The Top 10 Things To Do in Orlando this Weekend, June 5 - 7, 2026
- Emma Walton
- Jun 4
- 4 min read
The weekend is here and with so much to enjoy, we've brought together the ten best things to do in Orlando this weekend that you can't afford to miss!
Looking for something fun to do in Orlando this weekend? The good news is that there is a huge variety of exciting happening around the city, including live music, stand-up comedy shows, car shows, sporting events, musicals, plays, nightlife, food and drink experiences and so much more.
With so much to do this weekend in Orlando and throughout Central Florida, we've selected the top 10 events and things to do that we consider a must-do, events that you can't afford to miss, and that will make your weekend memorable!
Top 10 Things To Do In Orlando This Weekend, June 5 - 7, 2026
June 2 - 7
From Tudor queens to pop icons, the SIX wives of Henry VIII take the microphone to remix five hundred years of historical heartbreak into a euphoric celebration of 21st century girl power! This new original musical is the global sensation that everyone is losing their head over. See it live at Dr Phillips Center!
June 5 - 7
Pineapple Festival Weekend at Boxi Park takes over June 5–7. Feel the energy all weekend long with live music, vibrant performances, and festive fun throughout Boxi Park. On Saturday, June 6 the Pineapple Festival brings Lake Nona Town Center to life with a photo op, live band, bomba dancers, stilt walkers, and more. Gather with friends and family, soak in the music and atmosphere, and keep the party going all weekend long.
June 5 - 6
School’s out and the rodeo is in! Join us this summer at the Silver Spurs Rodeo in Kissimmee and enjoy the dirt-pounding action from the shelter of the Sunshine State's heat! Watch the sport of rodeo's seven traditional events: bull riding, bareback riding, saddle bronc riding, tie-down roping, team roping, steer wrestling, and women's barrel racing.
June 5
Enjoy a magical journey into a wildly fun, enchanting adventure with the cult classic Labyrinth in the beautiful surroundings of Leu Gardens.
June 6
Visit Lake Nona Town Center on June 6 at 5 PM for the annual Pineapple Festival. Indulge in authentic Puerto Rican cuisine and get ready to dance to the rhythm of live Latin music, while celebrating a day of rich culture and fun with your loved ones. Event entry is free and open to the public.
June 6
GRAMMY-nominated singer Charlie Puth’s “Whatever’s Clever!” 2026 World Tour comes to Addition Financial Arena on June 6, 2026, at 7:30 p.m. The stop will feature support from Lawrence and Ally Salort.
June 6 - 7
BRICK CONVENTION is the Greatest LEGO Fan Event on Earth and it's coming to Central Florida Fairgrounds, and brings all of the creative hands-on, minds-on fun of LEGO building and experiences together in one activity- and entertainment-packed family event for children of all ages and builders of all skills and interests.
June 6 - 7
During the first full weekend of every month, Bank of America and Merrill Bank offer cardholders free general admission on both Saturday and Sunday to more than 225 cultural institutions in dozens of cities across the US. This is a great way for all the family to explore Orlando's Museums, including PHENOMENA: The Exhibition, the latest limited-time exhibit at Orlando Science Center, and it's already wowing visitors with its hands-on experiences and captivating exhibits, with guests discovering how scientific principles create various illusions that fool their brains.
Valid cardholders can access free admission to the following area museums:
Orlando Science Center: 777 E. Princeton St. Orlando, FL 32803
History Center: 65 E. Central Blvd. Orlando, FL 32801
Orlando Museum of Art: 2416 North Mills Ave. Orlando, FL 32803
Mennello Museum of Art: 900 E. Princeton St. Orlando, FL 32803
Museum of Arts & Sciences: 352 S. Nova Rd. Daytona Beach, FL 32114
Tampa Museum of Art: Cornelia Corbett Center, 120 W. Gasparilla Plaza, Tampa, FL 33602
Florida Museum of Photographic Arts: 1630 E 7th Avenue Ybor., Tampa, FL 33605
Museum of Fine Arts, St. Petersburg: 255 Beach Dr. NE, St. Petersburg, FL 33701
June 7
Old Town Kissimmee transforms into the heartbeat of the import world for one electrifying night! Old Town Import Nights is where the passion for imports comes alive, bringing together the most jaw-dropping builds, die-hard enthusiasts, and an atmosphere unlike anything else in the area. This is the night the import community has been waiting for. From legendary JDM icons and precision-tuned machines to head-turning European masterpieces, every car that rolls through represents the dedication, craftsmanship, and love that defines true import culture. Trophy Row becomes the stage and your build is the star.
June 7
Mark your calendars for the latest Dreamers & Doers Market celebrating Pride Month! Paint With All The Colors Of Pride at The Event Center, Osceola Heritage Park. FREE entry, FREE parking, 60+ Vendors, and FREE activities all day. At Dreamers and Doers we strive to create a space where dreamers chase their passions and doers brings those dreams to life!
What are you most excited for this weekend? Let us know in the comments, and for a complete list of what's happening in Orlando this weekend, check out our Weekend Guide. 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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