Looking for the perfect way to spend Valentine’s weekend? Downtown Orlando sets the scene for romance, fun, and memorable moments. Whether you’re planning a cozy date night, a weekend outing with friends, or a full day of exploring the city you love, downtown dates should be on your to do list this Valentines.
Start With Something to Do
Kick things off with a stroll around Lake Eola Park, where swan boats, skyline views, and murals to discover set an easy, romantic tone. With so many venues downtown there’s truly something for everyone if you want to treat your valentine to some of the hottest tickets in town. See internationally acclaimed jazz vocalist Jane Monheit live at Judson’s Live on February 14, experience the magic of Harry Potter and the Cursed Child at the Dr. Phillips Center from February 13–15, or cheer on the Orlando Solar Bears as they take on the Kansas City Mavericks at the Kia Center on February 13 and 14. From Broadway hits to live music and high-energy sports, downtown has something to match every Valentine’s vibe.
Plan a Memorable Meal
From intimate dinners to lively dining rooms, downtown offers something for every kind of Valentine. Start off strong with brunch at spots like The Monroe or Craft & Common. Enjoy vibrant Greek favorites at Acropolis Greek Taverna, or savor intense flavoursflavors served with elegance at Leiah or The Boheme. Looking for something more casual? Grab tacos, pizza, or late-night bites and keep things relaxed.
For a chef-driven experience this Valentine’s, discover culinary excellence at Sushi Saint’s with their exclusive 8-seat Omakase Room. From February 13 through 15 you can a special 12-course experience curated by Michelin-starred Chef Michael Collantes offered for both lunch and dinner. Or visit Reyes Mezcaleria or Sparrow Wine Bar where chef Wendy Lopez, who has just been nominated for a 2026 James Beard Award will have thoughtful menus prepared to make the evening really special.
Grab your Galentine’s
Maybe you’re looking to just grab your besties and make a night of it! Goblin Studios is serving up creative, hands-on experiences perfect for celebrating Galentine’s Day in downtown Orlando.
Roll into something delicious with a beginner-friendly sushi-making class led by Chef Mark on February 13. You’ll learn the basics of sushi prep, rolling techniques, and plating like a pro, then enjoy the restaurant-quality rolls you make together. Prefer a little paint with your pour? Paint & Sip: Starry Night on February 14, invites you to unwind, sip, and create your own masterpiece in a laid-back, social setting with music, drinks, and great vibes. Or get crafty at the Chapstick Keychain Workshop on February 16, where you’ll build a custom lip balm keychain from start to finish, perfect for crafters or anyone who is looking to learn a new skill. These Galentine’s experiences are all about creativity, connection, and celebrating friendship.
Ride DTO + ParkDTO = A Stress-Free Date Night
We’ve made getting to and around downtown Orlando for Valentine’s Day smooth with ParkDTO and RideDTO. ParkDTO makes parking easier by offering up to two hours of free parking, available up to 12 times per account when you use the code “ParkDTO” in the ParkMobile app, perfect for date night stops, dining, and exploring downtown.
Once downtown, Ride DTO helps you move seamlessly between restaurants, entertainment, and Valentine’s Day experiences. Available every day from 8:00 a.m. to 8:00 p.m., using the Ride Circuit app you can get picked up and dropped off exactly where you need to be, for just $1.00 per ride! New users can enjoy their first three rides free with promo code RIDEDTO, making it even easier to plan a date that flows from start to finish.
This Valentine’s weekend, skip the ordinary and fall in love with downtown Orlando, where great food, vibrant culture, and unforgettable experiences are always on offer.