By Abigail Bass
It’s that special time of year again – and what better way to celebrate than with that special someone?

As the streets begin to mimic scenes from a Hallmark Christmas movie, now’s the perfect time for creating unforgettable moments with the one you love most.
Whether you’re looking for lighthearted fun or searching for holiday splendor, Orlando has something for every romance tale. Our City Beautiful is home to a variety of charming places and activities that turn ordinary outings into uniquely magical memories.
Ready to add some holiday magic to your next date night? Here’s how you can settle into some quality time with your significant other during the most wonderful time of the year.
Here are 5 ideas for a romantic holiday date night

Key Takeaways
Go Ice Skating Together

Even the simplest moments, like bundling up and holding hands, feel extra special during the holidays.
And ice skating is a great way to cherish these ordinary moments by adding a touch of wintery wonder.
While Orlando basks in warm winter temperatures, the chill of ice skating provides the perfect seasonal cool down for couples seeking a more traditional winter experience. Many of Orlando’s ice rinks host public skating hours in the evenings, making them ideal for a holiday date night on the ice.
Skaters of all skill levels can glide over to the Ice Factory of Central Florida, where they host public skating on Fridays and Saturday evenings from 7 p.m. to 10 p.m. Or lace up your skates at Orlando Ice Den, with public skating also available Fridays and Saturdays plus holiday-themed events to take your date night to a cool new level.
For a complete list of our favorite places to hit the ice, check out our rundown of ice skating venues in Orlando.
Catch a Holiday Show

If bonding over the arts is more you and your partners’ style, watching a live show together can be a wonderful way to rekindle that special spark.
Make your romantic holiday evening unforgettable with performances that can only be seen during this magical time of year.
In the heart of downtown Orlando, many holiday performances are hitting the stage at the Dr. Phillips Center for the Performing Arts. Share a romantic evening with your partner by watching beautiful depictions of The Nutcracker or listen to the seasonal sounds of Holiday Heartstrings: A CeCe Teneal Experience in their intimate Judson’s Live venue.
Bring a blanket to share while reminiscing timeless Christmas tunes during Holiday Pops at the Della Phillips Pavilion or listen to the holiday harmonies of Pentatonix during their Christmas in the City Tour at the Kia Center.
No matter which festive show you and your significant other pick, experiencing it side by side will make your hearts feel warmer and brighter this holiday season.
Walk a Christmas Tree Trail

If Hallmark Christmas movies are your favorite, you’ll love the simple joy of exploring a Christmas tree trail with your special someone.
While the trees in Orlando may not be covered in snow, they are decked out in plenty of dazzling decor inviting couples to bask in their festive glow.
Each year, Disney Springs hosts their lavish Christmas Tree Stroll complete with themed trees scattered throughout the park. See the childhood films you love come to life on larger-than-life Christmas trees inspired by Disney, Pixar, Star Wars, and superhero favorites.
Nestled north of downtown Orlando, Harry P. Leu Gardens is transforming its 50 acres into an enchanting wonderland during their Dazzling Nights event. See giant crystal chandeliers hanging from treetops, stroll through a magical meadow with lit-up fireflies and butterflies, and sip on holiday-themed beverages crafted exclusively for adults.
A Land Remembered at Rosen Shingle Creek

There are countless ways to celebrate the holidays as a couple, but sharing a delicious meal together may always top the list.
Show your special someone how much you care for them with a heartwarming meal in a romantic, inviting atmosphere.
A Land Remembered, Orlando’s signature steakhouse at Rosen Shingle Creek, welcomes all couples looking to savor the holiday season with sensational flavors and a charming ambiance.
Taste the flavors of Florida with freshly prepared local seafood or indulge in juicy steaks made from the finest ingredients such as Linz Heritage Angus. A carefully curated selection of wines each provide the perfect pairing for any meal.
Toast to love and sweet memories with luscious dessert cocktails and a delicious spread of cakes, pies, and cheesecakes made to satisfy every pallet.
Cala Bella at Rosen Shingle Creek

Cala Bella and A Land Remembered each received an AAA Four Diamond designation, and each is worthy of their prestige titles.
Located at Rosen Shingle Creek, Cala Bella serves farm-to-table Mediterranean dishes and modern Italian cuisine – all freshly prepared and perfect for a romantic date night out.
Set a delicious note for you and your partners’ evening with freshly prepared salads and seasonal appetizers like Seminole Pumpkin Ravioli. Feast on an exquisite selection of pizzas, pastas, and entrees made with gourmet meats including the Mishima Ultra Wagyu Coulotte Steak.
For an even more welcoming and intimate environment, Bella’s Bar offers the perfect spot for couples to drink and dine together. Savor an exceptional Italian-Mediterranean meal among the sounds of live piano music that will surely bring you and your partner closer together.
Celebrate Each Other at Rosen Shingle Creek

No matter how you and your partner spend date night, let Rosen Shingle Creek make your seasonal celebrations extra special.
Our luxurious accommodations are designed for creating heartwarming memories in a stylish and comfortable setting. Bask in Orlando’s warm winter weather with our four seasonally heated pools, venture out to our golf course designed by Arnold Palmer Design Company, or unwind as a couple with seasonal treatments at our on-site spa.
On December 25, elevate your holiday date plans with our Christmas Day buffet brunch at Café Osceola. Savor an irresistible array of soups, salads, entrees, desserts, and complimentary Champagne for guests 21 and older.
Let our exceptional team provide the ultimate holiday getaway, so you can focus on celebrating the special someone in your life. We can’t wait to welcome you and make this season one to remember.




