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.
Monday Night Blues
7 p.m. Dec. 1. 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.
Randy’s (Trailer Park Boys) Cheeseburger Picnic Comedy Tour
7 p.m. Dec. 1. The Handlebar, 319 N. Tarragona St. A comedy act filled with Trailer Park Boys’ shenanigans, songs, contests and prizes that will surely lift your spirits. More info: thehandlebar850.com.
TUESDAY
East Hill Makers Holiday Market
3 p.m. Dec. 2. Cordova Square Park, 1101 N. 12th Ave. The East Hill Makers Market features over 50 local artisans offering an incredible selection of locally made goods, perfect for gift giving. Several local food vendors and trucks will offer delicious cuisines to enjoy while taking advantage of all the fun holiday activities offered throughout the evening. Highlights Include the Tree Lighting Ceremony and carols at 6 p.m., hot cocoa booth and family activities including photos with Santa Claus, ornament making, DIY crafts, bounce house, and more. More info: myeasthill.org.
Christmas at the Clinic Gala
5:30 p.m. Dec. 2. Pensacola Country Club, 1500 Bayshore Drive. The Christmas at the Clinic Gala will display beautifully decorated Christmas trees and wreaths donated by area decorators, florists and businesses. The evening will include a silent auction of the trees and wreaths with gift cards/certificates from your favorite businesses in Pensacola, along with a live auction emceed by Collier Merrill of Great Southern Restaurants and Marty Stanovich of First Tee of Gulf Coast Florida. More info: healthandhopeclinic.org.
Zakk Sabbath
6 p.m., doors; 7 p.m., show; Dec. 2. Vinyl Music Hall, 2 S. Palafox St. Zakk Sabbath is bringing the American Winter Tour ’25 to Vinyl Music Hall with special guests Bonfire and Dark Chapel. Zakk Sabbath is a Black Sabbath cover band featuring guitarist/vocalist Zakk Wylde, bassist Blasko and drummer Joey Castillo. For all ages. More info and ticket purchase: vinylmusichall.com.
A Christmas Story: The Musical
7:30 p.m. Dec. 2 and 3. Saenger Theatre, 118 S. Palafox St. From the songwriting team behind the smash hit Tony Award-winning musical Dear Evan Hansen and the critically-acclaimed films La La Land and The Greatest Showman, A Christmas Story: The Musical brings the classic 1983 movie to hilarious life on stage. Set in 1940s Indiana, a young and bespectacled Ralphie Parker schemes his way toward the holiday gift of his dreams, an official Red Ryder Carbine-Action 200-Shot Range Model Air Rifle. Tickets start at $74. More info: 850-595-3880 or pensacolasaenger.com.
WEDNESDAY
Coastline Calvary Chapel Christmas Tree Lighting
6:30 p.m. Dec. 3. Coastline Calvary Chapel, 1122 Oriole Beach Road, Gulf Breeze. Coastline Calvary Chapel is hosting its first-ever Christmas Tree Lighting event, featuring a stunning 17-foot outdoor Christmas tree that will illuminate the campus with the joy of the season. The evening will begin inside the auditorium with special musical performances by the Coastline Worship Team and the Coastline Kidz Choir, followed by a warm welcome message from Pastor Neil Spencer. Free. More info: coastlinegulfbreeze.com.
Palafox Market Holiday Edition
4 p.m. Dec. 3. 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.
Draw Together Drawing Club
5 p.m. Dec. 3. The Handlebar, 319 N. Tarragona St. Draw Together Drawing Club is a free event that is open to all ages and skill levels. Supplies are provided. More info: thehandlebar850.com.
The Unlikely Candidates
6 p.m. Dec. 3. The Handlebar, 319 N. Tarragona St. The Unlikely Candidates will perform live in concert featuring Hopout. More info: thehandlebar850.com.
THURSDAY
58th annual Snowball Derby
Dec. 4 through 7. Five Flags Speedway, 7451 Pine Forest Road. The 58th annual Snowball Derby presented by Flo Sports — and featuring racing’s biggest stars — comes to Five Flags Speedway. Join Pensacola Sports and Five Flags Speedway for a race week filled with excitement. The Snowball Derby is the pinnacle of American Short Track racing. The ultimate contest of skill and grit that racing legends, and legends on the rise, battle to conquer. More info: 5flagsspeedway.com.
Whitechapel
6 p.m., doors; 7 p.m., show; Dec. 4. Vinyl Music Hall, 2 S. Palafox St. Whitechapel is bringing the Rituals of Hate Tour to Vinyl Music Hall with special guests Bodysnatcher, AngelMaker, and Disembodied Tyrant. More info and ticket purchase: vinylmusichall.com.
Sunset Cruise Live Music Series
6:30 p.m. the first Thursday. Departing from downtown Pensacola Bay City Ferry. Set sail with azz Pensacola for an evening of blues music and tasty BBQ while enjoying the fresh ocean breeze and a gorgeous Pensacola Bay sunset. A cash bar will be available. More info: jazzpensacola.com.
Light Wire Theatre presents A Very Electric Christmas
7 p.m. Dec. 4. Saenger Theatre, 118 S. Palafox St. Since bursting to national acclaim after appearing as semi-finalists on America’s Got Talent and winning the top honors on TRU TV’s Fake Off, Lightwire Theater has gone on to enthrall audiences worldwide with their unique combination of skill and grace as told through the technological innovations of moving light characters. Lightwire Theater is internationally recognized for their electroluminescent artistry, poignant storytelling and performs in complete darkness. Brighten your holidays this season with Lightwire Theater’s A Very Electric Christmas. Tickets start at $46. More info: 850-595-3880 or pensacolasaenger.com.
FRIDAY
St. Mary’s Winterfest Arts & Crafts Fair
11 a.m. Dec. 5 and 9 a.m. Dec. 6. St. Mary’s Episcopal Church, 6849 Oak St., Milton. Winterfest offers a delightful selection of handcrafted gifts, including custom jewelry, artwork, woodcrafts and other creative treasures. Attendees will also find direct sales products and services — perfect for checking off your holiday shopping list. The Episcopal Church Women will sell homemade sweets, gumbo and chili, and the Men’s Group will grill hamburgers and hot dogs. More info: [email protected].
Messiah Sing!
Noon Dec. 5. Cathedral of the Sacred Heart, 1212 E. Moreno St. A signature work returns to Choral Society of Pensacola repertoire to spark your celebration of the holidays. When you attend, bring a score, because this time, you’ll have opportunities to join in the singing. Among the sing-along selections will be some of the solos as well as choruses, including the thrilling “Hallelujah.” Of course, you’re welcome to just sit and listen. For ages 16 and older. More info: choralsocietyofpensacola.org.
Hot Glass Cold Brew: Holiday Pajama Party
5 p.m. Dec. 5. First City Art Center, 1060 N. Guillemard St. Join First City Art Center for Hot Glass Cold Brew: Holiday Pajama Party. Entertainment for the evening includes glass blowing and pottery demonstrations, live music, an art market, kids activities, a gallery opening showcasing works from FCAC’s Gallery 1060 artists, and more. Full admission ($30 members/$35 non-members) includes a handmade artisan glass or ceramic cup, entertainment for the evening, and two complimentary craft beers (or wine) from Pensacola Bay Brewery for ages 21 and older. Collectible glasses and cups are limited, so come early. More info: firstcityart.org.
Wubs & Wishes: Giving Back Through Music
5 p.m. Dec. 5. The Handlebar, 319 N. Tarragona St. Enjoy Wubs & Wishes: Giving Back Through Music featuring M?STIC, WHOiSEE, and local support. Join the Handlebare for a night of bass, unity, and purpose. All proceeds and toy donations go to Toys for Tots. More info: thehandlebar850.com.
Pensacola Beach Lighted Boat Parade
6:30 p.m. Dec. 5. Sabine Marina, 715 Pensacola Beach Blvd. The Lighted Boat Parade will set sail from Sabine Marina in Little Sabine Bay, make a festive loop through the Santa Rosa Sound and Pensacola Beach Boardwalk area, and circle back to Sabine Marina in a dazzling display of holiday cheer. Before the boats light up the bay, families are invited to a Kids’ Pre-Parade Party at Shaggy’s Harbor Bar & Grill from 4 to 6 p.m. Enjoy cookie and ornament decorating, photos with Santa, and plenty of Christmas fun. Once the parade concludes, Santa will arrive at the Quietwater Shell to greet children and take photos aboard his sleigh from 7:30 to 8:30 p.m. More info: facebook.com/pensacolabeachchamber.
Nurse Blake: But Did You Die? Comedy Tour
8 p.m. Dec. 5. Saenger Theatre, 118 S. Palafox St. Nurse Blake is a nurse, creator, advocate, and touring comedian whose humor and storytelling have made him a viral sensation and a beloved figure in the healthcare community. With a career that has taken him from the bedside to sold-out comedy tours around the world, Nurse Blake celebrates the hard work of nurses and healthcare providers in a way that is both hilarious and deeply relatable. Tickets start at $39. More info: 850-595-3880 or pensacolasaenger.com.
SATURDAY
Holly Jolly Mall Walk
8 a.m. Dec. 6. Cordova Mall, 5100 N. Ninth Ave. Get ready to embrace the holiday spirit at the annual Holly Jolly Mall Walk. Join organizers inside Cordova Mall for a morning filled with joy and festive cheer. Presented by Big Brothers Big Sisters of Northwest Florida and Cordova Mall. All proceeds benefit Big Brothers Big Sisters of Northwest Florida. Kids 4 through 12: $10. Ages 13 and older: $20. Groups and teams: $12. More info: runsignup.com/Race/FL/Pensacola/HollyJollyMallWalk.
Christmas in the Park
10 a.m. Dec. 6. Navarre Park, 8513 Navarre Parkway. The Navarre Beach Area Chamber of Commerce invites everyone to a beloved tradition 31 years strong, Christmas in the Park. The holiday celebration returns to Navarre Park for a full day of festive fun for the whole family featuring a Merry Market, live entertainment, the Navarre Community Christmas Parade, free photos with Santa and the Grinch, Mrs. Claus’ Bakery, Candy Cane Lane and the Jingle Bell Run. More info: navarrechamber.com.
Flora-Bama Santa Drop
11 a.m. Dec. 6. Flora-Bama Lounge & Package, 17401 Perdido Key Drive. Flora-Bama kicks off the Christmas holidays with their annual Santa Drop. There’s no need to pay $20 to take a picture with Santa at the mall, attendees can see Santa skydive onto the white sandy beaches then jump in line in the tent for Santa pictures. All ages are welcome to sit in Santa’s lap. Beginning at 11 a.m., prior to Santa’s arrival at 12:30 p.m., there will be kids crafts, games, live music featuring holiday tunes, face painting, juice and sweet treats. All free of charge. Toys for Tots will be on site accepting unwrapped and unopened toy donations to help kids in need this Christmas. Anyone who donates a toy gets a free drink card. More info: 850-492-0611 or florabama.com.
Rusted Relic Revival Car Show
Noon Dec. 6. The Handlebar, 319 N. Tarragona St. Enjoy the Rusted Relic Revival Car Show hosted by The Rusty Knuckle Torque Club featuring live music from The Modern Eldorados. More info: thehandlebar850.com.
Santa Pub Crawl
4 p.m. Dec. 6. O’Riley’s Irish Pub, 321 S. Palafox St. O’Riley’s Irish Pub will host its 13th annual Santa Pub Crawl to benefit several nonprofits. Attendees are encouraged to dress in holiday clothing and Santa suits. The event will have two tiers of tickets with different benefits for each tier. General admission will require a donation of an unwrapped toy and a minimum donation of $10. The VIP tier will require a donation of $35 and an unwrapped toy. Attendees will receive lanyards and mugs for drink specials. VIP attendees will receive other benefits, including access to the VIP area before the crawl. More info: orileyspub.com.
A Chocolate Covered Christmas Carol
7:30 p.m. Dec. 6. Saenger Theatre, 118 S. Palafox St. A Chocolate Covered Christmas Carol is a heartwarming, hilarious, and soulful twist on the beloved classic A Christmas Carol. Set to the rhythm of gospel, R&B, and holiday joy, this spectacular show will have you laughing, singing, and rediscovering the true magic of Christmas. With captivating storytelling, uplifting music, and an empowering message of transformation, A Chocolate Covered Christmas Carol is the holiday event for those seeking a festive evening beyond the ordinary. Tickets start at $60. More info: 850-595-3880 or pensacolasaenger.com.
Gimme Gimme Disco
8 p.m. Dec. 6. The Handlebar, 319 N. Tarragona St. Come hear all your favorite ABBA tracks, plus plenty of other disco hits from the 70s and 80s, including The Bee Gees, Donna Summer, and Cher. More info: thehandlebar850.com.
SUNDAY
Christmas Crafts & Drafts
2 p.m. Nov. 30 and Dec. 7. Coastal County Brewing, 3041 E. Olive Road. Join Coastal County and paint your very own LED lighted ceramic Christmas figurine just in time for your holiday decorating. The ticket price includes your choice of 10 seasonal ceramics, all the art supplies you’ll need to bring your masterpiece to life, two separate event dates, and one complimentary 16 ounce pint of any CCB draft. More info: coastalcountybrewing.com.
Surfin’ Santa Beach Parade
2 p.m. Dec. 7. Starting from Avenida 10, the parade will travel down Via De Luna Drive toward Casino Beach, ending at the Pensacola Beach Boardwalk. This beachside parade is a favorite for families and holiday lovers alike as Santa closes out the festivities with his beachy, Florida flair. More info: facebook.com/pensacolabeachchamber.
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.
Frog Mallet
6 p.m. Dec. 7. The Handlebar, 319 N. Tarragona St. Frog Mallet will perform live in concert with Fogcrawler, Slugbleed, and Blood Rush. More info: thehandlebar850.com.
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