Everything checked within reach of Pensacola.
258 events and 49 places
Mondays thru MON 10/26
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
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
Friday 10/2
Building 82, Center for Fine and Performing Arts, Mainstage Theatre, UWF · Pensacola
UWF Theatre stages Alice in Wonderland on the Mainstage in Building 82's Center for Fine and Performing Arts, open to the general public.
7:30 PM to 10:00 PM
THU 9/24–FRI 12/11
Anna Lamar Switzer Center for Visual Arts · Pensacola
A gallery exhibition by artist Wanda Sullivan runs at Pensacola State College's visual arts center through mid-December.
Now through December 11
FRI 8/28–MON 10/5
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
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
THU 10/1–FRI 11/20
UWF Center for Fine and Performing Arts, Building 82, The Art Gallery · Pensacola
Make It Last is an exhibition in The Art Gallery at the UWF Center for Fine and Performing Arts, curated by a UWF graduate.
10:00 AM to 4:00 PM · opening reception Thursday 10/8 · 5:00 PM to 7:00 PM
Mondays
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
SAT 10/3–SAT 10/24
Blue Morning Gallery · Pensacola
Monochrome is a group show by three artists at Blue Morning Gallery, 21 S. Palafox Place in downtown Pensacola, running through Saturday, October 24.
Times not posted
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
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Trinity Games · Pensacola
Trinity Games runs weekly game nights at its Pensacola shop for Magic, Gundam, One Piece, Flesh and Blood, Riftbound and more.
Game nights Monday to Thursday · 6:30 PM
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TBS Comics Pensacola
TBS Comics Pensacola hosts weekly game nights at its shop on North 9th Ave. Monday is Magic Commander at 6:30 PM.
Game nights Monday, Wednesday and Thursday · from 5 PM
21+Tuesdays thru FRI 10/16
Coastal County Brewing Co. · Pensacola
Grab a team and a local craft pour.
6:30 PM
Sunday and Tuesday to Saturday thru SAT 10/31
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 12/15
Pensacola Museum of Art: Classroom
Next Generation Homeschool Art is a visual arts course for ages 7 to 9 that follows National Visual Arts Standards.
10:00 AM to 12:00 PM
TUE 10/6
Rolfs Music Hall, UWF Center for Fine and Performing Arts, Building 82 · Pensacola
The UWF Dr. Grier Williams School of Music presents the Runge Strings in concert in Rolfs Music Hall on the UWF Pensacola campus.
7:30 PM
Tuesdays
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
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
Tuesdays and Thursdays
Fleet Feet Pensacola · Unit 1
The Fleet Feet Pensacola Free Run Clubs meet Tuesday and Thursday at 6:15 PM at the shop on West Garden Street.
6:15 PM
18+Wednesdays thru WED 10/14
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 WED 10/28
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 thru WED 10/28
Downtown Pensacola, Museum of Commerce
This hands on course at the Museum of Commerce in downtown Pensacola covers 3D printers, laser engravers, CNC mills, sewing, electronics, and other fabrication tools.
5:30 PM to 7:30 PM
WED 10/7
Mustin Beach Club Trail Head, NAS Pensacola
NAS Pensacola marks the Navy's birthday with a morning run from the Mustin Beach Club trail head at 7 AM on October 7.
7:00 AM
WED 10/7
Old Christ Church · Pensacola
The UWF Chamber Music Concert Series opens its 21st season at Old Christ Church in downtown Pensacola.
12:00 PM to 1:30 PM
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First City Art Center · Pensacola
Make Your Own Glass is a hands-on hot glass session at First City Art Center in Pensacola, where each participant makes a piece with a glassblower.
By appointment: Wednesdays 5 PM-9 PM, Saturdays 8 AM-11 AM
Wednesdays and Saturdays
Artel Gallery · Pensacola
Artel Jam Session is an open musical gathering at Artel Gallery, 223 Palafox Pl in downtown Pensacola.
4 PM-7 PM
Wednesdays
Perfect Plain Brewing Co. · Pensacola
Black Out Bingo Wednesdays is a free, all-ages bingo night at Perfect Plain Brewing Co., 50 E. Garden Street, hosted by The Bingo Bros.
7 PM-9 PM
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Painting with a Twist Pensacola
Painting with a Twist Pensacola is an artist-led paint-and-sip studio at 4771 Bayou Blvd Suite C11 with several classes every week.
Classes most days: family days Saturday 10:30 AM, brunch Sunday 11 AM, evenings Wednesday to Saturday
THU 10/8
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
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
THU 10/8
UWF Soccer Complex · Pensacola
University of West Florida women's soccer hosts Lipscomb at the UWF Soccer Complex, part of the program's debut NCAA Division I season.
6:00 PM
Thursdays thru THU 12/17
Pensacola Museum of Art: Classroom
After School Art is a 16 week studio program for grades 2 through 6 at the Pensacola Museum of Art.
3:30 PM to 5:00 PM
Thursdays thru THU 10/15
Pensacola Museum of Art: Classroom
Mini Makers is an eight week art program for ages 4 to 6 at the Pensacola Museum of Art.
2:00 PM to 3:00 PM
Thursdays thru THU 10/15
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
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
Rolfs Music Hall, UWF Center for Fine and Performing Arts, Building 82 · Pensacola
The UWF Singers perform in Rolfs Music Hall at the Center for Fine and Performing Arts.
7:30 PM
FRI 10/9
UWF Building 10, Room 131 · Pensacola
UWF's Institutional Animal Care and Use Committee holds its semi-annual public meeting in Building 10, Room 131, Friday from 1 to 3 PM.
1:00 PM to 3:00 PM
18+FRI 10/9
Saenger Theatre, Pensacola
Tosh's "My First Farewell Tour" plays the Saenger downtown.
7:00 PM
Fridays thru FRI 10/30
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
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
UWF Field House, Building 54 · Pensacola
UWF women's volleyball hosts Jacksonville for Argo Aloha at the Field House.
6:00 PM to 8:00 PM
FRI 10/9
Vinyl Music Hall · Pensacola
The pioneering hardcore punk band Black Flag plays Vinyl Music Hall's main room, with doors at 7 PM ahead of an 8 PM start.
8:00 PM (doors 7:00 PM)
FRI 10/9–SAT 10/10
First City Art Center · Pensacola
First City Art Center's 20th Annual Pumpkin Patch opens with a Friday Preview Party on October 9, ahead of a Saturday pumpkin sale.
FRI 10/9–SAT 10/10
Seville Square · Pensacola
The Buona Fortuna Lodge turns Seville Square into an Italian street fair with shrimp scampi, spaghetti and meatballs, lasagna, sausage and pepper sandwiches and tiramisu.
11 AM to 6 PM
Fridays
TBS Comics Pensacola
TBS Comics Pensacola lists a weekly Pokémon session on its gaming schedule, and the shop's league post welcomes beginners and veterans alike.
7:00 PM
FRI 10/9–SAT 10/24
Historic Pensacola Village
Historic Pensacola runs two after-dark walking tours on four nights in October.
6:30 PM, 7:30 PM and 8:30 PM
FRI 10/9–SAT 10/31
Hadji Shrine Temple · Pensacola
The Hadji Shriners fill their temple on West 9 Mile Road with more than 40 haunted rooms each Friday and Saturday night in October.
7:00 PM to 10:30 PM
Saturdays thru SAT 12/26
MLK Jr. Plaza + Plaza Ferdinand, Downtown Pensacola
A big Saturday market fills downtown with produce, local makers, art, and food.
9 AM-2 PM
Saturdays thru SAT 10/10
UWF Rec Plex North Field · Pensacola
A free, timed, all-comers 5K runs every Saturday.
7:30 AM
SAT 10/10
PenAir Field · Pensacola
University of West Florida football hosts Northeastern State at PenAir Field for a Cancer Awareness game in its inaugural NCAA Division I season.
4:00 PM to 7:00 PM
SAT 10/10
Pensacola Saenger Theatre
Comedian, actor, singer and writer Rodney Carrington performs live at the Pensacola Saenger Theatre.
7:00 PM
18+SAT 10/10
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
Saturdays thru SAT 10/17
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
Emerald Fortress · Pensacola
The Anchor Up Monthly Card Show is a sports card and trading card show at Emerald Fortress in Pensacola, on the second Saturday of the month.
9:00 AM-4:00 PM
SAT 10/10
Vince J. Whibbs Sr. Community Maritime Park · Pensacola
A free fishing clinic at Maritime Park for children and adults with intellectual and developmental disabilities, and their families.
8:00 AM to 12:00 PM
SAT 10/10
Seville Quarter Courtyard · Pensacola
Eight hours of community fiesta in the Seville Quarter courtyard, free and open to the public.
2:00 PM to 10:00 PM
SAT 10/10
Freewill Ministries Destiny Center · Pensacola
A fashion show and luncheon built around breast cancer awareness, honoring women who are survivors.
10:00 AM to 2:00 PM
SAT 10/10
Pensacola Bay Center
Florida State and Mississippi State open the college basketball season at the Bay Center in the inaugural Southern Tip-Off.
Doors 4:00 PM · Tip-off 5:00 PM
SAT 10/10
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
Blue Wahoos Stadium · Pensacola
Fall Ball: Florida State vs. Auburn is a college baseball scrimmage at the Blue Wahoos' downtown ballpark on Saturday, October 10 at 1 PM.
1:00 PM
SAT 10/10
Tryon Library · Pensacola
The Winnie the Pooh 100th Anniversary Tea Party at Tryon Library celebrates the 100th anniversary of Winnie the Pooh with activities, snacks and games.
1:00 PM
SAT 10/10–SAT 10/31
Pensacola Library
STEAM: Midnight Kitty Painting is a step-by-step painting class at Pensacola Library, 239 N. Spring St., where you paint a little shadow kitty watching the moon.
11:00 AM
Saturdays
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
SAT 10/10
Landrum · Pensacola
The Every Step Counts 5K is a run or walk that starts at Landrum on E. Garden Street in Pensacola.
8:00 AM
Sundays thru SUN 10/11
MLK Jr. Plaza, Downtown Pensacola
The Sunday sibling of Palafox Market brings crafts, art, and prepared food.
~10 AM-3 PM
Sundays thru SUN 10/25
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
UWF Soccer Complex · Pensacola
University of West Florida men's soccer hosts Central Arkansas at the UWF Soccer Complex for a Sunday Funday match, part of the program's first NCAA Division I season.
4:00 PM to 6:00 PM
SUN 10/11
UWF Soccer Complex · Pensacola
UWF women's soccer hosts Bellarmine at the Soccer Complex in the program's first NCAA Division I season.
1:00 PM
SUN 10/11
UWF Field House, Building 54 · Pensacola
UWF women's volleyball hosts North Florida for the Pack it Pink match at the Field House.
1:00 PM to 3:00 PM
SUN 10/11
Community Maritime Park / Blue Wahoos Stadium · Pensacola
The Pensacola Half Marathon & 5K starts and finishes at Community Maritime Park inside the Blue Wahoos stadium on Sunday, October 11 at 7 AM.
7:00 AM
SUN 10/11
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
Sundays
Trinity Games · Pensacola
Pokémon League at Trinity Games is a free weekly play session every Sunday from 1-4 PM at the shop in Pensacola.
1 PM-4 PM
MON 10/12
Rolfs Music Hall, UWF Center for Fine and Performing Arts, Building 82 · Pensacola
The UWF Dr. Grier Williams School of Music presents flutist Cheryl Star in the Music Hall Artist Series.
7:30 PM
MON 10/12
First City Art Center, Youth Art Building (Building #6, De Soto St parking) · Pensacola
The Youth Art Camp on Indigenous Peoples' Day is a one-day art camp for ages 5-12 on a student holiday.
9:00 AM
TUE 10/13
John C. Pace Library, Building 32, UWF · Pensacola
The Pace Library Fall Book Sale is a UWF Libraries sale of gently used books at John C. Pace Library, Building 32.
8:00 AM
WED 10/14
Coastal Cat Cafe · Pensacola
Coastal Cat Cafe runs a one hour pumpkin painting session in its cat lounge on Wednesday evening, October 14.
5:00 PM to 6:00 PM
THU 10/15
UWF Soccer Complex · Pensacola
University of West Florida men's soccer hosts Pensacola Christian at the UWF Soccer Complex, part of the program's first NCAA Division I season.
7:00 PM to 9:00 PM
THU 10/15
Pensacola Saenger Theatre
Country artists Aaron Tippin and Collin Raye headline a concert at the Pensacola Saenger Theatre, joined by special guest Ray Scott.
Time not published
THU 10/15
Vinyl Music Hall · Pensacola
Electronic act Machine Girl headlines Vinyl Music Hall with Portrayal of Guilt and Yesterdayneverhappened opening.
7:00 PM
THU 10/15
Museum Plaza, UWF Historic Trust · Pensacola
UWF kicks off its presidential inauguration celebration with a festival-style street party at the Historic Trust Museum Plaza in downtown Pensacola.
5:00 PM to 7:00 PM
FRI 10/16
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
Palafox St, Downtown Pensacola
October's Gallery Night goes Halloween, with costumes on closed-off Palafox, art, and street food.
5-9 PM
FRI 10/16
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
UWF Field House, Building 54 · Pensacola
UWF women's volleyball hosts Bellarmine for the Silent Set at the Field House.
6:00 PM
FRI 10/16
Historic Pensacola Village
Historic Pensacola Village turns into Halloweentowne for trick-or-treating and All Hallows' Eve history programming on Friday, October 16, from 4 PM to 7 PM.
4:00 PM to 7:00 PM
FRI 10/16
Bellview Library · Pensacola
STEAM: Magic the Gathering at Bellview Library is a relaxed, strategy-focused session where players learn new formats and play friendly games, at 4:30 PM on Friday, October 16.
4:30 PM
FRI 10/16–SAT 10/17
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
SAT 10/17
PenAir Field · Pensacola
University of West Florida football closes out its Homecoming weekend against West Alabama at PenAir Field, in the program's first NCAA Division I season.
4:00 PM to 7:00 PM
SAT 10/17
Pensacola Saenger Theatre
Comedian Ali Siddiq brings new stand-up material to the Pensacola Saenger Theatre on the Custom Fit Tour.
8:00 PM
Saturday 10/17
Pensacola Bay Center
The Pensacola Bay Center opens the Ice Flyers' 2026-27 home season on October 17, with home games running through April 2, 2027.
7:05 PM
SAT 10/17
Jane C. Noonan Center · Pensacola
Pensacola Opera builds a Halloween-themed Boo Bash around its Hansel & Gretel material at the Jane C. Noonan Center.
2:00 PM
Sep 19 and Oct 17 thru SAT 10/17
First City Art Center · Pensacola
First City Art Center runs a Saturday morning mixed media art class open to anyone age 6 and up, from 9:30 AM to noon.
9:30 AM to 12:00 PM
SAT 10/17
Downtown Pensacola, Museum of Commerce
This hands on workshop at the Museum of Commerce in downtown Pensacola teaches you to prepare artwork, operate a laser cutter, and make a wooden keychain fob.
9:00 AM to 1:00 PM
SAT 10/17
Pensacola MESS Hall
October's Curiosity Lab goes spooky: kids build their own monster mechanisms using string finger, jumping jack, and automata mechanics.
1:00 PM to 4:00 PM
SAT 10/17–FRI 10/30
Pensacola Bay Center
The Pensacola Bay Center opens its ice for one-hour public skate sessions from October through April.
One hour sessions, see dates
SAT 10/17
Blue Wahoos Stadium · Pensacola
Fall Ball: Alabama vs. Georgia Tech is a college baseball scrimmage at the Blue Wahoos' downtown ballpark on Saturday, October 17.
Start time not posted
true thru SAT 10/31
Brownsville Library · Pensacola
Five Crowns Showdown is an afternoon of the Five Crowns card game at Brownsville Library, 3300 W. De Soto Street.
Every other Saturday through 10/31 · 1:30 PM
SAT 10/17
WSRE Jean & Paul Amos Performance Studio, Pensacola State College
A Time to Dance is the season opener for the Pensacola Civic Band, held in the WSRE Jean & Paul Amos Performance Studio at Pensacola State College, 1000 College Blvd. The program includes…
7:30 PM
SUN 10/18
Perfect Plain Brewing Company · Pensacola
Pensacola Opera takes its free community event series to Perfect Plain Brewing Company for an afternoon program pairing opera with the brewery's taproom setting.
2:00 PM
SUN 10/18
Pensacola Saenger Theatre
The Billy Joel Legacy brings a tribute performance to the Pensacola Saenger Theatre at 7 PM on Sunday, October 18.
7:00 PM
SUN 10/18
Vinyl Music Hall · Pensacola
R&B artists Jacquees and DeJ Loaf headline a Sunday night show at Vinyl Music Hall downtown, with TK Kravitz opening.
Doors 8:00 PM · Show 8:00 PM
SUN 10/18
UWF Soccer Complex · Pensacola
UWF women's soccer hosts Queens University of Charlotte at the UWF Soccer Complex on Senior Day.
12:00 PM
SUN 10/18
UWF Field House, Building 54 · Pensacola
UWF women's volleyball hosts Lipscomb at the UWF Field House for Volley Back to the 70s.
1:00 PM
SUN 10/18
Rolfs Music Hall, UWF Center for Fine and Performing Arts, Building 82 · Pensacola
Pianist Zehao Bai plays the Kamerman Piano Series at Rolfs Music Hall on the UWF campus.
3:00 PM
21+MON 10/19
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
Tuesday 10/20
Pensacola Opera Center
Brown Bag Opera brings a free lunchtime performance to the Pensacola Opera Center on Tuesday, October 20, at 12 PM.
12:00 PM
TUE 10/20
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
true thru TUE 10/27
Big Lagoon State Park · Pensacola
Family STEAM Story Time at Big Lagoon State Park is a library storytime with songs, movement and a STEAM activity, held in the park on Gulf Beach Highway in Pensacola.
Tuesdays 10/20 through 10/27 · 10:30 AM
WED 10/21
Voices of Pensacola Multicultural Center
Historic Pensacola's monthly lunch and learn series meets on the third Wednesday of the month at the Voices of Pensacola Multicultural Center.
12:00 PM to 1:00 PM
WED 10/21
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–SUN 11/1
Pensacola Interstate Fairgrounds
Eleven days of rides, livestock barns and fried everything at the fairgrounds off Mobile Highway.
Oct 22 – Nov 1
THU 10/22
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
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
THU 10/22
Museum of Commerce · Pensacola
UWF's College of Arts, Social Sciences and Humanities and Dr. Grier Williams School of Music present Songs of Revolution & Rebellion.
Reception 5:30 PM · Program 6:00 PM
THU 10/22
Pensacola Interstate Fairgrounds, Pepsi Open-Air Stage
The Cat Country 98.7 BIG Lip Sync Battle opens the entertainment lineup on the Pepsi Open-Air Stage on the fair's first night.
7:00 PM
FRI 10/23–SAT 10/24
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
National Naval Aviation Museum (Blue Angels Atrium) · Pensacola
Brian Duprey and his 13-piece orchestra perform a symphonic tribute to Frank Sinatra in the Blue Angels Atrium at the National Naval Aviation Museum.
7:00 PM
FRI 10/23
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
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
Pensacola Interstate Fairgrounds, Pepsi Open-Air Stage
The Band Perry plays the Pepsi Open-Air Stage at the Pensacola Interstate Fair on opening weekend.
7:30 PM
FRI 10/23
Coastal Cat Cafe · Pensacola
Coastal Cat Cafe hosts a one hour Friday night craft where each guest paints a mini haunted house in the cat lounge while the adoptable cats supervise.
7:00 PM to 8:00 PM
FRI 10/23
Brownsville Library · Pensacola
The Halloween Carnival at Brownsville Library is a Halloween celebration with carnival games, craft activities and candy, on Friday, October 23 at 3 PM.
3:00 PM
FRI 10/23
Westside Library · Pensacola
Mad Science Monster Mash at Westside Library is an interactive STEAM event where kids build their own monsters, with candy and games for all ages.
4:00 PM
SAT 10/24
Seville Square, Fountain Park & Bartram Park · Pensacola
This one day music, arts, and community festival spreads across Seville Square, Fountain Park, and Bartram Park from 10 AM to 6 PM.
10:00 AM to 6:00 PM
SAT 10/24
Fox Run Ward, The Church of Jesus Christ of Latter-day Saints · Pensacola
Fox Run Ward hosts this community trunk or treat and chili cook off from 6 PM to 8 PM Saturday.
6:00 PM to 8:00 PM
SAT 10/24
501 South Pensacola Ave, Atmore, AL
Williams Station Day fills Atmore with a full day of heritage programming: art vendors, live entertainment on the Main Stage, food, a car show and an antique tractor display, plus other…
9:00 AM to 4:00 PM
SAT 10/24
Vinyl Music Hall · Pensacola
This Red Hot Chili Peppers tribute act plays Vinyl Music Hall downtown on a Saturday night.
Doors 7:00 PM · Show 8:00 PM
21+SAT 10/24
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
200 South Palafox Place · Pensacola
200 South Palafox Place turns into an open-air market on select Saturdays, with local vendors selling handmade goods and food.
3:00 PM to 8:00 PM
SAT 10/24
ZOOMIES Pet Hotel · Pensacola
A trunk or treat for dogs in the ZOOMIES lot, with a costume contest, decorated Jeeps from the Milton Jeepers and adoptable dogs from Rosalie and Friends.
4 PM-6:30 PM
SAT 10/24
Pensacola Interstate Fairgrounds, Pepsi Open-Air Stage
Hunter Hayes headlines the Pepsi Open-Air Stage on the fair's first Saturday night.
7:30 PM
SAT 10/24
UWF Soccer Complex · Pensacola
UWF men's soccer hosts Jacksonville on a Saturday night at the UWF Soccer Complex.
7:00 PM
SAT 10/24
Pensacola Bay Center
The Pensacola Ice Flyers host the Huntsville Havoc on Small Dog Race Night at the Pensacola Bay Center.
7:05 PM
SAT 10/24
Blue Wahoos Stadium · Pensacola
Fall Ball: Florida vs. Troy is a college baseball scrimmage at the Blue Wahoos' downtown ballpark on Saturday, October 24.
Start time not posted
SAT 10/24
Pensacola Library
The Halloween Monster Mash at Pensacola Library is a Halloween afternoon of creepy crafts and ghoulish games for youth and their families, on Saturday, October 24 at 1 PM.
1:00 PM
SAT 10/24
Westside Library · Pensacola
TCG Club at Westside Library is a few friendly rounds of Magic the Gathering or Yu-Gi-Oh at noon on Saturday, October 24.
12:00 PM
SAT 10/24
Bellview Library · Pensacola
STEAM: Teen D&D Club at Bellview Library is a three-hour Dungeons & Dragons game for teens, recommended for ages 14 to 18.
12:30 PM
SAT 10/24
Garden & Grain · Pensacola
The Paws & Claws Costume Contest is a Halloween best-dressed contest for dogs at Garden & Grain, 50 East Garden Street, held in partnership with WolfGang.
5:00 PM
SAT 10/24
12th Avenue & Moreno Street, East Hill · Pensacola
The 42nd Annual Great Pumpkin Race is a 5K through East Hill in Pensacola, with a 1-mile Little Pumpkin Fun Run.
8:00 AM
SUN 10/25
Museum Plaza, Downtown Pensacola
A small ensemble from the Pensacola Symphony plays a free outdoor concert at Museum Plaza downtown.
3:00 PM · about 60 minutes
SUN 10/25–SUN 11/1
Trinity Games · Pensacola
Trinity Games runs two Pokémon TCG Mega Evolution Delta Reign pre-release tournaments, on Sunday, October 25 and Sunday, November 1.
Start time not posted
SUN 10/25
Pensacola Interstate Fairgrounds, Pepsi Open-Air Stage
Glenn Leonard's Temptations Revue plays the Pepsi Open-Air Stage on the fair's first Sunday night.
7:30 PM
Last Monday of the month thru MON 12/28
Hillcrest Church Preschool · Pensacola
The preschool opens its playground to the public for two hours on the last Monday of every month.
9:00 AM-11:00 AM
MON 10/26–TUE 10/27
Pensacola Saenger Theatre
The touring musical Waitress plays the Pensacola Saenger for two nights.
7:30 PM
MON 10/26–TUE 10/27
Jane C. Noonan Center · Pensacola
Hauntcert is a family-friendly Halloween concert by the Pensacola Children's Chorus, with a drive-in style screening of Universal's classic monsters, a zombie mashup and a doo-wop band.
6:30 PM
MON 10/26
Pensacola Interstate Fairgrounds, Pepsi Open-Air Stage
John Foster plays the Pepsi Open-Air Stage on a Monday night at the Pensacola Interstate Fair.
7:30 PM
MON 10/26
Brownsville Library · Pensacola
Bad Art Night: Self-Portraits is an informal art night at Brownsville Library, 3300 W. De Soto Street.
5:00 PM
TUE 10/27
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
Pensacola Interstate Fairgrounds, Pepsi Open-Air Stage
The White Tie Rock Ensemble presents Monsters of Rock on the Pepsi Open-Air Stage on a Tuesday night at the fair.
7:30 PM
TUE 10/27
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
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
WED 10/28
Pensacola Interstate Fairgrounds, Pepsi Open-Air Stage
Lauren Alaina takes the Pepsi Open-Air Stage on a Wednesday night, with a later start of 8:30 PM than the rest of the fair's lineup.
8:30 PM
WED 10/28
Edward Ball Nature Trail, behind Crosby Hall, UWF · Pensacola
UWF Outdoor Adventures turns the half mile Edward Ball Nature Trail into a haunted night walk, lit by glow sticks, with staff in costume lurking along the path.
7:00 PM to 10:00 PM
THU 10/29–MON 11/9
Downtown Pensacola · FL
Foo Foo Festival runs across downtown Pensacola from October 29 through November 9, one of the destination's own signature annual events.
THU 10/29
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
THU 10/29
Pensacola Interstate Fairgrounds, Pepsi Open-Air Stage
Bee Gees Now plays the Pepsi Open-Air Stage twice on the fair's second Thursday, at 3:30 PM and again at 7:00 PM.
3:30 PM and 7:00 PM
THU 10/29–MON 11/9
Artel Gallery · Pensacola
Lightspill is a large temporary public art installation by Friends of Downtown on the front of the historic Artel Gallery building in downtown Pensacola.
Times not posted
THU 10/29–SUN 11/8
Palafox Street between Garden and Main · Pensacola
Science on the Street is a self-guided, hands-on look at the science of sound on Palafox Street between Garden and Main in Pensacola, from October 29 to November 8.
5:00 PM
THU 10/29–FRI 10/30
Voices of Pensacola Multicultural Center
HalloZine Fest is the second annual zine fair at Voices of Pensacola Multicultural Center, held October 29 and 30 as part of Foo Foo Festival. 309 Punk Project puts on a zine marketplace,…
11:00 AM
FRI 10/30
Pensacola Bay Center
Five dollars gets a seat at the Bay Center for an Ice Flyers home game against the Macon Mayhem, on the first of two $5 Nights on the season's theme night calendar.
7:05 PM
18+FRI 10/30
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
Bayview Senior Resource Center · Pensacola
Musicians from the Pensacola Opera and Pensacola Symphony, including principal flutist Stephanie Riegle and bassoonist Kristina Nelson, give a free performance at the Bayview Senior…
1:00 PM · about 60 minutes
FRI 10/30–SUN 11/8
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
Pensacola Interstate Fairgrounds, Pepsi Open-Air Stage
The Friday night headliner on the fair's Pepsi Open-Air Stage plays the day before Halloween.
7:30 PM
FRI 10/30–SUN 11/1
First United Methodist Church, Wright Place · Pensacola
HizashiCon is an anime and Japanese pop-culture convention put on by the Japan-America Society of Northwest Florida as part of Foo Foo Festival, from October 30 to November 1 in Pensacola.
4:00 PM
FRI 10/30–SUN 11/8
The Gordon Community Art Center · Pensacola
Side Show is a musical staged by PenArts at The Gordon Community Art Center in Pensacola, about conjoined twins who became vaudeville stars.
7:30 PM
FRI 10/30
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
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
Vinyl Music Hall, Pensacola
This Halloween-night reunion show downtown is loud and nostalgic.
Doors 6, show 7 PM
21+SAT 10/31
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
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
Pensacola Interstate Fairgrounds, Pepsi Open-Air Stage
The Lacs close out the fair's entertainment lineup on Halloween night at the Pepsi Open-Air Stage.
7:30 PM
SAT 10/31
UWF Soccer Complex · Pensacola
UWF men's soccer hosts Spring Hill on Halloween afternoon for Senior Day and Socctober.
5:00 PM
SAT 10/31
Coastal Cat Cafe · Pensacola
Coastal Cat Cafe throws a Halloween night party in its cat lounge with spooky decor, eerie music, candy to share and costumed cats.
6:00 PM to 7:30 PM
21+SAT 10/31
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
Bellview Library · Pensacola
Halloween Bingo at Bellview Library is Halloween-themed bingo with prizes, at 11 AM on Saturday, October 31.
11:00 AM
SAT 10/31
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
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
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
SUN 11/1–TUE 11/3
The Clark Family Cultural Center · Pensacola
Carnival of the Animals is an original family ballet set to Saint-Saens's score, danced by Ballet Pensacola's Student Company and Youth Ensemble.
See showtimes
SUN 11/1
Pensacola Bay Center
The Pensacola Ice Flyers host the Birmingham Bulls on Day of the Dead Night, an afternoon game at the Pensacola Bay Center.
4:05 PM
MON 11/2
Saenger Theatre, Pensacola
Ai-Da, an ultra-realistic humanoid robot artist, creates artwork live on the Saenger stage, followed by a panel discussion with experts in artificial intelligence.
7:00 PM
First Monday of the month
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
TUE 11/3–SAT 11/7
Pensacola Museum of Art
STEAM2026 Week at the Pensacola Museum of Art is a week of programming around the STEAM2026 exhibition, which runs August 28, 2026 to January 17, 2027.
2:30 PM
WED 11/4
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
WED 11/4
Pensacola Museum of History and Palafox Street
Downtown Pensacola kicks off its seven-week holiday season on Wednesday, November 4.
Santa photos 3:30 PM to 4:45 PM, lighting ceremony 5:00 PM
THU 11/5
Pensacola Museum of History
Living Museum 2026: Anchored in History is an evening at the Pensacola Museum of History where costumed interpreters portray Spain, France, Great Britain, Colonial America and historic…
5:30 PM
FRI 11/6–SAT 11/7
NAS Pensacola
The season-closing Homecoming show on the base is the fall core-memory for an aviation kid.
Gates ~8 AM (prior years)
FRI 11/6
Vinyl Music Hall · Pensacola
Rapper Lupe Fiasco headlines a hip hop show at Vinyl Music Hall.
8:00 PM (doors 7:00 PM)
FRI 11/6–SUN 11/8
Seville Square · Pensacola
The Great Gulfcoast Arts Festival fills Seville Square with more than 200 juried painters, potters, sculptors, jewellers and other artists over three days.
9 AM to 5 PM Fri and Sat, 9 AM to 4 PM Sun
FRI 11/6–SUN 11/8
Annunciation Greek Orthodox Church · Pensacola
The 66th annual Pensacola Greek Festival fills the grounds of Annunciation Greek Orthodox Church with gyros, lamb shanks, spanakopita, baklava, loukoumades and Greek coffee.
11:00 AM to 9:00 PM, plus Sat 11/7 and Sun 11/8 (hours to confirm)
First Friday of the month
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
First Friday of the month
Quayside Art Gallery · Pensacola
First Fridays Art Walk is a downtown art walk at Quayside Art Gallery, 17 East Zaragoza Street.
Open until 7:30 PM
SAT 11/7
Vinyl Music Hall · Pensacola
Emo Nite presents Emo Orchestra with support from The Spill Canvas and Greywind, billed as an evening of emo at Vinyl Music Hall.
7:00 PM (doors 6:00 PM)
SAT 11/7
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
First Saturday of the month
First City Art Center · Pensacola
Saturday: Family Clay Date is a beginner hand-building clay class at First City Art Center in Pensacola where a parent or guardian and child create together with an instructor.
10 AM-12 PM
SAT 11/7
Seville Quarter · Pensacola
The Semper Fi 5K is a run or walk that starts at Seville Quarter in Pensacola.
8:00 AM
SUN 11/8
Vinyl Music Hall · Pensacola
Wood Box Heroes headline a bluegrass night at Vinyl Music Hall with Marla Cannon Goodman and Emma Zinck, presented with the Frank Brown Songwriters' Festival to benefit Gulf Coast Kid's…
7:00 PM (doors 6:00 PM)
SUN 11/8
Blue Wahoos Stadium · Pensacola
Soul Bowl is an annual community football event at Blue Wahoos Stadium in Pensacola, with several games through the day.
7:00 AM
SUN 11/8
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
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
Vinyl Music Hall, Pensacola
Laid-back West-Coast reggae plays downtown on Veterans Day, an easy, mellow date night.
Doors 6, show 7 PM
WED 11/11
Veterans Memorial Park · Pensacola
Veterans Memorial Park on the downtown Pensacola bayfront holds its annual Veterans Day ceremony on Wednesday, November 11, starting at 11:00 AM.
11:00 AM
THU 11/12
Pensacola Bay Center
Loyola Marymount and the University of South Alabama meet in the first Coastal Classic, part of the Pensacola Hardwood Series at the Bay Center.
7:00 PM (doors 6:00 PM)
SAT 11/14
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
PenAir Field · Pensacola
West Florida closes out its home football schedule against Tarleton State at PenAir Field on the UWF campus.
2:00 PM kickoff
SAT 11/14
International Center and Japan House, Building 71, UWF · Campus Drive
Japan Culture Day is a free afternoon at the International Center and Japan House, Building 71 at UWF, with cultural activities, workshops, performances and displays for all ages.
1:00 PM
SAT 11/14
Alabama Square Park · Pensacola
North Hill Fall Fest is a free neighborhood picnic at Alabama Square Park in North Hill.
5:00 PM
SAT 11/14
Emerald Fortress · Pensacola
The Anchor Up Monthly Card Show is a sports card and trading card show at Emerald Fortress in Pensacola.
9:00 AM
SAT 11/14
Aylstock, Witkin, Kreis & Overholtz (AWKO) · Suite 200
The AWKO Justice Jog is a 3.1-mile 5K through historic downtown Pensacola, with a Kids Fun Run of about 1 mile at 9 AM.
8:00 AM
WED 11/18
Saenger Theatre · Pensacola
The 'Whose Line' improv cast performs live, fast, clean, audience-driven comedy.
7:30 PM
THU 11/19
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)
THU 11/19
Vinyl Music Hall · Pensacola
Corrosion of Conformity and The Sword share a metal bill at Vinyl Music Hall with support from Hippie Death Cult.
7:00 PM (doors 6:00 PM)
FRI 11/20
Palafox St, Downtown · Pensacola
November's Gallery Night turns the street into living pictures, with costumed tableaux holding still down closed-off Palafox and the usual art, music, and street food around them.
5-9 PM
FRI 11/20
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
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
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
SAT 11/21
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
Saenger Theatre, Pensacola
Cirque Dreams Holidaze wraps a Broadway-style holiday story around contemporary circus acts, with a young girl named Clara carried off to a colourful fantasy world on Christmas Eve.
7:00 PM
SAT 11/21–SUN 11/22
Pensacola Bay Center
The Pensacola Invitational brings Southern Miss, Troy, Valparaiso and Nicholls State to the Bay Center for a two day, winner takes all tournament.
At 4 PM and 7 PM, Sun 11/22 at 2 PM and 5 PM
SAT 11/21
Emerald Fortress · Pensacola
The Anchor Up Monthly Card Show is a sports card and trading card show at Emerald Fortress in Pensacola.
9:00 AM
SUN 11/22
Seville Quarter · Pensacola
The Last Mile Sunset 5K is a late-afternoon run or walk that starts at Seville Quarter in Pensacola at 4:30 PM on Sunday 11/22.
4:30 PM
MON 11/23–WED 11/25
First City Art Center, Youth Art Building (Building #6, De Soto St parking) · Pensacola
The Youth Art Camp for Fall Break is a three-day Thanksgiving-week art camp for ages 5-12 at First City Art Center in Pensacola.
9:00 AM
THU 11/26
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
FRI 11/27–THU 12/24
Plaza Wonderland, Old County Courthouse · Pensacola
Pensacola Winterfest is a volunteer-run holiday event around the Old County Courthouse in downtown Pensacola, with snow falling on Plaza Wonderland and trolley tours themed on Peanuts, The…
Fri to Sun evenings, then daily from 12/18
FRI 11/27
Government St and Palafox Pl · Pensacola
The Elf Parade opens the downtown Pensacola holiday season on the Friday after Thanksgiving, with a costume contest, wagons and groups marching through the Palafox area.
2:00 PM (lineup 12:30 PM)
SAT 11/28
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
Perfect Plain Brewing Co. · Pensacola
The Perfect Plain Chili Cook-Off is a chili competition at Perfect Plain Brewing Co., 50 East Garden Street, with proceeds going to the Escambia County Animal Shelter.
11:00 AM
SUN 11/29
Pensacola Bay Center
The University of West Florida Argonauts host the Florida State Seminoles in the first Battle at the Bay, part of the Pensacola Hardwood Series at the Bay Center.
2:00 PM (doors 1:00 PM)
SUN 11/29
Historic North Hill (six homes) with Christmas Market at Alabama Square · Pensacola
The North Hill Tour of Homes and Christmas Market opens six historic homes in North Hill for the afternoon, from an 1899 Queen Anne to a 1953 Paul Rudolph house.
12:00 PM
MON 11/30
Saenger Theatre · Pensacola
This touring stage production of the Christmas classic is a wholesome holiday night older kids can follow.
7:30 PM
TUE 12/1
Saenger Theatre, Pensacola
This touring musical retells A Christmas Carol in the 1930s Smoky Mountains, with Ebenezer Scrooge as the owner of a mining company town and songs written by Dolly Parton.
7:30 PM
WED 12/2
Vinyl Music Hall · Pensacola
Samantha Fish shares a blues bill with Cedric Burnside and Daddy Long Legs at Vinyl Music Hall.
7:00 PM (doors 6:00 PM)
THU 12/3
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
FRI 12/4
Saenger Theatre, Pensacola
Chris Tomlin's Christmas tour is billed as an intimate evening of worship built around the season, aimed at friends and families attending together.
7:00 PM
SAT 12/5
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
SAT 12/5
Pensacola International Airport
The USO Runway 5K is a run or walk on the runway at Pensacola International Airport.
10:00 AM
SUN 12/6
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)
FRI 12/11
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
Vinyl Music Hall · Pensacola
Jai Wolf headlines Vinyl Music Hall.
8:00 PM (doors 7:00 PM)
FRI 12/11–SUN 12/20
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
FRI 12/11–SUN 12/13
Saenger Theatre, Pensacola
The Pensacola Children's Chorus fills the Saenger with hundreds of young singers for its annual Christmas on the Coast concerts.
7:30 PM, Sat 12/12 and Sun 12/13 · 2:30 PM
SAT 12/12
University of West Florida, Building 72 · Pensacola
Two hundred tables of sports cards and trading card games fill a hall on the UWF campus, with more than a hundred vendors in from five states to buy, sell and trade.
9:00 AM-4:00 PM
SAT 12/12
Palafox Street, downtown Pensacola
Floats, church groups, dance groups and marching units roll down historic Palafox Street in downtown Pensacola on the evening of Saturday, December 12.
5:30 PM
SAT 12/12
Emerald Fortress · Pensacola
The Anchor Up Monthly Card Show is a sports card and trading card show at Emerald Fortress in Pensacola.
9:00 AM
SAT 12/12
Running Wild · Pensacola
The Ho Ho Hustle 5K is a holiday-themed family run or walk from Running Wild in Pensacola.
8:00 AM
SAT 12/12
Spring St & Garden St · Pensacola
The P.R.A Christmas Parade Dash is a one-mile run or walk held before the Pensacola Christmas Parade, run by the Pensacola Runners Association.
4:30 PM
SUN 12/13
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
SUN 12/13
Alabama Square Park · Pensacola
NHPA Luminary Night is a free evening at Alabama Square Park in North Hill with hundreds of luminaries, holiday music, hot chocolate, marshmallows and apple cider.
5:00 PM
MON 12/14–TUE 12/15
Ashmore Auditorium, Pensacola State College
Christmas at the College is the Pensacola Civic Band's annual holiday concert at Ashmore Auditorium, Pensacola State College, 1000 College Blvd. The program includes Frosty, Rudolph, the…
7:30 PM
FRI 12/18
Palafox St, Downtown · Pensacola
The December Gallery Night is the last of the year.
5-9 PM
FRI 12/18
Saenger Theatre, Pensacola
Ballet Pensacola stages The Nutcracker at the Saenger Theatre over the weekend before Christmas as part of its 48th season.
Times to be announced
FRI 12/18
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
Bayfront Parkway start (page lists 211 Bayfront Pkwy) · Pensacola
The Pensacola Banana Bridge Run is a run or walk on the Three Mile Bridge route, with 1-mile walk, 2-mile run or walk, and 3-mile run options.
8:00 AM
MON 12/21–FRI 1/1
First City Art Center, Youth Art Building (Building #6, De Soto St parking) · Pensacola
The Youth Art Camp for Winter Break is an art camp for ages 5-12 at First City Art Center in Pensacola.
9:00 AM
WED 12/23
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
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
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
Wed-Sun
East Hill, in the old Sacred Heart Hospital · Pensacola
The first Pensacola restaurant ever to earn a Michelin distinction holds a Bib Gourmand in the 2026 guide, Michelin's first year covering all of Florida.
11:00 AM-4:00 PM (or until the bread sells out)
Evening tours
Historic Downtown Pensacola
A two-hour lantern-lit walk winds through historic downtown, including Seville Quarter, Plaza Ferdinand, the Saenger, and the old courthouse, with the city's ghost stories and history along…
Start time not published · confirm with the operator
Daily
NAS Pensacola
The museum has 150+ aircraft, hands-on cockpits, and the Blue Angels Atrium.
9 AM-4 PM
Tue-Fri
Downtown Pensacola
Hands-on math and science tinkering fills the space, now at its new home on East Wright Street.
12-5 PM · Sat 10 AM-5 PM · closed Sun-Mon
Mon-Thu
Cordova Mall · Pensacola
An all-day indoor playground offers re-entry, including a dedicated ages 1-3 toddler zone while older kids run the giant structure.
10 AM-8 PM · Fri-Sun 10 AM-10 PM
Mon-Thu
Pensacola
Go-karts run on ride tickets, and a double kart lets an adult drive a younger child.
3-9 PM · Fri 3-10 PM · Sat 11 AM-10 PM · Sun 11 AM-9 PM
Daily, hours vary
Pensacola
Military bowls open-to-close for $3.50/game with free shoes, every day.
Opens 9-11 AM, closes 11 PM-1 AM
Open
Pensacola
A roller rink runs Kids Skate Free: kids 10 and under get 2 free passes a week, and they are good for the Thursday 7-9 PM and Sunday 2-6 PM sessions only.
Kids Skate Free: Thu 7-9 PM · Sun 2-6 PM
Tue-Sat
Downtown Pensacola
Admission runs half price on Sundays, noon-4, and the one ticket also covers the Children's Museum and Museum of Art.
10 AM-4 PM · Sun 12-4 PM · closed Mon
Tue-Sat
Downtown Pensacola
This offers two floors of hands-on play for young children.
10 AM-4 PM · Sun 12-4 PM · closed Mon
Open
Beulah Regional Park · Pensacola
This freshly renovated free splash pad runs 9 to 7 every day, beside four new pickleball courts, new basketball goals and picnic pavilions.
Splash pad daily 9 AM-7 PM · park sunrise to sunset
Open
Cordova area · Pensacola
This guided painting studio plays both sides.
By reservation
Open
Pensacola
The cheapest hot-day fallback in town charges $4 adults, $3 kids 3-17, 2-and-under free.
Summer: Mon-Sat ~8 AM-7 PM · Sun 12-6 PM
Daily
Pensacola (by the airport)
A free city park sits at the runway's edge, with plane-spotting, a radio scanner for tower chatter, a mini control-tower and a play area.
6 AM-8 PM
Tue-Sat
Downtown Pensacola
Rotating contemporary-art galleries fill downtown, distinct from the Museum of History two blocks over.
10 AM-4 PM · Sun 12-4 PM · Mon closed
Open
Pensacola (Barrancas Ave)
Hands-on kids' and teen cooking classes run on Barrancas Avenue in Pensacola.
By class registration; no walk-in hours
Open
UWF · Pensacola
A free half-mile boardwalk meanders through Thompson Bayou over a hardwood swamp on the UWF campus, a quiet, easy walk in the woods.
Daylight hours (no posted trail hours)
Mon-Thu
Pensacola (Plantation Rd)
This offers pizza and arcade tickets, a reliable toddler-and-artist-friendly indoor fallback on a hot or wet day.
10 AM-9 PM · Fri-Sat 10-10 PM · Sun 11-9 PM
Mon-Sat
Downtown Pensacola
A small-business indoor imaginative-play space fills downtown, a good rainy-day stroller stop for younger kids and toddlers.
9 AM-6 PM · Sun 12-6 PM
Daily, sunrise
Kiwanis Park, Pensacola
A free downtown park has an all-abilities playground and a musical sensory garden, both opened in 2023, with wheelchair-accessible structures, adaptive swings, and tactile, sound-making…
Sunset
Open
Mitchell Homes Miracle League Park · Pensacola
A baseball league is built for kids with physical and developmental challenges, with a cushioned, fully wheelchair-accessible field and a buddy paired with every player.
By game schedule
Sun-Thu
Pensacola
This big indoor trampoline park has a toddler zone and brand-wide Sensory Hours with the music turned down or off.
10 AM-8 PM · Fri-Sat 9/10 AM-10 PM
Open
Pensacola
This city park has a playground, sports fields, and a splash pad that runs a long season, mid-March through October, daily.
Dawn · dusk · splash pad 9 AM-7 PM (Mar-Oct)
Open
Downtown Pensacola
The waterfront plaza at the foot of Palafox has a statue, bay views, walkways, and a grill for a snack.
Plaza sunrise to sunset · Chat & Chew grill 11 AM-5 PM
Sunrise
Downtown Pensacola
This restored free waterfront park next to Community Maritime Park has a kayak launch, a scenic overlook, trails, and early-learning play features on Pensacola Bay.
Sunset (typical)
Mon-Fri
Pensacola, Nine Mile / Chemstrand
Pensacola's first Costco opened in June 2026, with samples, optical, a pharmacy open to non-members, and the famous food court.
10 AM-8:30 PM · Sat 9:30 AM-6 PM · Sun 10 AM-6 PM
Sun-Thu
Pensacola, Cordova
Chicken fingers, crinkle fries, and Texas toast are drive-thru or dine-in on North 9th.
10 AM-1 AM · Fri-Sat 10 AM-2 AM
Daily
Pensacola, Nine Mile
This daytime-only breakfast, brunch, and lunch spot on the north side has a kitchen open until 2:30, a kids' menu, and no dinner.
7 AM-2:30 PM
Daily
Pensacola, Blue Angel Plaza
Sandwiches, spuds, and the giant sweet teas, with a kids' menu, on the west side by Publix.
10:30 AM-9 PM
Daily
Pensacola, Ransley Station
Build-your-own bowls, burritos, and tacos are open late off Nine Mile.
10:45 AM-11 PM
Tue-Thu
Downtown Pensacola, Palafox
This Prohibition-themed craft brewery and taproom on Palafox has darts, chess, and live music.
2-10 PM · Fri 12 PM-1 AM · Sat 11 AM-1 AM · Sun 11 AM-10 PM · closed Mon
Sun-Thu
Pensacola, Nine Mile
Wagyu steaks, craft cocktails, and an elevated wine list on Nine Mile make this an anniversary-level dinner in Pensacola.
4-9 PM · Fri-Sat 4-10 PM
Open-air alley
Downtown Pensacola
A floating canopy of colorful umbrellas is strung over Jefferson Alley downtown.
Up year-round · walk it any time the street is walkable
Open
Downtown Pensacola
This beginner-friendly goat yoga from Disko Lemonade lets baby goats wander the mats while you flow, often at a local brewery.
Public classes on scheduled dates · next ~October (register on FitDEGREE)
Daily
Pensacola
The Pensacola Lighthouse's climb to the top gallery is the main draw.
9 AM-4 PM; last admission 3:40 PM
Monday-Friday
Pensacola
The downtown Pensacola branch offers free admission.
10 AM-7 PM; Saturday 10 AM-4 PM; Sunday closed.
Monday-Friday
Pensacola
The Bellview branch of the West Florida Public Library system carries the same free admission and Monday through Saturday hours as the rest of the network.
10 AM-7 PM; Saturday 10 AM-4 PM; Sunday closed.
Monday-Friday
Pensacola
The Brownsville branch keeps the same free entry and Monday through Saturday hours as the rest of the West Florida Public Library system.
10 AM-7 PM; Saturday 10 AM-4 PM; Sunday closed.
Monday-Friday
Pensacola
The Tryon branch shares the free admission and Monday through Saturday hours common to the whole West Florida Public Library system.
10 AM-7 PM; Saturday 10 AM-4 PM; Sunday closed.
Monday
Pensacola
The park is a small nonprofit bird sanctuary built around a collection of macaws and other parrots.
10 AM-4 PM; Tuesday-Thursday closed; Friday-Saturday 10 AM-4 PM; Sunday 1:00-4 PM
Open
Pensacola
Fort Barrancas and its Advanced Redoubt sit on the bluff above Pensacola Bay inside Naval Air Station Pensacola.
The 2026 superintendent's compendium lists Fort Barrancas and Advanced Redoubt open 9 AM-3 PM Saturday-Sunday from May through September. Verify same-day because the property page still shows a broader Wednesday-Sunday schedule.
Daily
East Pensacola, on Bayou Texar
A city park on Bayou Texar with a playground, swings, a dog park, tennis courts, a walking path and a boat launch.
7 AM-9 PM
Mon-Sat
East Pensacola, Bayview Community Resource Center
The city rents single and tandem kayaks, stand-up paddleboards and beach cruiser bikes from a shop at Bayview Park, with a ramp straight onto Bayou Texar.
9 AM-6 PM · Sun 10 AM-6 PM (Apr-Oct) · rentals end 5 PM · winter hours start Nov
Open
Downtown Pensacola waterfront
An open waterfront park on Pensacola Bay with a playground, an amphitheater and water views, right beside the Blue Wahoos stadium.
Sunrise to sunset
Open
Tanyard, downtown Pensacola
A neighborhood park with new playground equipment, swings, a basketball court and a lighted walking path.
Sunrise to sunset
Open
Bayfront, Pensacola
Home of Wall South, still the only permanent replica of the Vietnam Veterans Memorial in Washington.
Sunrise to sunset
Open
South Pensacola, on the bay
A small city park on the bay with a playground, picnic areas, a pavilion and the Sanders Beach-Corinne Jones Resource Center next door.
Sunrise to sunset
Daily
Downtown Pensacola
One of the two oldest cemeteries still standing in Florida, a walk through old Pensacola names under live oaks.
9 AM-5 PM
Wed-Thu
Downtown Pensacola
Pensacola's first live escape game, with three private themed rooms: The Museum Robbery, It's All Wired and Haunted.
5:30-9 PM · Fri 5:30-9:30 PM · Sat 11:30 AM-9:30 PM · Sun 12-5 PM · closed Mon-Tue