Sanford365’s 2019 Holiday Event Guide and Things to Do in Sanford, FL!

Sanford365’s 2019 Holiday Event Guide and Things to Do in Sanford, FL!

2019 Holiday Event Guide and Things to Do in Sanford, FL!

It may not feel like Christmas here in Sanford, but it certainly can be seen if you walk down First Street. Christmas lights line the streets and there are Holiday events happening every week, which is why we have taken the stress away from you and gathered all of Sanford’s Holiday happenings.  We’ve placed them all in one place and wrapped them up nicely just for you!


Check back often because we are adding new Sanford holiday events almost daily!!! 

Photos with Santa

When: November 20th-December 25th

Where: Seminole Towne Center 200 Towne Center Cir

What: Get your holiday photos with Santa at Seminole Towne Center!
You can find Santa in Center Court every day until Christmas except for Thanksgiving!

Where: Center Court See Map

Price: Photo prices vary by package

Purchase photo packages online here:

Find Santa’s Hours here:

Sponsored by Seminole Harley-Davidson

Santa breaks from 1pm-2pm and once again in the evening between 5pm-6pm or 4:30-5:30pm.

His break time on Sundays is 2pm-3pm.

Purchase Fastpass tickets:

Admission: Free

Info:(407) 323-2262

North Pole Express

When: December 5th, 6pm-8pm

Where: Chick-fil-A Sanford 4590 W State Road 46

What: Time together makes the season merry and bright. For this next Nights of Wonder, hop on the North Pole Express ride and tour our magnificent light display around the property.

Tickets for train available with purchase of kid’s meal.

Admission: Free

Info: (407) 878-6385

Santa Painting on Wood – Lauren’s Art Club

When: Thursday, December 5th, 7pm-9pm

Where: 119 French | Bar & Bites, 119 S French Ave, Sanford, FL 32771, USA

What: This time forget the canvas! We’re embracing the holidays and we will be painting on wood! This would make a perfect Christmas decoration, or a gift! The event lasts from 7:00 PM to 9:00 PM and make sure you come thirsty for some delicious wines! You must purchase your ticket beforehand to book your spot. If you have a special occasion, please reach out and let Lauren know so she can prepare to make your night even better! This is an acrylic painting and the paint and everything needed to complete your masterpiece is supplied. Bring an apron if you’d like, or wear some paint clothes in case it gets messy! Your ticket includes all of the supplies that you will need to complete your painting. Of course you’ll be able to take your paintings home with you to show off to your friends and family! Lauren will be assisting you throughout the process to ensure that you have something to be proud of in the end. This event is all about having fun, and that will be a definite!

Admission: $25, Click Here for Tickets!

Info: Click Here for Event Facebook Page!







When: Friday, December 6th, 5:30pm-7:30pm

Where: Seminole Towne Center, 200 Towne Center Cir, Sanford, FL 32771

What: Join Mrs. Claus and decorate cookies as she reads a holiday story!

The event will take place in the Kid’s Play Area on the lower level.

Admission: Free!

Info: Click Here for Event Facebook Page!


When: Friday, December 6th, 6pm-8pm

Where: Magnolia Square, Downtown Sanford on First Street by the Clock Tower

What: Come out and join us as we begin our holiday festivities with our annual tree lighting. Enjoy live entertainment, face painters, balloon artists and a visit from Santa! It’s fun for the whole family!

Admission: Free Admission


St. Nicholas Day (Nikolaustag) at Hollerbach’s

When: Friday, December 6th, 6pm-9pm

Where: Hollerbach’s Willow Tree Café German Restaurant, 205 E 1st St, Sanford, FL 32771, USA

What: Have you been brav? Or have you been unartig? Der Nikolaus is coming, and he’ll know!

St. Nicholas Day (Nikolaustag) is an old German holiday tradition we love to bring to Sanford each year on December 6th! St. Nikolaus himself will be joining us for photos, to visit with children and give them gifts, and to sing along with everyone as Jimmy and Eckhard perform their annual Christmas show – plus we’ll be serving Glühwein (Christmas in a glass, German style). It’s the perfect way to get yourself in the Christmas spirit!

? Lasst uns froh und munter sein, und uns recht von Herzen freu’n…?

Admission: Free Admission

Info: Click Here for Event Facebook Page!


Holiday Trunk Show with Melissa Menzer and Darlene Allen

When: Friday, November 6th , 2pm-6pm & Saturday, November 7th, 10am-3pm

Where: Gallery on First 211 E. 1st street Sanford, FL 32771

What:Jeanine Taylor Folk Art welcomes the public to meet artist, Melissa Menzer and master bear maker, Darlene Allen for a seasonal pop up show not to be missed!

This duo makes magic with their unique and festive creations. Florida folk artist, Melissa Menzer puts a witty spin on the holidays with her antique assemblages made from clay and rescued vintage treasures. Her dazzling elegant birds are adorned with jewelry from days gone by.

If you’re looking for something more warm and cuddly, take a gander at Darlene Allen’s masterful mohair creatures! Allen seamlessly brings her plush friends to form with painstaking hours of masterful sewing precision. Each piece is made with love and goodwill to all.  

Admission: This free event is open to the public.

Info: (407) 323-2774

Jingle Jam 2019

When: Saturday, December 7th, 4-10pm

Where: Historic Downtown Sanford

What: Join us in beautiful Historic Downtown Sanford for the 3rd Annual Jingle Jam Community Holiday Party!

Jingle Jam in Sanford has become one of the largest family events in downtown and draws thousands from all over Central Florida!

Featuring five stages of live music, food trucks, carnival games, holiday artisanal vendors, a magic show, live wrestling, a giant snow globe and a kids zone!

See Santa himself and take some pictures with him and enjoy storytime!

Plenty of free parking, pet and family friendly!

Brought to you by Wayne Densch

Sponsored by AutoNation North Orlando

Kid Zone sponsored by Ladies 327 Supper Club

Carnival Games sponsored by Historic Sanford Welcome Center

Event proceeds to support Sanford Main Street 501 (c)3.

Admission: Free

Info: Click Here for Event Facebook Page 

Hollerbach’s Christmas Market at Jingle Jam

When: Saturday, December 7th, 4-10pm

Where: Hollerbach’s Willow Tree Café German Restaurant, 205 E 1st St, Sanford, FL 32771

What: On Dezember 7, come experience Hollerbach’s German-style outdoor Christmas Market at the Third Annual Jingle Jam 2019 in Beautiful Historic Downtown Sanford. It’ll be like a little Oktoberfest at Christmastime! What to look forward to:

– German Beer Truck! (of course)
– German food from the Willow Tree Café like sausages, pretzels and holiday desserts
– German bands to make the atmosphere even more German-y and Christmas-y, including King Guys Bands – Orlando
– Glühwein, aka “Christmas in a Cup,” a warmed mulled spiced wine that no German Weihnachtsmarkt can be without!

*Our Christkindlesmarkt and the Jingle Jam are free to attend – no cover or admission, free parking provided by the City of Sanford*

Admission: Free

Info: Click Here for Event Facebook Page 

30th Annual Holiday Tour of Homes

When: Saturday, December 7th, 3pm-9pm

Where: Historic Downtown Sanford


Join us for the 31st Annual Holiday Tour of Homes as we showcase Sanford’s historic charm on Saturday, December 7th from 3 p.m. to 9 p.m.

This self-guided walking tour, which serves as one of the first events on the community’s holiday calendar, will feature ten homes on Magnolia Avenue and Park Avenue, two of Sanford’s many charming brick-lined streets with towering Oak trees dripping with Spanish moss.

Experience historic living in real life as residences showcase their beautiful interiors complemented by live entertainment and light refreshments along the way. As the sun sets, luminaries will guide you along as you sip hot cocoa or apple cider. These elegant nineteenth-century homes are sure to inspire your holiday décor and get you into a festive mood.

You can start the tour at any tour stop, but please first check in to get wrist bands and a tour map at the Wayne Densch Performing Arts Center. WDPAC will also host the VIP Lounge and on stage photo-op and a Holiday Raffle benefitting the Sanford Historic Trust and Wayne Densch Performing Arts Center.

New this year is the Holiday Tour of Homes VIP Experience in partnership with Hollerbach’s Willow Tree Café and Wayne Densch Inc. Tickets for the VIP experience are limited.

After the tour, join us for the Official Tour of Homes After-Party at one of Downtown Sanford’s newest businesses, The Basin. This lounge and taproom is located inside of Henry’s Depot Culinary Collective – Sanford, FL, an upcoming culinary collective on the site of the Orange Belt Railroad system, which first laid its tracks in 1880. Enjoy a craft cocktail or beer on their outdoor patio featuring live music and a gentle breeze off of Lake Monroe.

*Please be advised: Not all homes are handicap accessible and many have stairs. This event is rain or shine*

Admission: $30, Click Here to Purchase Your Tickets! 

Info: Click Here for Event Facebook Page

Phantasmagoria Through a Christmas Darkly

When: December 7th, 7:30pm-9pm & December 8th, 2pm-3:30pm

Where: Seminole State College on the Sanford/Lake Mary campus performing in Building C

Phantasmagoria’s “Through a Christmas Darkly”
“Light the fire. . . we have a little tale to tell. . . “Christmas may be considered a festive time of year, but through the many centuries of literature, folklore and legend it is also a time filled with quiet (or not so quiet) terrors lurking in the night! In Victorian times the idea of reading “Ghost Stories” during the Christmas Season, and Phantasmagoria is ready to take on that tradition with their usual ‘Whimsically Macabre” performances!

Join with Phantasmagoria’s unique blend of storytellers, dancers and Chorus to celebrate some of the darker tales of the holiday season with the premiere of their all new “Through a Christmas Darkly” – from the Austrian tales of the mythical Krampus to the haunting (and sometimes humorous) Ghost stories of the Victorian era and beyond, come celebrate the season with a chill running up your spine!

Journey through the halls of an ancient estate to discover the chilling truths of a disappearance on a Christmas long, long ago. . laugh with amusement at cunning ghosts that may not be ghosts at all, and curl up in pure horror at the Christmas Eve Terrors of a woman trapped in a room with a fiendish being. . .and much MUCH more! A truly “Haunted” way to celebrate the holiday season!

NOTE: Elements of horror – Recommended for children 8 and up

Admission: TICKETS: FREE admission, however an entrance tickets is required by reserving at the box office at 407-708-2506.


A Christmas Story, The Musical


SAT 12/7 8:00 PM – 10:30 PM | SUN 12/8 2:00 PM – 4:30 PM | THU 12/12 8:00 PM – 10:30 PM | FRI 12/13 8:00 PM – 10:30 PM | SAT 12/14  8:00 PM – 10:30 PM | SUN 12/15  2:00 PM – 4:30 PM | MON 12/16  8:00 PM – 10:30 PM | THU 12/19  8:00 PM – 10:30 PM | FRI 12/20 8:00 PM – 10:30 PM | SAT 12/21 8:00 PM – 10:30 PM | SUN 12/22 2:00 PM – 4:30 PM

Where: Theater West End, 115 W 1st St, Sanford, FL 32771, USA


From the songwriting team behind the smash-hit Tony Award-winning musical Dear Evan Hansen and the Academy Award-winning film La La Land, A CHRISTMAS STORY, THE MUSICAL, brings the classic 1983 movie to hilarious life on stage!

Following a successful Broadway run garnering three 2013 Tony Award nominations including BEST MUSICAL, BEST BOOK OF A MUSICAL (Joseph Robinette) and BEST ORIGINAL SCORE (Benj Pasek and Justin Paul), along with six Drama Desk nominations, and two Outer Critics Circle nominations, A CHRISTMAS STORY, THE MUSICAL is set to take historic downtown Sanford by storm!

Based on the perennial holiday movie favorite, A CHRISTMAS STORY, THE MUSICAL chronicles young and bespectacled Ralphie Parker as he schemes his way toward the holiday gift of his dreams, an official Red Ryder® Carbine-Action 200-Shot Range Model Air Rifle (“You’ll shoot your eye out kid!”). An infamous leg lamp, outrageous pink bunny pajamas, a maniacal department store Santa, and a triple-dog-dare to lick a freezing flagpole are just a few of the distractions that stand between Ralphie and his Christmas wish.

Hailed by The Associated Press as “a joyous Christmas miracle,” The New York Times writes “I was dazzled. You’d have to have a Grinch-sized heart not to feel a smile spreading across your face.” A CHRISTMAS STORY, THE MUSICAL is a triple-dog-dare of a good time and it is sure to warm your heart this holiday season!

Presented through special arrangements with Dramatic Publishing.

Admission: $27/$30, Click Here for Tickets!

Info: Click Here for Event Facebook Page!

Sensitive Santa at Mall

When: Sunday, December 8th, 9am-11am

Where: Seminole Towne Center 200 Towne Center Cir

What: Sensitive Santa is an event for families with children with all spectrums of special needs, providing a more controlled and welcoming environment to visit The Santa Photo
Experience. Simple adjustments are made to reduce sensory stimuli (muted lights, music and waiting to visit Santa at activity tables) to create a calming environment.

This event will take place prior to store openings on Sunday, December 8th, from 9 a.m.-11 a.m. The event is free, and Santa photo packages will be available for purchase.

We ask that each family or group RSVP in advance by reserving one ticket per family. Here –>

Sensitive Santa is held in partnership with Special Needs Ability Program, Inc.

Admission: Free



When: December 12th, 6pm-8pm

Where: Chick-fil-A Sanford 4590 W State Road 46

What: Your favorite green Christmas character is coming to un-celebrate Christmas! Let’s teach him how to give the gift of together-time.

Admission: Free

Info: (407) 878-6385

Holiday Lighted Bike Ride! 2019

When: Friday, December 13th @ 6:30pm-9:30pm

Where: Pedal Driven Co., 210 N Park Ave, Sanford, FL 32771, USA

What: Christmas is upon us once again and you know what that means….lights! So get some lights on your bikes and meet us on December 13th at Pedal Driven, we will start riding at 6:30!

Come by early if you want to check out some lights or have something installed!

Come have some fun and see how Sanford dresses up for the holidays

Admission: Free!

Info: Click Here for Event Facebook Page

Nutty Gingerbread Holiday Special

When: Thursday, December 12th @ 6:30pm-9:30pm

Where: Tuffy’s Bottle Shop / Lounge, 200 Myrtle Ave, Sanford, FL 32771, USA

What: Join us on DEC 12th for an exclusive event at the one and only TUFFY’S BOTTLE SHOP & LOUNGE
Where you can enjoy some finely crafted Ciders and Brews as well take advantage of the only event this holiday season where you can get our exclusive NUTTY GINGERBREAD. Just to SWEETEN the DEAL you will also be able to purchase deliciously toasty FLUFFER NUTTER SANDWICHES made with NUTTY GINGERBREAD AND MARSHMALLOW FLUFF (100% Vegan).

Have a great time, get our super exclusive pb (only place to get it this year) and munch down on some tasty sandwiches.

Dec 12th 6:30 – 9:30 or while supplies last.
No Tickets or Pre-Purchase required 21+ only please.

Admission: Free to Attend!

Info: Click Here for Event Facebook Page

Breakfast with Buddy

When: December 14th, 8:30am-10:30am

Where: Chick-fil-A Sanford 4590 W State Road 46

What: Join us for a memorable breakfast filled with holiday activities and enjoy breakfast with your favorite Christmas Elf.

Admission: Free

Info: (407) 878-6385


When: Saturday, December 14th @ 10am-1pm

Where: Seminole Towne Center, 200 Towne Center Cir, Sanford, FL 32771, USA

What: WHO’s ready for an exciting opportunity to see the one and only Grinch?

Want to see your kiddos’ hearts grow three sizes? Bring them to see the Grinch himself and the people of Whoville, too!

Mark your calendars for Saturday, December 14th from 10 a.m. – 1 p.m. as the Mayor of Whoville, Cindy Lu Who, other Whoville characters and of course THE GRINCH make a special appearance at Seminole Towne Center for this exclusive event!

You don’t want to miss this event!

Admission: Free!

Info:(407) 323-2262

St. Lucia Festival

When: Saturday, December 14th @ 1pm-4pm

Where: Museum Of Seminole County History, 300 Eslinger Way, Sanford, FL 32773, USA

What: Join us for the 2019 St. Lucia Festival. Food, fun, music, and a good time for the entire family!

Admission: Free and open to the public. Donations are accepted!

Info:For more information, please visit:

Sanford FL Parade of Lights Downtown


When: Saturday, December 14th @ 6:30pm-7:30p4

Where: Magnolia Square 150 East First Street Sanford, Florida 32771

What: Come out and enjoy the evening as we light up downtown Sanford with our annual illuminated Christmas Parade!

It’s fun for the whole family!

Admission: Free


Holiday Bubbles & Cheese Pairing- Sparkling Wines to Celebrate at Luisa’s Cellar

When: Sunday, December 15th, 4pm-6pm

Where: Luisa’s Cellar, 206 Sanford Ave, Sanford, FL 32771, USA

What: Come and learn about the difference in sparkling wines and those that are perfect for celebrating during the Holiday season.

Admission: $25, Click Here to Purchase Your Tickets!

Info: Click Here for Event Facebook Page!

Orlando Big Band’s A Swingtime Christmas

When: Sunday, December 15th, 3pm-6pm

Where: Wayne Densch Performing Arts Center 201-203 South Magnolia Avenue, Sanford, Florida 32771

What: HO HO HO and get ready for the show! The Orlando Big Band is back with Christmas favorites. Join us along with Bing, Rosemary, Cab, Glenn, Artie and Benny for some of the greatest holiday hits of all time. These songs will bring the holidays to life with classic selections from the 30s, 40s, 50s, and 60s. Don’t miss this great tribute.

Admission: $23/$25/$30, Click Here to Purchase Your Tickets!

Info: Click Here for Event Facebook Page!

Holiday Cookie Beer Pairing & Ugly Sweater Party

When: Thursday, December 19th, 4pm-10pm

Where: Deviant Wolfe Brewing 121 W. 1st Street Sanford, FL 32771

What: Forget about the milk and join us for a beer and holiday cookie pairing on Thursday, December 19th. Flights include four Deviant Wolfe beers paired with four classic holiday cookies. The pairing is based on flavor profiles of both the beer and its matching cookie, so each complement each other for sheer dessert perfection!

Wear your best (or worst) Ugly Christmas Sweater OR purchase one of our LIMITED EDITION Ugly Christmas Sweater T-shirts ahead of time to wear to the party!

Flight and cookie menu for the Cookie Beer pairing coming soon. Flight cost is $17. No presales, so get there early!

Live music at 6:30pm by the one and only Tommy Bryant.

Seats will be limited so get there early. Happy Holidays!

Admission: Free Admission, Purchase Flight

Info: Click Here for Facebook Event Page!


Phantasmagoria’s A Christmas Carol

When: Friday, December 20th, 7:30pm-10:30pm

Where: Wayne Densch Performing Arts Center 201-203 South Magnolia Avenue, Sanford, Florida 32771

What: The talented dancers from Ballet Fedotov and the Russian Academy of Ballet Alafaya present this classic holiday story of a young girl named Clara who dreams of a Nutcracker Prince and his fierce battle against the Mouse King. Spectacular dancing, beautiful costumes, and the rich, melodic score by Pyotr Tchaikovsky bring this tradition to life and bring warmth to your holidays.

Admission: $23/$25/$28 Click Here to Purchase Your Tickets!

Info: Click Here for Event Facebook Page!


Phantasmagoria’s A Christmas Carol

When: Saturday, December 21st, 2pm-5pm & Sunday, December 21st, 7:30pm-10:30pm

Where: Wayne Densch Performing Arts Center 201-203 South Magnolia Avenue, Sanford, Florida 32771

What: Celebrate the 2019 Holiday Season as Phantasmagoria returns with its own unique adaptation of Charles Dickens’ classic holiday tale “A Christmas Carol, A Ghost Story of Christmas” This critically acclaimed Victorian Performance Troupe will bring its signature tapestry of movement, dance, puppetry, projections, music and storytelling to the stage of the Wayne Densch Performing Arts Center as one of the most famous Ghost Stories of all times comes alive! A true tale of the Past, Present and Future – with the glory of redemption! Dickens’ wonderful tableau will come to life with Phantasmagoria’s own unique aesthetic and performance style in a brand new adaptation of the classic work. Last year’s performances sold fast so get your tickets now! NOTE: A show good for all ages!

Admission: $18/$20/$25, Click Here to Purchase Your Tickets!

Info: Click Here for Event Facebook Page!

Holiday Cocktail Class at Bitters & Brass

When: Saturday, December 21st, 3:30pm-5pm

Where: Bitters & Brass, 410 Sanford Ave, Sanford, FL 32771, USA

What: The Bitters & Brass Cocktail Class offers guests the opportunity to learn how to make classic cocktails. Enjoy working at a personal cocktail station as you learn the history behind the drinks. From preparation to execution, examine the reasons behind each step, including proper jiggering, choosing the correct ingredients and using the right garnish to complement your cocktail. Each class is uniquely themed. Custom classes are available for parties of 6-12 people.

Admission:  $50 / per guest • Gratuity is included, Click Here to Purchase Your Tickets!


Lake Monroe’s Lighted Boat Parade 2019

When: Saturday, December 21st, 4pm-9pm

Where: Lake Monroe Marina, Sanford, Florida Sanford, Florida 32773

What: Lake Monroe’s Lighted Boat Parade 2019 is an event for the whole family. Come down to Marina Island and watch or join the lighted parade of sailboats and powerboats in celebration of the holiday season. With 30 plus boats decorated for the holiday season and participating in the parade that will begin at 6:00 pm, it will be a spectacular display not to be missed. Come out to the FREE outside Pre-Parade event at 520 on the water. Offering Light displays, food trucks, Beverages to include Ice Cold Beer, Craft vendors, Music, and More. Santa himself will be available free of charge to get the last minute gift requests from the kids. You can snap some photos from your phone if so desired. Come join the holiday fun…. You can View the parade from additional locations on Marina Isle to include St. Johns River Steak and Seafood Restaurant, The Veterans Memorial Park, and along the River-walk in Sanford from Park Ave to 17-92.

Admission: Free!

Here’s your guide to all of this seasons Christmas movies…

About The Author


Hi, my name is Claudia! I live, work and play in Sanford, FL. To top it all off, I am also totally in love with Sanford! My husband Jose and I are Realtors in Sanford, FL and help people realize their dreams of home ownership. We have two sons, Nicolas (2011) and Lukas (2013). I am originally from Germany, moved here in 2004. In 2008 I started I love everything that says creativity. Design is my passion, no matter if Graphic, Web or Fashion Design - and I am also into photography :) I'm also very social and love to hang out with my family and friends, be it for a kids play date or a fun night out ;)

Leave a reply


Subscribe to our Channel

Featured Home

Price Change - 4 weeks ago
349 Meadow Beauty Terrace Sanford, FL 32771
Single Family Home For Sale
- Active

Dream Home Alert! This 4,000+ square feet 5 bedroom pool home is situated on a 1/3 acre lot in desirable Berington Club. As a resident of this gated community you get to enjoy easy access to the Seminole Trail as well as top restaurants and shopping.

Read the latest issue of our partner My Sanford Magazine

FREE Email Report!

Never Miss a Thing in Sanford

Join our mailing list to receive our free weekly event preview and news digest. No spam. Ever. Promised! 

Thank you! Just one more step: check your email account now and find the email we just sent you. Click the link inside to activate your subscription!