From the moment you finally get up the nerve to ask them on a date to the memorable moment when you share a first kiss.  The first date has the potential to begin your relationship on a high note.  Who doesn't like a great first date story? If you're hard up for first date ideas in Orlando, here are a few outside the box date nights in Orlando to get you started. 

Quantum Leap Winery

Have a wine lover in your life? Quantum Leap Winery in Orlando has a Tasting Room that is open Tues-Sat 12-8. No reservation is required.

Winter Park Farmers’ Market

The Winter Park Farmers’ Market is held at the old train depot, located at 200 West New England Avenue. The outdoor venue has been restored into a historical landmark that hosts a weekly market full of fare and wares.  

Orlando Brewing

Think outside the box with a memorable first date touring an Orlando Brewery. Florida's only certified organic brewery, Orlando Brewing is the premier microbrewery in Orlando. Head out and enjoy tours of the facilities as well as a handful of signature beers.

Thornton Park District

Located just steps from Lake Eola Park Thornton Park District is one of the most desirable and stylish neighborhoods in downtown Orlando. Featuring upscale eateries, inviting neighborhood bars and fun events including their 2nd Thursday Wine & Art walk where for $15 you get a glass and a map.  Sip, shop, and stroll around one of Orlando's most memorable districts. 

Stardust Video & Coffee

Stardust is a vegetarian-friendly coffee shop in Orlando that has plenty to offer! They serve up delicious coffee, a great selection of beers & booze including a scotch bar, sandwiches, snacks and a Sunday brunch.  Get to know someone over a cup of coffee in a unique and funky atmosphere. 

Tasty Takeover

Every Tuesday night the Milk District hosts Orlando's raddest food truck block party! From 6:30 - 10pm stroll and explore some of Orlando's finest food trucks.  

Improv Comedy Club | Orlando

If you've found someone who can keep you laughing you may have found the one. Take your date to the Orlando Comedy club & dinner theater where a 21+ crowd chuckles at stand-up from big names & rising talent.

Downtown Arts District Orlando

Want to express your love for the arts without coming off as pretentious? The Downtown Arts District has a Third Thursday gallery hop featuring local artists.