Events
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Thu24Sep
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu24Sep
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Thu24Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Thu24Sep
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu24Sep
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Thu24Sep
Curl Up & Read: Silent Book Club
1508 W Garden St -
Thu24Sep
Live Music at Five Sisters Blues Café: Cat Daddy Blues Duo
421 W. Belmont St. -
Thu24Sep
Dirty Sound Magnet at The Handlebar
319 N Tarragona St -
Fri25Sep
Friends of West Florida Public Library Fall Book Sale
239 N Spring St
Pensacola -
Fri25Sep
Pensacola Seafood Festival
Seville Square -
Fri25Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Fri25Sep
Live Music at Five Sisters' Blues Café: Gene Labbe & the Reverberators
421 W. Belmont St. -
Fri25Sep
Calder Allen at The Handlebar
319 N Tarragona St -
Fri25Sep
Pensacola Stand-Up Comedy Show | Aaron Heltz & Shane Camp (Kill Tony Golden Ticket Winners)
916 E Gregory St
Pensacola -
Sat26Sep
College Game Day
501 S Palafox St. -
Sat26Sep
Palafox Market
50 N Palafox St -
Sat26Sep
Pensacola Lionfish Invitational and Festival
Plaza De Luna -
Sat26Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Sat26Sep
Friends of West Florida Public Library Fall Book Sale
239 N Spring St
Pensacola -
Sat26Sep
Pensacola Seafood Festival
Seville Square -
Sat26Sep
College Game Day
501 S Palafox St. -
Sat26Sep
Palafox Market
50 N Palafox St -
Sat26Sep
2026 Pensacola Seafood Don McCloskey 5K
Seville Quarter
130 E. Government St -
Sat26Sep
Panhandle Slam Jam 2 at The Handlebar
319 N Tarragona St -
Sat26Sep
VIP Lounge Experience - The Girl on the Train
400 S Jefferson St -
Sat26Sep
Gabriel Fluffy Iglesias - The 1976 Tour
201 East Gregory Street -
Sun27Sep
Friends of West Florida Public Library Fall Book Sale
239 N Spring St
Pensacola -
Sun27Sep
Pensacola Seafood Festival
Seville Square -
Sun27Sep
Pensacola Lionfish Invitational and Festival
Plaza De Luna -
Sun27Sep
Eyehategod at The Handlebar
319 N Tarragona St -
Mon28Sep
Carnifex at The Handlebar
319 N Tarragona St -
Wed30Sep
Comedy Open Mic
500 E. Heinberg St -
Wed30Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Thu1Oct
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Thu1Oct
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu1Oct
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Fri2Oct
First Fridays Art Walk
Downtown Pensacola -
Fri2Oct
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Fri2Oct
First Fridays Art Walk
Downtown Pensacola -
Fri2Oct
Ballet Pensacola's Frankenstein
400 S Jefferson St -
Sat3Oct
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Sat3Oct
College Game Day
501 S Palafox St. -
Sat3Oct
Palafox Market
50 N Palafox St -
Sat3Oct
Pop-Up Art Show & Sale Featuring Local Artists!
4718 North W Street -
Sat3Oct
Ballet Pensacola's Frankenstein
400 South Jefferson Street
Pensacola -
Sat3Oct
Ballet Pensacola's Frankenstein
400 South Jefferson Street -
Sat3Oct
Pensacola Symphony Orchestra: Opening Night!
118 S Palafox St -
Sun4Oct
Ballet Pensacola's Frankenstein
400 S Jefferson St -
Sun4Oct
Roman Street with Andy Vargas
118 S Palafox St -
Mon5Oct
Portside Pickle: Mahjong at the Port
740 Commendencia St. -
Mon5Oct
Portside Pickle: Mahjong at the Port
740 Commendencia St. -
Mon5Oct
Toast: The Best of Bread
118 S Palafox St -
Wed7Oct
Comedy Open Mic
500 E. Heinberg St -
Wed7Oct
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Thu8Oct
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Thu8Oct
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu8Oct
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Thu8Oct
-
Fri9Oct
20th Annual Glass & Ceramic Pumpkin Patch
1060 N. Guillemard Street -
Fri9Oct
Festa Italiana!
Seville Square
311 E Government St -
Fri9Oct
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Fri9Oct
Daniel Tosh: My First Farewell Tour
118 S Palafox St -
Sat10Oct
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Sat10Oct
College Game Day
501 S Palafox St. -
Sat10Oct
Palafox Market
50 N Palafox St -
Sat10Oct
20th Annual Glass & Ceramic Pumpkin Patch
1060 N. Guillemard Street -
Sat10Oct
Festa Italiana!
Seville Square
311 E Government St -
Sat10Oct
Landrum 5K benefiting Lakeview Center
219 E. Garden Street -
Sat10Oct
Portside Pickle: Dinks for Dolly - Women's Double Tournament
740 Commendencia St. -
Sat10Oct
Fall College Baseball: Florida State vs. Auburn
351 W. Cedar St. -
Sat10Oct
-
Sat10Oct
Rodney Carrington Live 2026
118 S Palafox St -
Tue13Oct
Pensacola Archaeological Society Lecture "Early Spanish Florida"
207 East Main Street -
Wed14Oct
Comedy Open Mic
500 E. Heinberg St -
Thu15Oct
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu15Oct
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Fri16Oct
Gallery Night - KID ZONE!
407-D S. Palafox St.
Pensacola -
Fri16Oct
-
Fri16Oct
Evening for the Estuaries Gala
1897 Cypress St -
Sat17Oct
Fall College Baseball: Alabama vs. Georgia Tech
351 W. Cedar St. -
Sat17Oct
College Game Day
501 S Palafox St. -
Sat17Oct
Palafox Market
50 N Palafox St -
Sat17Oct
Opening Night - Pensacola Ice Flyers vs Macon Mayhem
201 E. Gregory St. -
Sat17Oct
Comedy Ali Siddiq: The Custom Fit Tour
118 S Palafox St -
Sun18Oct
The Billy Joel Legacy: A Tribute Performance
118 S Palafox St -
Tue20Oct
Rumours of Fleetwood Mac
118 S Palafox St -
Wed21Oct
Comedy Open Mic
500 E. Heinberg St -
Thu22Oct
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu22Oct
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Thu22Oct
Jazz at Jackson's: Last Call with Ellen Vinson and Cody Martin
400 S. Palafox Street -
Thu22Oct
CeCe Winans - COME WORSHIP! Pensacola!
201 East Gregory Street -
Fri23Oct
Gimme Gimme Disco
319 N Tarragona St -
Sat24Oct
Fall College Baseball: Florida vs. Troy
351 W. Cedar St. -
Sat24Oct
College Game Day
501 S Palafox St. -
Sat24Oct
Palafox Market
50 N Palafox St -
Sat24Oct
Pensacola Hippie Festival ~ Peace, Love, Art, Music, Food, & Community
311 East Government Street -
Sat24Oct
SevilleStock 2026 – Pensacola's Woodstock in the Park
331 East Government Street -
Sat24Oct
Small Dog Race Night – Pensacola Ice Flyers vs Huntsville Havoc
201 E. Gregory St. -
Wed28Oct
Comedy Open Mic
500 E. Heinberg St -
Thu29Oct
Lightspill presented by Friends of Downtown
223 S Palafox St -
Thu29Oct
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu29Oct
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Fri30Oct
Side Show presented by PenArts
306 N De Villiers St. -
Fri30Oct
Lightspill presented by Friends of Downtown
223 S Palafox St -
Fri30Oct
$5 Night - Pensacola Ice Flyers vs Macon Mayhem
201 E. Gregory St. -
Sat31Oct
-
Sat31Oct
College Game Day
501 S Palafox St. -
Sat31Oct
Palafox Market
50 N Palafox St -
Sat31Oct
Lightspill presented by Friends of Downtown
223 S Palafox St -
Sun1Nov
Carnival of the Animals presented by Ballet Pensacola
400 S. Jefferson Street -
Sun1Nov
Lightspill presented by Friends of Downtown
223 S Palafox St -
Sun1Nov
Side Show presented by PenArts
306 N De Villiers St. -
Sun1Nov
-
Sun1Nov
Day of the Dead Night – Pensacola Ice Flyers vs Birmingham Bulls
201 E. Gregory St. -
Mon2Nov
Portside Pickle: Mahjong at the Port
740 Commendencia St. -
Mon2Nov
Lightspill presented by Friends of Downtown
223 S Palafox St -
Mon2Nov
Carnival of the Animals presented by Ballet Pensacola
400 S. Jefferson Street -
Tue3Nov
Lightspill presented by Friends of Downtown
223 S Palafox St -
Tue3Nov
Side Show presented by PenArts
306 N De Villiers St. -
Tue3Nov
Carnival of the Animals presented by Ballet Pensacola
400 S. Jefferson Street -
Wed4Nov
Comedy Open Mic
500 E. Heinberg St -
Wed4Nov
Lightspill presented by Friends of Downtown
223 S Palafox St -
Wed4Nov
Side Show presented by PenArts
306 N De Villiers St. -
Wed4Nov
Rock the Runway: Living Art
118 S Palafox St -
Wed4Nov
Rock the Runway: Living Art
118 S Palafox St -
Thu5Nov
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu5Nov
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Thu5Nov
Lightspill presented by Friends of Downtown
223 S Palafox St -
Thu5Nov
Side Show presented by PenArts
306 N De Villiers St. -
Fri6Nov
PENSACOLA GREEK FESTIVAL
1720 W Garden Street -
Fri6Nov
First Fridays Art Walk
Downtown Pensacola -
Fri6Nov
Lightspill presented by Friends of Downtown
223 S Palafox St -
Fri6Nov
Side Show presented by PenArts
306 N De Villiers St. -
Sat7Nov
College Game Day
501 S Palafox St. -
Sat7Nov
Palafox Market
50 N Palafox St -
Sat7Nov
Lightspill presented by Friends of Downtown
223 S Palafox St -
Sat7Nov
Side Show presented by PenArts
306 N De Villiers St. -
Sat7Nov
PENSACOLA GREEK FESTIVAL
1720 W Garden Street -
Sat7Nov
Pensacola Symphony Orchestra: Mozart & Bizet
118 S Palafox St -
Sun8Nov
Lightspill presented by Friends of Downtown
223 S Palafox St -
Sun8Nov
Side Show presented by PenArts
306 N De Villiers St. -
Sun8Nov
PENSACOLA GREEK FESTIVAL
1720 W Garden Street -
Mon9Nov
Lightspill presented by Friends of Downtown
223 S Palafox St -
Wed11Nov
Comedy Open Mic
500 E. Heinberg St -
Thu12Nov
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu12Nov
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Fri13Nov
Adult Jersey Giveaway – Pensacola Ice Flyers vs Macon Mayhem
201 E. Gregory St. -
Fri13Nov
-
Sat14Nov
College Game Day
501 S Palafox St. -
Sat14Nov
Palafox Market
50 N Palafox St -
Sat14Nov
AWKO Justice Jog 5K/Kid Fun Run
17 East Main Street -
Sat14Nov
Pensacola Fall Food Truck Fest
301 W Main St -
Sat14Nov
Blue Angels Night – Pensacola Ice Flyers vs Macon Mayhem
201 E. Gregory St. -
Sat14Nov
Nephew Tommy's Black Tie House Party & Comedy Show
118 S Palafox St -
Wed18Nov
Comedy Open Mic
500 E. Heinberg St -
Wed18Nov
Whose Live Anyway?
118 S Palafox St -
Thu19Nov
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu19Nov
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Thu19Nov
Pat Barrett - Pensacola
Marcus Pointe Baptist Church -
Thu19Nov
The Fab Four: "A Hard Day's Night"
118 S Palafox St -
Fri20Nov
Winterfest: Grinch's Merry Match
223 S Palafox Place -
Fri20Nov
Winterfest: Cheer Up with Snoopy!
223 S Palafox Place -
Fri20Nov
Winterfest: Polar Express Tour
223 S Palafox Place -
Fri20Nov
Winterfest: The Winterfest Christmas Special
223 S Palafox Place -
Fri20Nov
Pensacola Winterfest
223 S Palafox Place -
Fri20Nov
Winterfest: Photos with Santa
223 South Palafox Place -
Fri20Nov
Winterfest: Photos with the Grinch
223 South Palafox Place -
Fri20Nov
Gallery Night - KID ZONE!
407-D S. Palafox St.
Pensacola -
Fri20Nov
-
Fri20Nov
Derek Hough: Dance For The Holidays
118 S Palafox St -
Sat21Nov
College Game Day
501 S Palafox St. -
Sat21Nov
Palafox Market
50 N Palafox St -
Sat21Nov
Cirque Dreams Holidaze
118 S Palafox St -
Sun22Nov
Winterfest: Grinch's Merry Match
223 S Palafox Place -
Sun22Nov
Winterfest: Cheer Up with Snoopy!
223 S Palafox Place -
Sun22Nov
Winterfest: Polar Express Tour
223 S Palafox Place -
Sun22Nov
Winterfest: The Winterfest Christmas Special
223 S Palafox Place -
Sun22Nov
Pensacola Winterfest
223 S Palafox Place -
Sun22Nov
Winterfest: Photos with Santa
223 South Palafox Place -
Sun22Nov
Winterfest: Photos with the Grinch
223 South Palafox Place -
Wed25Nov
Comedy Open Mic
500 E. Heinberg St -
Thu26Nov
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu26Nov
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Fri27Nov
Winterfest: Grinch's Merry Match
223 S Palafox Place -
Fri27Nov
Winterfest: Cheer Up with Snoopy!
223 S Palafox Place -
Fri27Nov
Winterfest: Polar Express Tour
223 S Palafox Place -
Fri27Nov
Winterfest: The Winterfest Christmas Special
223 S Palafox Place -
Fri27Nov
Pensacola Winterfest
223 S Palafox Place -
Fri27Nov
Winterfest: Photos with Santa
223 South Palafox Place -
Fri27Nov
Winterfest: Photos with the Grinch
223 South Palafox Place -
Sat28Nov
College Game Day
501 S Palafox St. -
Sat28Nov
Palafox Market
50 N Palafox St -
Sat28Nov
Winterfest: Grinch's Merry Match
223 S Palafox Place -
Sat28Nov
Winterfest: Cheer Up with Snoopy!
223 S Palafox Place -
Sat28Nov
Winterfest: Polar Express Tour
223 S Palafox Place -
Sat28Nov
Winterfest: The Winterfest Christmas Special
223 S Palafox Place -
Sat28Nov
Pensacola Winterfest
223 S Palafox Place -
Sat28Nov
Winterfest: Photos with Santa
223 South Palafox Place -
Sat28Nov
Winterfest: Photos with the Grinch
223 South Palafox Place -
Wed2Dec
Comedy Open Mic
500 E. Heinberg St -
Thu3Dec
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu3Dec
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Fri4Dec
First Fridays Art Walk
Downtown Pensacola -
Fri4Dec
Winterfest: Grinch's Merry Match
223 S Palafox Place -
Fri4Dec
Winterfest: Cheer Up with Snoopy!
223 S Palafox Place -
Fri4Dec
Winterfest: Polar Express Tour
223 S Palafox Place -
Fri4Dec
Winterfest: The Winterfest Christmas Special
223 S Palafox Place -
Fri4Dec
Pensacola Winterfest
223 S Palafox Place -
Fri4Dec
Winterfest: Photos with Santa
223 South Palafox Place -
Fri4Dec
Winterfest: Photos with the Grinch
223 South Palafox Place -
Sat5Dec
College Game Day
501 S Palafox St. -
Sat5Dec
Palafox Market
50 N Palafox St -
Sat5Dec
Winterfest: Grinch's Merry Match
223 S Palafox Place -
Sat5Dec
Winterfest: Cheer Up with Snoopy!
223 S Palafox Place -
Sat5Dec
Winterfest: Polar Express Tour
223 S Palafox Place -
Sat5Dec
Winterfest: The Winterfest Christmas Special
223 S Palafox Place -
Sat5Dec
Pensacola Winterfest
223 S Palafox Place -
Sat5Dec
Winterfest: Photos with Santa
223 South Palafox Place -
Sat5Dec
Winterfest: Photos with the Grinch
223 South Palafox Place -
Mon7Dec
Portside Pickle: Mahjong at the Port
740 Commendencia St. -
Wed9Dec
Comedy Open Mic
500 E. Heinberg St -
Thu10Dec
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu10Dec
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Fri11Dec
Winterfest: Grinch's Merry Match
223 S Palafox Place -
Fri11Dec
Winterfest: Cheer Up with Snoopy!
223 S Palafox Place -
Fri11Dec
Winterfest: Polar Express Tour
223 S Palafox Place -
Fri11Dec
Winterfest: The Winterfest Christmas Special
223 S Palafox Place -
Fri11Dec
Pensacola Winterfest
223 S Palafox Place -
Fri11Dec
Winterfest: Photos with Santa
223 South Palafox Place -
Fri11Dec
Winterfest: Photos with the Grinch
223 South Palafox Place -
Sat12Dec
College Game Day
501 S Palafox St. -
Sat12Dec
Palafox Market
50 N Palafox St -
Sun13Dec
Winterfest: The Winterfest Christmas Special
223 S Palafox Place -
Sun13Dec
Pensacola Winterfest
223 S Palafox Place -
Sun13Dec
Winterfest: Photos with Santa
223 South Palafox Place -
Sun13Dec
Winterfest: Photos with the Grinch
223 South Palafox Place -
Wed16Dec
Comedy Open Mic
500 E. Heinberg St -
Thu17Dec
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu17Dec
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Fri18Dec
Gallery Night - KID ZONE!
407-D S. Palafox St.
Pensacola -
Fri18Dec
Winterfest: Grinch's Merry Match
223 S Palafox Place -
Fri18Dec
Winterfest: Cheer Up with Snoopy!
223 S Palafox Place -
Fri18Dec
Winterfest: Polar Express Tour
223 S Palafox Place -
Fri18Dec
Winterfest: The Winterfest Christmas Special
223 S Palafox Place -
Fri18Dec
Pensacola Winterfest
223 S Palafox Place -
Fri18Dec
Winterfest: Photos with Santa
223 South Palafox Place -
Fri18Dec
Winterfest: Photos with the Grinch
223 South Palafox Place -
Sat19Dec
College Game Day
501 S Palafox St. -
Sat19Dec
Palafox Market
50 N Palafox St -
Sat19Dec
Winterfest: Grinch's Merry Match
223 S Palafox Place -
Sat19Dec
Winterfest: Cheer Up with Snoopy!
223 S Palafox Place