Pensacola Area Christmas Events 2019. Christmas in Pensacola and surrounding areas in Florida are celebrated through family activities and Christmas weekend events. Christmas is not just about shopping for the holidays, but its also about doing things with friends & family. There are many things to do for Christmas in the Pensacola and surrounding areas in Florida. Check out the events directory to find out whats going on in Pensacola, Pace, Pensacola Beach, Milton and Gulf Breeze for the holiday season.

Pensacola Area Christmas Events 2019

Even though it might be 50 degrees in the Pensacola area during Christmas Season, we still celebrate Christmas.  There is always activities going on and plenty to choose from.  Take a look at the Pensacola Area Christmas Events 2019


Winterfest Pensacola:¬† Who says it never snows in Pensacola?¬†‚ĚĄÔłŹThe moment you step onto Plaza Wonderland, the snow begins to fall. ¬†A warm cup of hot chocolate and the trolley bell bring back the memories of the Polar Express. The conductor calls your name: ¬†All aboard for the most wonderful hour-long journey through historic downtown Pensacola. Hop aboard and enjoy singing, dancing and playing with your family as you see Mr. Scrooge, the Cat in the Hat, Charlie Brown and more come to life.

Performances are on select nights in November and December! Grab your tickets now before it’s too late!




Santa is coming downtown!

Santa will be located at Winterfest Plaza 223 Palafox Place Pensacola, FL 32502

When Can I Visit?

Every night of the performance tour, every weekend day between Thanksgiving and Christmas, and every afternoon before our new Christmas Week tours, Santa Claus will be waiting for you in his sleigh in Downtown Pensacola.

Don’t want to wait? Make a reservation! You can book a reserved day and time for your visit with Santa at Winterfest. Reservations are $10, and can be made ahead of time. Only one reservation is necessary for more than one person in a party. Reservations are recommended.

Photos with Santa

Time with Santa is always FREE but we are asked not to take personal photos.

Santa is in his sleigh starting on Gallery Night November 15, and every weekend night starting November 29

  • Fridays 5pm ‚Äď 9pm*
  • Saturdays 11am ‚Äď 9pm
  • Sundays 11am ‚Äď 4pm**

**November 23 3pm ‚Äď 6pm
*November 29 6:30pm ‚Äď 9pm
Santa is in the Elf Parade and opening ceremony until 6:30pm
Starting December 18, Santa is downtown every day

  • Monday ‚Äď Friday 5pm ‚Äď 8:30pm
  • Saturday 11am ‚Äď 8:30pm
  • Christmas Eve 11am – 7pm




Lighthouse Christmas Gala:  Pensacola Lighthouse and Maritime Museum, 2081 Redford Blvd, Pensacola: December 7th, 3PM Р7:30 PM  Come and celebrate the season at the 7th annual Christmas Gala.  Enjoy free cookies and cocoa, listen to holiday music and play games, and hang out with Santa and his elves.  Admission is free.

Messiah:  Sanger Theatre, 118 Palafox Place Pensacola, December 7th 7:30PM.  Tickets are $30-$35 each and can be bought at Ticketmaster.

Pensacola Cinema Art presents their annual Christmas classic film: IT’S A WONDERFUL LIFE:¬†The REX THEATRE, 18 N Palafox Street Pensacola: ¬†December 18th, 7PM. ¬†All tickets will be sold at the door and are $5, cash only. ¬†Concessions will be available for a donation.

ūüéÖūüŹĽBreakfast with Santa in Pensacola Area

Breakfast with Santa! Weber’s Skate World, 5056 Stewart Street Milton. December 14, 8AM-11AM. ¬†Come, enjoy breakfast with Santa. ¬†Your children can visit with Santa and you can take your own pictures in his sleigh. ¬†French toast sticks, hash browns and a drink are on the menu. ¬†Cost is $12 and includes skate rental, breakfast and visit with Santa. Only 100 tickets are available so get yours today. ¬†You must have a ticket to participate. ¬†No free admission passes are allowed for this event.

ūüéĀHoliday Craft Fairs In Pensacola & Surrounding Areas

Jingle Market: ¬†The Imogene Theatre: 6866 Caroline Street Milton. December 6, 4PM-9PM. ¬†The Santa Rosa Historical Society opens it’s downstairs Parlor¬†to support local artisans & craftsmen selling their original creations for your unique Christmas gift ideas. A bake sale will also be held in the parlor in support of community benefiting projects of Santa Rosa County. ¬†Enjoy Hot Chocolate, Coffee and Cafe Mocha will be available. ¬†A special presentation by the comedy club will be upstairs of The Imogene Theatre for your enjoyment.

St. Mary’s Arts & Crafts Winterfest: ¬†St. Mary’s¬†Episcopal Church,¬†6850 Oak Street, Milton. ¬†December 6th at 12PM and December 7th at 2:30PM. ¬†This event will be held at the historic church’s parish hall. ¬†Enjoy Christmas shopping, browsing one-of-a-kind custom made jewelry, art, woodcraft, candles, and other creative handiwork. ¬†There will also be great products from retail sale vendors. The Episcopal Church Ladies will be selling baked goods, jellies, jams and other canned goods. ¬†The men of the Episcopal Church Men will be grilling hamburgers and gumbo will also be available.

Little Spruce Holiday Makers Market: Pensacola Museum of Commerce, 201 E. Zaragoza Street Pensacola. ¬†Starts December 20th 7PM and December 21st 10AM.¬†Welcome to Little Spruce Market inside the Magical Museum of Commerce in historic downtown Pensacola, where a charming indoor market warms your heart with live music from the Blue Anchor Belles. We start with an opening party on the eve of Little Spruce Market ‘The Night Before LSM’, which includes complimentary crispy white or warm rouge wine. Saturday morning we welcome you with a warm cup of cocoa or creamy coffee, and delicious muffin. Then on ’til 4pm! ¬†For one weekend only!
Friday Dec 20 …… 7pm – 10pm …… Opening Party ticketed with complimentary wine while supplies last $13 single/$20 for two, limited capacity, live music experience.
3 bottles of champagne to be won – more info in the event feed!
Saturday Dec 21 ….. 10am – 4pm ….. FREE entry

‚õ™ÔłŹChurch Christmas Programs

Picture with a purple background and the words The Miracle of Christmas is written in gold


The Miracle of Christmas: ¬†Olive Baptist¬†Church, 1836 E. Olive Road Pensacola. Olive Baptist Music Ministry presents “The Miracle of Christmas”. ¬†Experience the sights, sounds, and joy of the Christmas Season in this special way. ¬†There will be three performances at the main campus.

Sunday, Dec 8 | 3:00 & 6:00 PM
Monday, Dec 9 | 7:00 PM

Admission is Free but tickets are required.  You can pick up your tickets in the foyer on Sundays and at the Main Office during the week.

A Night in Bethlehem: ¬†St. Luke United Methodist¬†Church, 1394 E. Nine Mile Road Pensacola. ¬†December 6th 6PM-8PM. Come and experience what it was like¬†during the time of Jesus’ birth. You’ll be able to¬†see, touch, feel, and smell what life was like during this miraculous time. ¬†You will not want to miss¬†this one!

Christmas at Hillcrest:  Hillcrest Baptist Church, 800 E Nine Mile Road Pensacola.  On December 8th, there will be two performances, 3:30PM and 6:00PM. Come celebrate the season in concert with the choir and orchestra. The whole family is welcome but childcare is available by RSVP online at for those under age 4.

Bethlehem Live:  Hickory Hammock Baptist Church, 8351 Hickory Hammock Road Milton.    December 21st 6PM-8PM.  Come and walk through the candlelit streets of Bethlehem as they might have thousands of years ago.  You might even get a glimpse of Immanuel РGod with us, in His manger stall.  Free to the public РAll are welcome.

Christmas By The Bay: ¬†Community Maritime Park,¬†301 W. Main Street Pensacola. December 23rd 5PM-8PM. ¬† Be there at 5PM for free family and kid-freely activities, as well as hot chocolate. ¬†The Candlelight Service will began at 6:30PM. Let’s¬†celebrate the birth of our Savior, Jesus Christ. ¬†This will be a candlelight service with live worship and Christmas music and a short message about Jesus.

‚ú®Pensacola Christmas Lights

FCLF Lighting Ceremony: 223 S Palafox Street, Pensacola: November 29, 2019 at 5PM-8PM. ¬†The official lighting ceremony will take place after the Winterfest Elf Parade, an annual event that includes the Peanuts Gang, the Island of Misfit Toys and other Christmas classics that makes its way from the T.T. Wentworth Museum to the steps of the Artel Gallery amidst a backdrop of faux snow and ‚Äúreindeer games”. ¬†The cast will flip the switch to light up downtown and officially launch the holiday season at approximately 5:15 pm.


Light Up Milton:  City of Milton: December 6, 5PM-9PM.  Come out and enjoy Fireworks, Santa, Lighting of the Tree, Holiday Food Court and Market.  Admission is free and fun for all!

ūüé∂Christmas Parade Pensacola, Pace, Milton

Santa on a float at Christmas Parade

Cox Pensacola Christmas Parade: Saturday, December 14th in downtown Pensacola will be filled with much excitement as The Cox Pensacola Christmas Parade begins.  The parade will begin at 5:15 PM.  The parade route is Garden and Palafox Streets.  See decorated floats, hear your favorite Christmas music and kick off the holiday season with the guest of honor, Santa Claus.  The parade also features the nationally renowned Blue Angels flight team and a host of organizations from around the region.  Preceding the parade is the 1.2 miles Christmas Parade Dash.

Milton Christmas Parade:  Stewart Street, Milton, December 7 at 6PM. Route: Milton Community Center on Byrom Street. North to James Street, East on James Street to Stewart Street, South on Stewart Street to Elva Street. Santa will make his appearance on the firetruck at the end of the parade.

Gulf Breeze Holiday Parade:  Gulf Breeze High School. December 7th at 10 AM.  At the time of this writing, no more information was provided.

Surfing Santa Beach Parade:  Pensacola Beach at Agenda 10 on Sunday, December 8 at 2:00 PM.  Make your way to see Santa Claus at Pensacola Beach as he makes his way down Via De Luna Drive at the annual Surfing Santa Beach Parade. The parade will begin at Agenda 10 at 2 pm.  It will makes it way down Via De Luna toward Casino Beach and will end at the Pavilion. The kids will have a chance to meet and greet Santa until 3 PM.

Pace Annual Christmas Parade: Pace Fire Rescue District, 4773 Pace Patriot Blvd Pace. This year’s parade will be held on December 14, at 10AM-12:30PM.

‚õĶÔłŹPensacola Boat Parades

Lighted Boat Parade: Blackwater Pyrates Milton.  December 6th 6PM-8:30PM  Come out and enjoy the Christmas Lighted Boat Parade down the Blackwater River on the Milton Riverfront.

Lighted Boat Parade:¬†¬†Pensacola Beach¬†Boardwalk, 400 Quietwater Beach Rd, Pensacola Beach December 7th at 6:30-8:00 PM. The parade starts at Sabine Marina and goes around the Santa Rosa Sound then ends at Pensacola Beach Boardwalk, where it should dock by 7:30 PM. ¬†Following the parade, Santa will meet and greet children at the Quietwater Shell. You’ll want to be see the fireworks display from the boardwalk around 8:00 PM.

Lighted Boat Parade: Watch Party:¬† Premier Adventure Park, 460 Pensacola Beach Blvd. Pensacola Beach December 7th at 6:30-8:00 PM. ¬†Come and enjoy¬†the show in the very best seats on Pensacola Beach from Premier Adventure Park. ¬†You’ll see some of the most beautiful and bright ocean vessels. ¬†Food, drinks and fun for the whole family.

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You might be interested in this: ¬†ūüŹ† Pace Real Estate Market Report ‚Äď This Month 2019

Pensacola Area Christmas Events 2019
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Pensacola Area Christmas Events 2019
Christmas in Pensacola & surrounding areas in Florida 2019 is celebrated through family activities and Christmas weekend events. Christmas is not just about shopping for the holidays, but its also about doing things with friends & family. There are many things to do for Christmas in the Pensacola and surrounding areas in Florida. Check out the events directory to find out whats going on in Pensacola, Pace, Pensacola Beach, Milton & Gulf Breeze for the holiday season.
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