5 Quirky Date Night Destinations in Orlando

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Date night doesn’t have to be the same each time. While we all love cuddling up at the movies or trying new restaurants or embracing a bit of high culture at museums, every once in a while, date night needs to be shaken up. Each city has a hidden world of strange, quirky, and delightful things to do. Try any one of these on your next date night and embrace the weird, whimsical part of life.


If you and your date are looking to unleash your inner artist while also getting a little messy and silly, then head to Pinspiration for the Splatter Date Night Package – where messy is the name of the game. When you arrive at the Studio, you’ll be handed a poncho, shoe covers, and gloves to protect yourself from the paint that will get everywhere. Pinspiration is both paint night and paint fight. Throw the paint at your canvas, splatter your date (maybe), and have a blast creating a unique piece of art. Just make sure to sign up for a session ahead of time. The Date Package also includes chocolates and two glasses of champagne, with the option to upgrade to a glow-in-the-dark painting experience. 

Get Up & Go Kayaking

Kayaking is a wonderful, active date idea that will get you both outside and exploring the world around you. Get Up & Go Kayaking takes it one step further by offering clear kayaks that allow you to explore even more as you paddle along the water. And, for a truly special, unforgettable experience, take a Get Up & Glow nighttime tour. You’ll kayak through waters glowing with bioluminescence and see the underwater world from a different perspective.

Bob’s Balloons

Take an afternoon or early evening to float among the clouds, as if you are one yourself, but you’ll do so in a basket with a colorful balloon carrying you higher and higher. Bob’s Balloons hot air balloon rides are the most popular in the Orlando area. A hot air balloon ride is perfect for both romantic date nights and date nights out of the ordinary.

Greenwood Cemetery Walking Tour

If you’re tired of typical museum tours or the magical, carefully curated theme parks surrounding Orlando, head to Greenwood Cemetery when the moon is full. The silence of the cemetery, broken only by trilling cicadas and the whisper of your tour guide, will chill and excite you. The tour guide, Don Price, offers stories into the personal lives and larger histories of the famous people buried in Greenwood. You will experience history come to life beneath the magic and mystery of a full moon.

Old Spanish Sugar Mill Grill

Ever been to a restaurant where you cook your own food? Or, at least, some of your own food? That’s the way Old Spanish Sugar Mill Grill has been operating since 1961. Pancakes are the specialty here. Each table in the restaurant is equipped with its own griddle where guests make the pancakes. You can order pitchers of homemade pancake batter (choosing from 5 different flavors) which will be delivered to your table where you pour, flip, and serve them yourself. They also offer bananas, pecans, blueberries, chocolate, and more for you to toss into your pancakes.

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