Sometimes you don’t want to go to the newest place, you are tired of rotating through the same restaurants, and you don’t want the night taken over by logistics. Perhaps you've already conquered the 100 Date Ideas in Orlando and you're looking for what's next.
We all know visiting the buzziest restaurants and experiences around can be exciting. Daytrips can be fun, but you don’t always need to leave Orlando; what you need is a change of headspace.
Shake off the feeling that you have already experienced all that Orlando has to offer and get a new perspective. Here we are sharing our list of unusual Orlando date spots that go beyond restaurants and bars.
Orlando Date Ideas When You’re Bored, But Not Looking for Overwhelming
These experiences aren’t loud and are just different enough to feel fresh.
Take a Romantic Ride on Wild Wekiva River Tours
1014 Miami Springs Drive, Longwood, FL 32779
Ideal For: Nature lovers who want a relaxing, romantic boat tour
Launching from Wekiva Island just outside Orlando, these riverboat tours cover a wide range of interests, budgets, and schedules. They offer both public and private tours, and the boat only accommodates six people at a time, so it is always a cozy experience. Water bottles are provided, and you are welcome to bring food and drinks.
The beautiful moonlit views and captivating Florida legends of the Wekiva After Dark tour will be a winner. The classic romance of golden hour is a highlight of the Wild Sunset Glide, letting you unwind together as the sun dips below the horizon.
Hop on a Winter Park Scenic Boat Tour
312 East Morse Blvd, Winter Park, FL 32789
Ideal For: A date night without a schedule
This classic tour often gets dismissed as just for visitors, but that is a mistake. An hour-long tour of Winter Park’s lakes and canals is just the right balance of mentally refreshing and physically relaxing. Plus the dock is just 5 minutes away from Park Avenue, so it can be a perfect addition to a date day in Winter Park.
And even better, tours leave every hour from 10:00 a.m. to 4:00 p.m., so it doesn't take much planning ahead.
Stimulate Your Artsy Side at Mennello Museum of American Art
900 E Princeton St, Orlando, FL 32803
Ideal For: Low-pressure date night with lots of opportunity for connection
Most locals know about Mennello, but don’t think of it as “date worthy.” Mennello is a quiet and approachable museum, but the real magic is how low-pressure it feels on a date night. Wander the exhibits, share your insights, and let the experience wash over you.
Step outside and walk the sculpture garden by Lake Formosa to feel removed from the city, especially at dusk. This is a date for people who don’t need constant stimulation to feel connected.
If an artsy date piques your interest, check out these other art and performance experiences.
When You’ve Tried it All
On nights you just want an experience that will shake things up and let the entertainment do the heavy lifting for you.
Some of these unusual date ideas include sporting clubs in Orlando that are great for couples.
Cheer for an Orlando Roller Derby Home Game
Barnett Park Gym, 4801 W Colonial Dr, Orlando, FL 32808
Ideal For: Sports lovers who want something new
The Orlando Roller Derby is a non-profit organization that is run and operated by skaters with a mission to bring positive change to Orlando, making it an uplifting and exciting date idea.
Roller derby is a fast-paced, full-contact sport based on speed, strategy, and skill. The music will be pumping, the crowd will be cheering, and you get to witness a grassroots sport that is thriving in Orlando. Check out their home game schedule here.
Go Back in Time at Titanic: The Artifact Exhibition
7324 International Dr., Orlando, FL 32819
Ideal For: History buffs who want to learn a little and feel a lot
Even though it is on I-Drive, this immersive attraction doesn’t feel like a tourist trap. This museum features hundreds of real artifacts and is the only place in the world to see the second-largest piece of the ship’s hull ever recovered. Guided tours walk you through full-scale recreations of iconic Titanic spaces, including the Grand Staircase and Promenade Deck.
Their guided tours are the most popular, but Titanic: The Artifact Exhibition also offers a Titanic Dinner Gala Experience and seasonal events. A date here is sure to tug at your heartstrings and start lots of deep conversations.
Play Glow-in-the-Dark Mini Golf at Putting Edge Orlando
5250 International Drive, Orlando, Florida 32819
Ideal For: A date where a little competition is welcomed
Another example of why you shouldn’t sleep on what I-Drive can offer for an unusual date night. Glowing obstacles and decorations bring a groovy spin to this indoor putt-putt range, while the music gets your competitive spirit pumping. While mini golf isn’t a new date idea, this psychedelic spot permits you to fully let loose while you putt for bragging rights.
Curl Up with Curling in Orlando
2221 Partin Settlement Rd., Kissimmee, FL 34744
Ideal For: Couples who want to cool off indoors while getting a little physical (and a little competitive)
Housed inside the Ice Factory of Central Florida, the Orlando Curling Club offers one of the most unexpected date nights in the area. During Learn to Curl sessions, you’ll get hands-on instruction before stepping onto the ice to slide, sweep, and score like true rookies-turned-rivals.
Curling is equal parts strategy and teamwork. One of you delivers the stone while the other sweeps with serious intensity, which means plenty of playful banter and high-fives along the way. It’s active without feeling like a gym date. The lessons start at $30 per class, so it is relatively affordable too!
Featured image from Instagram @curlingorlando
