Seven days out is your guide to entertainment events, concerts, festivals and activities in Escambia and Santa Rosa counties.
MONDAY
Pensacola Winterfest
Various times Nov. 21 through Dec. 24. Based at the plazas around the Old County Courthouse at the corner of Palafox and Government streets in downtown Pensacola. Downtown comes alive with song and dance, arts and crafts during the holidays with Winterfest. Attendees can enjoy Photos with Santa, Photos with the Grinch, the Polar Express Tour, Grinch’s Merry Match, and Mistletoe Magic. More info and tickets: pensacolawinterfest.org.
Jingle Jazz Holiday Music
5:30 p.m., doors; 6:30 p.m., music; Dec. 15. Seville Quarter, 130 E. Government St. Get into the festive spirit with an evening of holiday music featuring the popular Northwest Florida quartet “Brynnevere” with vocals and a bevy of talented jazz musicians jazzing up your holiday favorites and playing some original compositions as well. Admission is $25 each and free for students with ID and military in uniform. Join Jazz Pensacola as a member at this event your admission is free. Single memberships are $40 per person per year or $60 per year for a couple. More info: jazzpensacola.com.
Monday Night Blues
7 p.m. Dec. 15. Seville Quarter, 130 E. Government St. Seville Quarter and the Blues Society of Northwest Florida are bringing the “blues” back to the Seville Quarter Entertainment District. The event features live blues music and “BBQ and Bud” food and drink specials. More info: 850-434-6211 or sevillequarter.com.
TUESDAY
Movie in the Parks
6 p.m. Dec. 16. Navarre Park, 8513 Navarre Parkway. Santa Rosa County Parks and Recreation is bringing the big screen outdoors with the launch of its new Movie in the Parks program. Families and residents of all ages are invited to enjoy free, family-friendly movie nights under the stars at community parks across the county. This week features Polar Express. More info: santarosa.fl.gov/MovieintheParks.
WEDNESDAY
Palafox Market Holiday Edition
4 p.m. Dec. 17. Dr. Martin Luther King Jr. Plaza, 200 N. Palafox St. Palafox Market is once again launching a special Wednesday evening holiday edition. Come support local small businesses, eat, drink and buy gifts for everyone on your list under the beautiful glow of holiday lights, with live music, pop in visits from Santa, gift wrapping stations and more. More info: 850-434-5371 or downtownpensacola.com.
THURSDAY
The Casualties
7 p.m. Dec. 18. The Handlebar, 319 N. Tarragona St. The Casualties will the bring the For The Front Lines Tour to the Handlebar with special guests Crazy & The Brains. More info: thehandlebar850.com.
It’s A Wonderful Life: A Radio Play
7:30 p.m. Thursday through Saturday and 2:30 p.m. Sunday, Dec. 12 through 21. Pensacola Little Theatre, 400 S. Jefferson St. Step back in time with It’s a Wonderful Life: A Live Radio Play, a heartwarming holiday classic reimagined as a 1940s radio broadcast. Watch as a small ensemble of actors brings the beloved story of George Bailey to life — with live sound effects, vintage flair, and all the magic of a bygone era. A timeless tale of hope, love, and the impact one life can have, this charming production is a festive treat for the whole family. Starring David DeWitt, Shannon Price, JB Cole, Joe Tomko, Emily Mixon, Kurtis von Krueger, and Ginger Caro. More info: pensacolalittletheatre.com.
FRIDAY
Gallery Night
5 p.m. Dec. 19. Downtown Pensacola. Gallery Night Pensacola is a nonprofit organization with a dedicated goal of inspiring culture, engagement, and the practice of arts of all types in an entertaining event for all ages and walks of life. These monthly events focus on specific themes, highlight featured artists, and recruit the best creators the area has to offer. This month’s theme is Threads of Cheer. More info: gallerynightpensacola.org.
Ballet Pensacola presents ‘The Nutcracker’
7 p.m. Dec. 19 and 20, 1:30 p.m. Dec. 20 and 11 a.m. and 5 pm. Dec. 21. Saenger Theatre, 118 S. Palafox St. Ballet Pensacola recently announced the return of its beloved holiday classic, “The Nutcracker.” A cherished tradition for families across the Gulf Coast, this year’s production promises new breathtaking choreography, dazzling new costumes, and a heartwarming story that continues to enchant audiences of all ages. “The Nutcracker,” brings to life the magical journey of Clara, her Nutcracker Prince, and the wondrous characters they meet along the way. From the swirling snowflakes to the triumphant grand pas de deux, each moment is crafted to inspire wonder and joy during the holiday season. Tickets start at $60. More info: 850-595-3880 or pensacolasaenger.com.
Catbite
7 p.m. Dec. 19. The Handlebar, 319 N. Tarragona St. Catbite will perform live in concert featuring JayWood and Pauper’s Grave. More info: thehandlebar850.com.
White Tie Rock Ensemble – A White Tie Christmas
7 p.m., doors; 8 p.m., show; Dec. 19. Pensacola Bay Center, 201 E. Gregory St. The White Tie Rock Ensemble presents A White Tie Christmas. Experience the magic of the season as the band delivers an unforgettable holiday rock concert featuring the music of Trans-Siberian Orchestra and other holiday classics. Tickets start at $26. More info: 850-432-0800 or pensacolabaycenter.com.
SATURDAY
Santa Express
10 a.m. Dec. 20. West Florida Railroad Museum, 5003 Henry St., Milton. All aboard the Santa Express. Bring the family out for pictures with Santa, train rides and kid’s crafts. Enjoy hot cocoa and cookies while exploring the L&N train depot and model train displays. More info: getrelaxing.com.
Deck the Halls: A Food & Wine Event
10:30 a.m. and 1 p.m. Dec. 20. Jackson’s Steakhouse, 400 S. Palafox St. Jackson’s has once again teamed up with the Pensacola Opera to present an event filled with holiday cheer featuring costumed carolers strolling from table to table singing all of the traditional carols. The quartet for the evening will include Payton Tanner, Abigail Mallory, Jordan Svendsen, and Greg Watson. The Pensacola Opera singers will serenade patrons with holiday favorites such as “Silent Night,” “Away in a Manger,” and “We Wish You a Merry Christmas,” to name a few. More info: jacksonsrestaurant.com.
Filipino-American Christmas Party
6:30 p.m. Dec. 20. Fil-Am Cultural Center, 234 W. Oakfield Road. Bring your family and friends for an evening filled with delicious food, lively music, and plenty of dancing and entertainment. Enjoy a special performance by the talented Pearl of the Orient Dancers. Santa Claus will be making a special appearance. Be sure to stop by, say hello, and share your Christmas wishes with him — perfect for the young and the young at heart. More info: filampcola.org.
Back to The Bowery: The Legend of CBGB
7 p.m., doors; 8 p.m., show; Dec. 20. Vinyl Music Hall, 2 S. Palafox St. Join Vinyl for a night of rock and punk as Heart of Glass: A Tribute to Blondie and Morones: A Tribute to the Ramones pay homage to two legendary bands. Get ready to rock out to classic hits and relive the energy of the iconic CBGB era. Grab your friends and enjoy a night of live music, drinks, and good vibes. Come celebrate the music that defined a generation. $19.64. For all ages. More info and ticket purchase: vinylmusichall.com.
Heavy Holiday Hoedown
7 p.m. Dec. 20. The Handlebar, 319 N. Tarragona St. Enoy the Heavy Holiday Hoedown with live performances from The Ladies Of… featuring James Hall, Heavy Kid, The Mob Town Sky Cadets, and the East Hillbillies. More info: thehandlebar850.com.
SUNDAY
Club 27 Comedy Show
6 p.m., doors; 7 p.m., show; the first and third Sunday. Seville Quarter, 130 E. Government St. Seville Quarter, the Gulf Coast’s premier entertainment destination, is partnering with Club 27 Comedy to bring a high-energy, top-rated comedy experience to downtown Pensacola. The show features a rotating lineup of top-tier comedians from across the country. Following the show, guests can keep the fun going with Crazy Karaoke, making it a full night of entertainment. $20, with VIP tables for two or four starting at $50. More info: 850-434-6211 or sevillequarter.com.
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