Events
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Mon7Sep
Portside Pickle: No Work. All Play. Labor Day @ The Port
740 Commendencia St. -
Tue8Sep
Major Moment at The Handlebar
319 N Tarragona St -
Wed9Sep
Comedy Open Mic
500 E. Heinberg St -
Wed9Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Wed9Sep
Comedy Open Mic
500 E. Heinberg St -
Wed9Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Wed9Sep
5th Annual Harvest Sip & Shop
130 Palafox Pl -
Thu10Sep
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu10Sep
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Thu10Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Thu10Sep
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu10Sep
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Thu10Sep
Dolly Pawton: A Tribute Listening Party
1508 W Garden St -
Fri11Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Fri11Sep
Girls Gone Bible Revival Tour
118 S Palafox St -
Fri11Sep
Geordie Greep at The Handlebar
319 N Tarragona St -
Sat12Sep
Palafox Market
50 N Palafox St -
Sat12Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Sat12Sep
Palafox Market
50 N Palafox St -
Sat12Sep
NVSN at The Handlebar
319 N Tarragona St -
Sun13Sep
Film Event to benefit Gulf Coast Surfing Museum
130 East Government Street -
Sun13Sep
Gulf Breeze Area Historical Society presents a Double Feature Film Event to benefit "Gulf Coast Surfing Museum"
130 E Government St, Pensacola, FL 32502 -
Sun13Sep
Jazz Night at The Handlebar
319 N Tarragona St -
Mon14Sep
Archers at The Handlebar
319 N Tarragona St -
Tue15Sep
The Hopout at The Handlebar
319 N Tarragona St -
Wed16Sep
Comedy Open Mic
500 E. Heinberg St -
Wed16Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Thu17Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Thu17Sep
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu17Sep
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Thu17Sep
Sportsman's Night Out
201 E Gregory St -
Thu17Sep
Sportsman's Night Out
201 East Gregory Street -
Thu17Sep
Josh Turner LIVE!
118 South Palafox Place -
Fri18Sep
Gulf Coast Summer Jazz Festival
301 W Main Street -
Fri18Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Fri18Sep
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Fri18Sep
Chairman Pensacola Christian Women's Connection
1500 Bayshore Drive -
Fri18Sep
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Sat19Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Sat19Sep
Palafox Market
50 N Palafox St -
Sat19Sep
Gulf Coast Summer Jazz Festival
301 W Main Street -
Sun20Sep
Gulf Coast Summer Jazz Festival
301 W Main Street -
Wed23Sep
Comedy Open Mic
500 E. Heinberg St -
Wed23Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
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 -
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 -
Sat26Sep
Pensacola Lionfish Invitational and Festival
Plaza De Luna -
Sat26Sep
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Sat26Sep
Palafox Market
50 N Palafox St -
Sat26Sep
Friends of West Florida Public Library Fall Book Sale
239 N Spring St
Pensacola -
Sat26Sep
Pensacola Seafood Festival
Seville Square -
Sat26Sep
2026 Pensacola Seafood Don McCloskey 5K
Seville Quarter
130 E. Government 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 -
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 -
Sat3Oct
Rosie O'Grady's Dueling Piano Show
130 East Government street -
Sat3Oct
Palafox Market
50 N Palafox St -
Sat3Oct
Pop-Up Art Show & Sale Featuring Local Artists!
4718 North W Street -
Sun4Oct
Roman Street with Andy Vargas
118 S Palafox 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
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Fri9Oct
Festa Italiana!
Fountain Park
300 E. Zaragoza Street -
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
Palafox Market
50 N Palafox St -
Sat10Oct
Festa Italiana!
Fountain Park
300 E. Zaragoza Street -
Sat10Oct
Fall College Baseball: Florida State vs. Auburn
351 W. Cedar St. -
Sat10Oct
Rodney Carrington Live 2026
118 S Palafox St -
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
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Fri16Oct
Evening for the Estuaries Gala
1897 Cypress St -
Sat17Oct
Fall College Baseball: Alabama vs. Georgia Tech
351 W. Cedar 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 -
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 -
Sat24Oct
Fall College Baseball: Florida vs. Troy
351 W. Cedar St. -
Sat24Oct
Palafox Market
50 N Palafox St -
Sat24Oct
SevilleStock 2026 – Pensacola's Woodstock in the Park
331 East Government Street -
Sat24Oct
Pensacola Hippie Festival ~ Peace, Love, Art, Music, Food, & Community
311 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
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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
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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
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 -
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. -
Sat14Nov
Palafox Market
50 N Palafox St -
Wed18Nov
Comedy Open Mic
500 E. Heinberg St -
Thu19Nov
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu19Nov
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Sat21Nov
Palafox Market
50 N Palafox St -
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. -
Sat28Nov
Palafox Market
50 N Palafox St -
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 -
Sat5Dec
Palafox Market
50 N Palafox St -
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. -
Sat12Dec
Palafox Market
50 N Palafox St -
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. -
Sat19Dec
Palafox Market
50 N Palafox St -
Wed23Dec
Comedy Open Mic
500 E. Heinberg St -
Thu24Dec
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu24Dec
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Sat26Dec
Palafox Market
50 N Palafox St -
Wed30Dec
Comedy Open Mic
500 E. Heinberg St -
Thu31Dec
Live Music at The Rooftop
400 S Jefferson Street
4th Floor -
Thu31Dec
Portside Pickle: Ladies' Themed Thursdays
740 Commendencia St. -
Fri1Jan
First Fridays Art Walk
Downtown Pensacola -
Mon4Jan
Portside Pickle: Mahjong at the Port
740 Commendencia St.