Real events, real dates — across Ocoee, Winter Garden, Winter Park, St. Cloud, Lake Nona, Orlando & beyond.
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Event Sources — Updated Weekly
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Showing 22 events · Arts(sorted by date)
Week-long plein air painting festival where artists paint throughout Winter Park's parks, lakeshores, and streets. Public can watch artists at work and purchase original paintings. Free to watch.
64th Annual Apopka Art & Foliage Festival. Juried artisans, top foliage growers, live music, wine & beer garden, food vendors, and a Kids Zone. Free admission ($5 parking benefits Boy Scout Troop 211).
A large-scale theatrical production blending powerful storytelling with immersive visual elements. Two performances at Dr. Phillips Center. Tickets at drphillipscenter.org.
A Mother's Day-inspired celebration at Pioneer Village at Shingle Creek honoring Osceola County's birthday. Enjoy tea, parasol painting, and picnic-style programming in a beautiful heritage setting.
54th Annual Mayfaire by-the-Lake along the shores of Lake Morton in Downtown Lakeland. 150+ juried artists, Kids Zone with hands-on activities, local food vendors, and free museum admission. Free to attend.
The Orlando Philharmonic performs Beethoven's iconic Ninth Symphony across two dates at Steinmetz Hall. The program features the legendary "Ode to Joy" and a full-scale classical concert experience. Tickets at drphillipscenter.org.
A Winter Park Chamber networking event running from 5:00–6:30 PM. Features refreshments, business introductions, and structured networking designed to build local professional connections.
A dynamic blend of vocal and visual performance elements at the Dr. Phillips Center. Offers a unique cultural experience in an intimate setting. Tickets at drphillipscenter.org.
The acclaimed Broadway touring production based on the bestselling novel and beloved film. Six performances at the Dr. Phillips Center. Tickets available at drphillipscenter.org.
A community book discussion event hosted at the Orlando Public Library. May's featured book is Dungeon Crawler Carl by Matt Dinniman. A great cultural gathering for local readers.
35th Annual Orlando International Fringe Theatre Festival — Florida's largest multi-arts festival. 14 days, 1,000+ performances across theatre, comedy, dance & musicals at Loch Haven Park. Show tickets up to $15 + $10 festival button. Kids Fringe weekends (May 16–17 & 23–24) are free.
A dance recital at Steinmetz Hall inspired by Wicked, showcasing performers across multiple dance styles. Emphasizes storytelling, creativity, and community talent. Tickets at drphillipscenter.org.
The hit Broadway musical SIX arrives in Orlando for a limited run. It reimagines the stories of Henry VIII's wives through a modern, high-energy pop concert format. Tickets at drphillipscenter.org.
The Orlando Philharmonic presents Rimsky-Korsakov's Scheherazade at Steinmetz Hall. A rich and immersive orchestral performance across two evenings. Tickets at drphillipscenter.org.
A conference focused on Latin music featuring panels, networking opportunities, and performances for artists, executives, and music industry professionals. One of the more business-forward events in the lineup.
A Regency-era themed roller skating event inspired by Bridgerton. Guests are encouraged to wear gowns, gloves, and period-inspired attire. Features a tea party soundtrack, light refreshments, finger foods, and themed photo opportunities. Tickets: $20.
A one-night performance showcase featuring acclaimed dancers and winners from the 2026 World Ballet Competition. A polished, performance-forward event with prestige and broad audience appeal beyond the local dance scene.
Experience James Cameron's Avatar like never before — live in concert with the Orlando Philharmonic Orchestra and Opera Orlando performing the complete score as the film plays on a massive screen. A breathtaking cinematic and orchestral experience. Tickets at drphillipscenter.org.
Multi-day salsa dance festival at the Hyatt Regency Orlando featuring workshops, competitions, and performances by world-class instructors. A premier event for the Latin dance community. Tickets on Eventbrite.
Opening night of the Dog Days of Summer art exhibit at Winter Garden City Hall. Community members are invited to bring their dogs to this "Ulti-MUTT" art exhibit launch party. Free to attend.
Dr. Phillips Center presents Sondheim's beloved musical Into The Woods starring Jodi Benson (the voice of Ariel from The Little Mermaid). Three performances in Steinmetz Hall — Friday through Sunday. A magical theatrical experience for all ages. Tickets at drphillipscenter.org.
Monthly free day at the Orlando Museum of Art every third Thursday. Free admission, live performances, and extended hours until 8 PM. Check omart.org for current exhibitions.
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