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Make the Season Brighter with These Holiday Date Nights in Orlando

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When it comes to decking the halls for the holiday season, the city of Orlando certainly does sleigh

Everywhere you turn—restaurants, theaters, and communities are ready to rock around the Christmas tree with all kinds of festive events and offerings for a romantic holi-date! So let’s make this season bright with some of the merriest spots for holiday date nights in Orlando!

Now through Christmas Eve night, spend the ho-ho-holidays at the Santa Workshop Experience at ICON Park! We heard from the big man himself that International Drive has been transformed into a winter wonderland of family fun! So take a spin on The Wheel, hop onboard the Pearl Express Train, and grab your family Christmas card photo with Santa!

Reservations are required, so pop on over to save your seat on the sleigh before Santa jets off into the Christmas Eve sky.

Santa’s Schedule
Monday | 11AM–8PM
Tuesday | 11AM–8PM
Wednesday | 11AM–8PM
Thursday | 11AM–8PM
Friday | 10AM–8PM
Saturday | 10AM–8PM
Sunday | 10AM–8PM

📍ICON Park 

What would the Christmas season be without holiday lights from treetop to bottom?! At Night of a Million Lights, houses are decked out with thousands of stunning Christmas lights, displays and decorations.

Give Kids the World Village has a little something for everyone. Hop onboard for tram ride through the Storybook Village, visit the holiday marketplace, indulge in sweet treats and snacks, and stroll through a glistening tree trail. This is a date night full of hope, wonder, and holiday magic!

Select Your Time Slot:
Everyday through JAN. 2 | 5PM—7PM, 6PM—8PM, 7PM—9PM, 8PM—10PM

📍 2491 Babb Road, Kissimmee 34746

Head out on your date in merry measure all the way to the Eola Wonderland Christmas Tree Show! Music plays throughout the street as lights dazzle, dance, and sparkle in sync with your favorite Christmas carols. So pop over for a photo or two of the glorious tree, smack dab in the center of all the holiday action!

Nightly Shows, DEC. 4—JAN. 6 | 5:45PM, 6:45PM, 7:45PM, 8:45PM, 9:45PM

📍 Walt Disney Amphitheater at Lake Eola Park 

Perhaps the most classic Christmas show of the season is dancing its way into the Orlando Ballet! So tiptoe into an evening with your special holi-date for a special viewing of The Nutcracker. Prepare to be taken away onto a musical and magical journey and into a world of whimsical fun!

DEC 3  |  7:30PM
DEC.4  |  11AM 1-hr Showing, 7:30PM
DEC 5  | 2PM
DEC 16  | 7:30PM
DEC 17 |  7:30PM
DEC 18  | 11AM. 1-hr Showing, 7:30PM
DEC 19  | 2PM, 7PM

📍 Dr. Phillips Center for the Performing Arts

What’s better than holiday-themed snacks and a Christmas cocktail? At Boxi Park, you can admire the holiday decor, pose for photo ops, and barhop your way around for a fun and festive night out with a loved one or a first-time romance!

If you or your beau have little ones, pop on over all December long for holiday Sunday Fundays! Create some crafts to take home, treat yourself to seasonally-inspired food and drinks, and enjoy family-friendly entertainment.

Monday | CLOSED
Tuesday | CLOSED
Wednesday | CLOSED
Thursday | 5PM–11PM
Friday | 5PM–11PM
Saturday | 11AM–11PM
Sunday | 12PM–9PM

📍6877 Tavistock Lakes Blvd., Orlando, FL 32827

No date can ever go wrong with the magic of Orlando’s many theme parks this holiday season! Tidings and trimmings line the streets at all of your favorite Walt Disney World theme parks. And at the heart of every entrance or park hub, you’ll find a tree decorated to the nines, perfectly in theme.

And if you still haven’t had your fix, jingle all the way over to Universal Orlando for some non-muggle magic in the Wizarding World of Harry Potter! Waltz down the cobblestone streets of Diagon Alley and enjoy the Christmas Frog Choir as you sip on a hot Butterbeer. Cheers to the holidays in Hogwarts!

Holidays at Universal | until JAN 2

Holidays at Walt Disney World | until JAN 5

Christmas cheer (and romance) is in the air at Gaylord Palms all holiday season long! Slip, slide, and ice tube your way down Snow Flow Mountain, embark on Mission: Save Christmas featuring Elf. Get your elf training from the best in the biz at Santa’s workshop, and enjoy so many more very merry activities for a super fun date! Grab your tickets now through January 2nd for a day full of festive family fun.

The Miracle on Orange is back and better than ever this season at The Courtesy! Now through December 31, enjoy the winter wonderland waiting inside the doors, decking the halls from floor to ceiling.

This holiday bar takeover is a first come, first serve experience filled to the brim with festive refreshments and carefully crafted cocktails for every happy holiday elf to enters the front doors. 

Monday | 7PM–12AM
Tuesday | 7PM–12AM
Wednesday | 5PM–1AM
Thursday | 5PM–1AM
Friday | 5PM–1AM
Saturday | 5PM–1AM
Sunday | 3PM–11PM

📍 114 N. Orange Ave., Orlando, FL 32801

A one stop shop for a full photoshoot with your bestie or significant other, you’ll walk (or crawl?) out of Wall Crawl with dozens of fun photos and IG-worthy moments.

Aside from the customizable photo experience inside their classic crawl, this season you can pop in for some holiday fun at the Santa Crawl! Start a new Christmas Card tradition with you and yours alongside Mr. Claus himself.

Monday | 10:30AM–2:30PM, 3:30PM–7:30PM
Tuesday | 10:30AM–2:30PM, 3:30PM–7:30PM
Wednesday | 10:30AM–2:30PM, 3:30PM–7:30PM
Thursday | 10:30AM–2:30PM, 3:30PM–7:30PM
Friday | 10:30AM–2:30PM, 3:30PM–7:30PM
Saturday | 9AM–2:30PM, 3:30PM–9PM
Sunday | 9AM–2:30PM, 3:30PM–9PM

📍 1016 W Church St., Suite C, Orlando, FL 32805

What’s sounds better than a picnic in the park at Christmas time? Pack up your basket with a thermos of hot cocoa, loads of marshmallows, and a bundle of Christmas cookies as you head out to Lake Eola Park for a picture-perfect picnic. 

Surrounding the lake you’ll find oversized light displays of packages, presents, reindeer, trees, and so much more! Pop over in the morning or afternoon to relax alongside one of these iconic holiday staples, or take a seat for a nighttime picnic as they illuminate the lake with loads of Christmas cheer. 

Monday | 6AM–11:59PM
Tuesday | 6AM–11:59PM
Wednesday | 6AM–11:59PM
Thursday | 6AM–11:59PM
Friday | 6AM–11:59PM
Saturday | 6AM–11:59PM
Sunday | 6AM–11:59PM

📍 512 East Washington Street, Orlando, FL 32801

The most magical place just added a bit more pixie dust as the Christmas Tree Stroll has officially made it to town! Located at Disney Springs, this elaborately decorated display has pines dressed to the nines featuring your favorite Disney classics.

Sprinkled throughout the downtown area, you’ll find 17 different trees, live entertainment, holiday shopping at your favorite retailers, and (everyone’s favorite part) delicious desserts and snacks! Jingle all the way down to Disney Springs for a festive date night filled with seasonal sips, snacks, and sweet treats.

Monday | 10AM–11PM
Tuesday | 10AM–11PM
Wednesday | 10AM–11PM
Thursday | 10AM–11PM
Friday | 10AM–11:30PM
Saturday | 10AM–11:30PM
Sunday | 10AM–11PM

📍 1486 Buena Vista Dr, Lake Buena Vista, FL 32830

Eliminate any first date scaries when you sit rink-side to some of Orlando’s most talented athletes: the Solar Bears! Grab a beverage and a snack, take your seat, and kick back and relax for the ultimate hockey experience! Skate on over to the Amway Center for tickets this winter season–you won’t want to miss it!

13. Catch a Christmas flick or attend a holiday event!

Come dressed in your coziest, holiday best for a night out at the movies. This season, parks, theaters, and restaurants are hosting movie nights for you and your significant other all across Orlando. Here’s what’s on the agenda so far this December:

12/3 | Brew & View: The Santa Clause | Ivanhoe
12/4 | Holiday Movie at Lake Eola Park – Elf | Orlando
12/10 | Holiday Movie at Lake Eola Park – The Polar Express | Orlando
12/17 | Brew & View: The Grinch | Ivanhoe
12/17 | Movies Under the Stars: Polar Express | Avalon
12/17 | Holiday Movie at Lake Eola Park – The Santa Claus | Orlando

In the mood for a bit more live entertainment? We have you covered there, too! Pop over for a pub crawl in Mills 50 or attend a holiday classic from the crowd at the Ballet of Orlando’s showing of The Nutcracker. 

12/11 | Approximately 12 Pubs of Christmas Pub Crawl | Mills 50
12/18 | The Nutcracker by the Russian Ballet of Orlando | Orlando 

A holly jolly evening awaits you and your boo!

The holiday itinerary doesn‘t end here, Orlando! With SO many date ideas around the City Beautiful, you might find more holi-date ideas! Which of these festive date night ideas are you most excited to try? Tell us your favorite snacks, drinks, lights, trees, and Santa stops over on our Facebook page, Stuff To Do in Orlando!

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