Orlando Top 10 - May 2025

CYRANO DE BURGER SHACK 

May 2 – 4 at Orlando Family Stage. This musical takes popular songs from the 80s to 2000s and mashes them up to tell the story of Cyrano, the king of the local Burger Shack who can’t seem to win the love of his best friend, Roxanne. orlandofamilystage.com 

MILK RUN 5K 

May 3, 7:30 a.m. Participants will run through the historic streets of downtown Orlando while enjoying the sights and sounds of the Milk District. The first 100 registered runners will receive a coupon for a free gallon of milk. Race proceeds will go to the Central Florida Chapter Second Harvest Food Bank. themilkdistrict.org 

KENTUCKY DERBY DAY 

May 3, 4 p.m. - 8 p.m. at Baldwin Park. Come dressed in your finest Kentucky Derby fashion and enjoy shopping with local vendors, fun kids' Derby horse races, and watch the Derby at participating Baldwin Park hotspots. Plus, grab a pic at the photo station! More info on Facebook at First Fridays and More.  

ROUTE 66 

May 9 – June 8 at the Winter Park Playhouse. This musical celebration begins with the sounds of 1950s Chicago and travels along the "Main Street of America" to the California coast with surf music of the 1960s.  This revue features four men singing 34 of the greatest hits of the 20th century. winterparkplayhouse.org 

KIDS NIGHT OUT 

May 10, 6:30 p.m. - 10 p.m. at the Central Florida Zoo. It’s kids only (ages 5-12) on this special Kids Night Out. Everyone will get to meet cool animals up close and take a flashlight tour of the Zoo. They’ll play games, make a craft, and enjoy a snack, before you come back. Reserve in advance. centralfloridazoo.org 

MOTHER’S DAY 

May 11, 9 a.m. - 6 p.m. at Leu Gardens. Moms enjoy free admission. Explore 50 acres of gardens and take a step back in time with a tour of the Historic Leu House Museum. Pack a picnic with your mom’s favorite treats and relax in the garden. leugardens.org 

THE ORLANDO FRINGE FESTIVAL 

May 13 – 26 at various locations in Orlando. A multi-day, unjuried, uncensored performing arts festival featuring theatre, music, dance, comedy, and visual arts. Visual Fringe showcases local and national artists through gallery exhibits, live demos, and an art market. 100% of ticket sales & art purchases go directly to the artists. orlandofringe.org 

EPIC UNIVERSE OPENS 

May 22 at Universal Orlando. Step through amazing portals transporting you to The Wizarding World of Harry Potter – Ministry of Magic, SUPER NINTENDO WORLD, How to Train Your Dragon – Isle of Berk, Dark Universe and Celestial Park. Capacity is limited, purchase tickets in advance. universalorlando.com 

ORLANDO CARNIVAL DOWNTOWN 

May 23 – 25 at Camping World Stadium & Tinker Field. This colorful celebration of Caribbean culture features a parade of costumed performers, the rhythms of soca, reggae, and calypso music, and a diverse range of Caribbean food and crafts. Purchase tickets in advance. campingworldstadium.com 

SCIENCE NIGHT LIVE 

May 31, 8 p.m. at the Orlando Science Center. Everything you love about the Science Center – without the kids, with special programming designed just for adults. Featuring a new theme each time, no two Science Night Live events are the same! Must be 21 years or older to attend. osc.org