/2026 · gates 1 PM, music 2 PM

from $200

OutdoorDate night

No. 125sourced

SAT 9/19–SUN 9/20

Pensacola Brick Convention (LEGO fan expo)

Pensacola Interstate Fairgrounds

A LEGO fan convention runs '2x bigger' this year, with builds, vendors, and meet-the-builders sessions.

Sessions 10 AM-1 PM + 2-5 PM

from $3

Indoor / AC pickSTEMKids

No. 074sourced

SAT 9/19

IHMC Science Saturdays (fall season)

IHMC, Downtown Pensacola

Free hands-on STEM runs at a real robotics institute, grades 3-7, with registration opening about 2 weeks before each session on Eventbrite.

Monthly school-year Saturdays · the 9-year-old's band 9-10:30 AM

Free

Indoor / AC pickSTEM

No. 086sourced

SAT 9/19

White Tie Rock Ensemble: 80s Rock Night

Pensacola Bay Center

The local symphonic-rock spectacle covers 80s arena hits.

Evening

No published price

Indoor / AC pickDate night

No. 094sourced

SAT 9/19

Pensacola Opera Jukebox Gala: Dinner + Table-Side Opera

Hilton Pensacola Beach

Cocktail hour, a four-course dinner, and 30+ table-side opera performances chosen by the room's bids make this the dressiest date on the fall calendar.

6:00 PM · formal

$350 for two

IndoorDate night

No. 115sourced

SAT 9/19

Totally 80s Murder Mystery Dinner Theatre

Heritage Hall at Seville Quarter · Pensacola

Neon, big hair, and a body in the room set the scene.

Doors 6:00 PM · Show 7:00 PM

from $69

IndoorDate night

No. 177 · 8/5verified

FRI 9/25–SUN 9/27

Pensacola Seafood Festival (52nd)

Seville Square, Historic Downtown · Pensacola

The big hometown seafood festival fills the Seville oaks, with free entry, a kids' art area, and live music all weekend.

11 AM-11 PM · Sat 10 AM-11 PM · Sun 11 AM-5 PM

Free

OutdoorFamily

No. 075sourced

FRI 9/25–SUN 9/27

Destin Seafood Festival (48th)

Destin Harbor Boardwalk

More than 75 vendors and live music fill the whole walkable harbor.

Sat 10 AM-10 PM · Sun 10 AM-6 PM

Free

OutdoorFamily

No. 077sourced

SAT 9/26

Seafood Fest 5K + FREE Kids' Mile

Downtown / Seville Square · Pensacola

The best family race of the fall has parents run the 5K, then the kids run a free timed kids' mile at 9, with no pre-dawn wake-up, and the festival goes on around it.

5K 7:30 AM · Kids Mile 9:00 AM

No published price

OutdoorSportsKids

No. 076sourced

SAT 9/26

Holland Farms Pumpkin Patch & Corn Maze (opening ~late Sept)

Holland Farms · Milton

The corn maze, mega slide, ziplines, hayride, and pumpkin patch are the fall staple 45 minutes up the road.

⚠️ 2026 opening date not posted · prior seasons opened late Sept, daily

from $15

OutdoorFamilyKids

No. 083sourced

SAT 9/26

Gabriel “Fluffy” Iglesias: The 1976 Tour

Pensacola Bay Center

The biggest-room comedy of the fall is Fluffy, who runs mostly clean (PG-13, mild language, no filth).

Evening

$94 for two

Indoor / AC pickDate night

No. 095sourced

SAT 9/26

Light of the Moon Climb: September Full Moon

Pensacola Lighthouse & Maritime Museum, NAS Pensacola

The September edition of the sunset-and-moonrise climb brings the first properly cool evening of the series, and it falls on a Saturday.

4:30-8:30 PM

No published price

OutdoorDate nightMilitary

No. 114sourced

SAT 9/26

Gabriel Iglesias: The 1976 Tour

Pensacola Bay Center

"Fluffy" brings The 1976 Tour downtown.

Time TBA

No published price

Indoor / AC pickDate night

No. 122sourced

SAT 9/26

Seiz Up 5K: Epilepsy Awareness Run

Casino Beach Boardwalk, Pensacola Beach · Gulf Breeze

This local epilepsy-awareness run at Casino Beach offers 5K, half, and full distances.

8:00 AM

from $40

July heat, PM stormsOutdoor

No. 150sourced

SAT 9/26

Mattie Kelly Family Bay Day

Fred Gannon Rocky Bayou State Park · Niceville

Exploration stations along Choctawhatchee Bay are run by the Choctawhatchee Basin Alliance, including fish printing, hands-on water science, and the estuary explained by people who monitor…

10:00 AM-2:00 PM

$5 per vehicle

July heat, PM stormsOutdoor

No. 204 · 8/8verified

October 2026

FRI 10/2–SUN 10/11

Ballet Pensacola: Frankenstein (two weekends)

Ballet Pensacola, The Center · FL 32502

A gothic, atmospheric Frankenstein ballet spans two October weekends, a moody, elegant date.

Times TBA

No published price

Indoor / AC pickDate night

No. 097sourced

SAT 10/3

Pensacola Symphony: Opening Night

Saenger Theatre · Pensacola

The dress-up date of the fall opens the 2026-27 season in the Saenger.

7:30 PM

$46 for two

Indoor / AC pickDate night

No. 096sourced

SAT 10/3

“Weird Al” Yankovic: Wharf Amphitheater

The Wharf Amphitheater, Orange Beach

The cleanest big show of the fall offers pure absurd fun and October air.

8:00 PM

No published price

OutdoorDate night

No. 110sourced

SAT 10/3

“Weird Al” Yankovic: The Wharf Amphitheater

The Wharf Amphitheater · Orange Beach

One of the few arena-scale acts a nine-year-old and two adults will all genuinely want to see.

Showtime not published by the venue

No published price

Summer eveningOutdoor

No. 225 · 8/8verified

SUN 10/4

Roman Street

Saenger Theatre · Pensacola

This local instrumental duo plays Latin and smooth-jazz guitar, easy and romantic.

7:30 PM

$73 for two

Indoor / AC pickDate night

No. 154sourced

SUN 10/4

Take a Kid Fishing Day: Okaloosa Island Pier

Okaloosa Island Pier · Fort Walton Beach

Kids twelve and under fish free for the whole day, the first hundred get a rod to keep, and the pier lends tackle to anyone who needs it.

7:00 AM-4:00 PM

from $2

July heat, PM stormsOutdoor

No. 203 · 8/8verified

THU 10/8–SUN 10/11

53rd National Shrimp Festival: Gulf Shores

Gulf Shores Public Beach

The Gulf Coast's giant beach festival brings a Children's Activity Village, a sand-sculpture contest, three music stages, and more than 250 vendors.

10 AM-10 PM · Sun 10 AM-5 PM

Free

OutdoorFamily

No. 080 · 8/5verified

THU 10/8–SUN 10/11

Taste of the Beach: Pensacola Beach

Casino Beach / beach venues · Pensacola Beach

A beach food festival fills the weekend.

Sat daytime = the family window

Free

OutdoorFamilyDate night

No. 081sourced

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

$174 for two

Indoor / AC pickDate night

No. 155sourced

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

No published price

Indoor / AC pickDate night

No. 123sourced

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 (5:00 PM), 2026

No published price

Indoor / AC pickDate night

No. 165 · 8/5verified

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 · Wed + Sun 2 PM

No published price

IndoorDestin & Fort Walton

No. 112sourced

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

$40 for two

IndoorDate night

No. 120sourced

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 about 50 minutes west.

Eves + matinees

No published price

Indoor

No. 145sourced

THU 10/22–SUN 11/1

Pensacola Interstate Fair

Pensacola Interstate Fairgrounds

Eleven days of rides, livestock barns and fried everything at the fairgrounds off Mobile Highway.

Oct 22 – Nov 1

No published price

OutdoorFamilyKids

No. 084sourced

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

No published price

Indoor / AC pickDate night

No. 099sourced

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

$70 for two

IndoorDate night

No. 088sourced

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

from $69

IndoorDate night

No. 178 · 8/5verified

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

No published price

IndoorDate night

No. 135sourced

November 2026

FRI 11/6–SAT 11/7

Blue Angels Homecoming Air Show: NAS Pensacola

NAS Pensacola

The season-closing Homecoming show on the base is the fall core-memory for an aviation kid.

Gates ~8 AM (prior years)

Free

OutdoorMilitary

No. 085sourced

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

No published price

IndoorDate night

No. 136sourced

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

No published price

IndoorDate night

No. 137sourced

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 about an hour west.

Eves + matinees

No published price

Indoor

No. 147sourced

THU 11/12

Tab Benoit with Jesse Dayton

OWA Theater · Foley

Louisiana swamp-blues plays at OWA, a soulful, clean, grown-up night.

Evening

No published price

Indoor / AC pick

No. 164sourced

WED 11/18

Whose Live Anyway?

Saenger Theatre · Pensacola

The 'Whose Line' improv cast performs live, fast, clean, audience-driven comedy.

7:30 PM

$133 for two

Indoor / AC pickDate night

No. 156sourced