The Top 10 Things To Do in Orlando this Week, May 18 - 24, 2026
- Emma Walton
- 41 minutes ago
- 4 min read
As we head into Memorial Day Weekend, there is so much to do in the week ahead, and to help you decide what to do, we've selected the top ten events happening in Orlando this week.
It's the start of a new week in Orlando, and we have Memorial Day Weekend to look forward to!
The city has a jam-packed calendar of exciting events and activities happening throughout the city in the days ahead for all ages. his week features a wide variety of entertainment, including live music, sporting events, community festivals, car shows, theme park happenings, and more!
To ensure you don't miss anything, we've brought together the top 10 things to do throughout Orlando, and Central Florida. Have a great week!
Top 10 Things to Do in Orlando This Week, May 18 - 24, 2026
May 12 - 25
The longest-running Fringe Theatre Festival in the United States features every genre imaginable, including drama, dance, musicals, comedy, burlesque, puppetry and more. Orlando’s 14-day immersive cultural experience, the Annual Orlando International Fringe Theatre Festival includes over 2,000 ticketed performances, and includes an outdoor music festival called Visual Fringe, which features displays of art, while Kids Fringe provides weekend play and entertainment for younger audience members.
May 19
Celebrate 250 Years of the United States is a landmark concert presented by Orlando Sings, bringing together more than 300 singers from across Central Florida for a powerful musical tribute to our nation’s founding ideals in the surrounds of Steinmetz Hall.
At the heart of the program is Brandon Boyd’s “Redeem the Dream,” a stirring work rooted in the Declaration of Independence and inspired by Langston Hughes’ poem “Let America Be America Again.” This piece invites audiences to reflect on the founding promise that all people are created equal and to consider how each generation carries forward the American dream.
The concert concludes with beloved patriotic music and tributes honoring veterans of every generation. Together, these performances offer audiences a chance to celebrate our shared history, reflect on the journey of the past 250 years and look forward with renewed hope and civic spirit.
May 20
Join the fun at Luminary Green Park for an evening of community, shopping, and cinema! Explore 20-25 unique vendors featuring local favorites and curated goods, supporting Creative Village’s vibrant community. Whether you're a resident, student, or worker, it's the perfect way to connect and enjoy the neighborhood.
Then it's time to experience a free, family-friendly outdoor movie series featuring stunning LED visuals and immersive sound.
May 21
Your invited to Taste, Sip, & Savor unlimited food, drinks with live music at the Taste of Altamonte at Cranes Roost Park, Altamonte Springs, benefiting the Altamonte Springs Rotary Foundation non-profit. This premier food and beverage event in Central Florida showcases over 40 restaurants and beverage providers.
It's an unforgettable evening you won't want to miss lakeside in beautiful Cranes Roost Park!
May 21
Enjoy free admission to the Orlando Museum of Art during Access for All, a monthly free day dedicated to the community featuring extended hours, special programs, and opportunities to connect with art.
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 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 ska, punk, and reggae.
For our 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.
About Us
Gotta Go Orlando is your local source for entertainment news, events and things to do in Central Florida. We feature the latest concerts, theater news, arts & culture, nightlife, food & drink. theme parks, attractions, festivals, events, and more.
Contact Us
Contact us here. To advertise with us, click here. To list your upcoming event, submit it here.
Keep In Touch
Sign up for our newsletter and stay in the loop with all the latest news from Central Florida, and join the local conversation on X, Facebook, and Instagram, plus, catch the latest on YouTube.
Comments