The Top 10 Things To Do Memorial Day Weekend in Orlando, May 22 - 25, 2026
- Emma Walton
- 1 hour ago
- 4 min read
Memorial Day Weekend is here and as we kick off summer there is tons of activities to enjoy in Orlando and throughout Central Florida. To ensure you don't miss the best things to do, we've brought together the ten best things to do in Orlando this Memorial Day Weekend.
Looking for something fun to do in Orlando this Memorial Day Weekend? Great, because there is tons of exciting happening around the city, including live music, stand-up comedy shows, car shows, sporting events, musicals, plays, nightlife, food and drink experiences, Memorial Day events, and so much more.
Where do you start? Well, wiith so much to do this Memorial Day Weekend in Orlando and throughout Central Florida, we've selected the top 10 events and things to do that we consider must-do, events that you can't afford to mis, and that will make your Memorial Day Weekend memorable.
Top 10 Things To Do In Orlando this Memorial Day Weekend, May 22 - 25, 2026
May 21 - 25
Join Boxi Park at Lake Nona for a full weekend of live music, food and drink specials, and good vibes. Start with live music and run club on Thursday, live music on Friday, test your skills at giant beer pong with live music on Saturday, and bring the family out for tons of fun on Sunday. Bonus round… the're open Monday!
May 22 - 25
Join the Promenade at Sunset Walk for our Memorial 4 Day Weekend as we honor the men and women of our military who sacrificed their lives for our country. Please join us for one or all four days! Enjoy nonstop live music, street performers, over 30 restaurants, shops, and experiences.
May 22 - 24
Celebrate the pageantry, parties, music and flavors of Trinidad & Tobago, Jamaica, Guyana, Barbados, and other Caribbean nations during Orlando Carnival Downtown. The three-day party will include an extravagant runway show, a Caribbean music festival with Calypso singers, moko jumbies, steelpan and more, plus a downtown Orlando parade, a Caribbean food festival and a show-stopping concert at Tinker Field.
May 22
Orlando’s ONLY Water Park Live Event Party complete with a DJ Club Set by Dustin Lynch, Foam Party, Drink Specials, and exclusive access to Island H2O’s thrilling slides, lazy river, and wave pool at night!
May 23 - 24
Kids Fringe, a family-focused extension of the Orlando Fringe Festival is a kid-friendly fringe experience of shows, crafts, activities, and games. All for FREE! Perfect for kids of all ages at Orlando Garden Club — 710 E Rollins St, Orlando.
May 23
ALL-IN is Old Town Entertainment District's newest Signature Event, a one-night-only showcase created for builders who don't cut corners, and cars that were built to be seen. Exotic, import, classic, muscle, any year, any era, no year restrictions, if it's show quality, you are welcome here. Roll through our famous Old Town car parade, cruising through the Entertainment District in Kissimmee, surrounded by some of the most stunning machines you'll ever see in one place. It's not just a show, it's an experience, the kind that reminds you exactly why you fell in love with car culture in the first place.
May 23
A high-energy system is approaching Sanford with sustained riffs and skanking conditions! West End Trading Co. and Kona Big Wave are bringing the storm back to Sanford with the 19th Annual Hurricane Party Music Festival on Saturday, May 23. This is an all day, high-energy celebration of
May 23
The fourth Saturday of most months, about 150 Classic Cars cruise into beautiful Ferran Park in Downtown Eustis. Enjoy our downtown shops and restaurants, great music and cool cars.
May 25 - 30
Wild Florida will host a one-of-a-kind event centered around one of Florida’s most recognizable, yet misunderstood animals… the American alligator! The week includes live demonstrations and interactive experiences. There will be plenty of fun photo-ops and guest appearances made by some popular inhabitants of the Gator Park. The best part is the’ll be giving everyone who makes a small cash donation to Wild Florida Cares FREE admission to the Gator Park during Gator Week! Bills donated will help graduating Osceola County high school seniors pay for college.
May 25
Members of the original Cypress Gardens Water Ski Team continue to WOW central Florida audiences, and work to pass on their water skiing skills to the next generation. Be sure to check out the FREE Cypress Gardens Water Ski show at the newly remodeled Martin Luther King Jr Park, on Lake Silver, Winter Haven.
For a complete guide to everything happening in Orlando this month, check out The Best Things To Do In Orlando This Month.
Before attending any of the events listed on Gotta Go Orlando, you should contact the organizer or venue to confirm that the event is taking place as information, changes, and cancellations can and do occur.
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