Thursday, June 19

5th Annual Facets of Freedom Festival Black Theatre Girl Magic is proud to announce its 5th Annual Facets of Freedom Festival, a full-day celebration of Juneteenth. 10 am Thursday; Orlando Family Stage, 1001 E. Princeton St.; free; 407-896-7365; orlandofamilystage.com.

Freedom Forward: A Juneteenth Celebration Empowerment through fitness, food and fun for the family. Special guests include Orange County Mayor Jerry L. Demings and JoJo O’Neal from Star 95.4 FM. 6-8 pm Thursday; Barnett Park, 4801 W. Colonial Drive.

Juneteenth Fashion Show Witness breathtaking runway shows featuring innovative designs, unique styles and sartorial masterpieces from five talented designers. 6 pm Thursday; Osceola Arts, 2411 E. Irlo Bronson Memorial Highway, Kissimmee; $50-$75; 407-906-5582; weddingwish.org.

Juneteenth in Winter Park: Jazz & Jubilee, A Night Under the Stars Enjoy electrifying performances, shop Black-owned vendors and honor heritage in Hannibal Square. RSVP or apply to vend now at equitycouncilcorp.org. 5 pm Thursday; Shady Park, 721 W. New England Ave., Winter Park; free; 407-490-2902; equitycouncilcorp.org.

Kinbridge Juneteenth Family Fun Day Free family fun, face painting, snow cones, health screenings and more. A community event honoring freedom and connection. Noon Thursday; Kinbridge at Oviedo, 450 Oviedo Boulevard, Oviedo; free; 813-758-6772; kinbridgeliving.com.

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Friday, June 20

Juneteenth Art & Film Expo Immerse yourself in a diverse selection of films from around the world. From paintings to sculptures, photography to mixed media, there’s something for everyone to enjoy. 4 pm Friday; St. Cloud Civic Center, 3001 17th St., St. Cloud; $20-$50; 407-906-5582; weddingwish.org.

Juneteenth Opening: The Collection of Jordan Jones, also known as JJ the Artist Sponsored by the Black History Committee of Orange County for this year’s Juneteenth Celebration. Jordan Jones’ artistic style is rooted in realism using acrylic mediums. 5:30 pm Friday; Orange County Administration Building, 201 S. Rosalind Ave.; free.

Playwrights’ Round Table: Juneteenth Celebrate freedom for all with a production of Juneteenth, dedicated to celebrating new plays by Black playwrights. We are proud to present this diverse set of plays. 8 pm Friday through 8 pm Thursday, June 26; Imagine Performing Arts Center, 1220 Oviedo Mall Blvd., Oviedo; $20-$50; 407-986-0494; imagineperformingartscenter.org.

Saturday, June 21

Juneteenth: A Summer Celebration of Culture Live music by Carolyn Harding and DJ Samp. Enjoy a streetball event by Court Kingz along with food and beverages, kids’ activities and fellowship. 3 pm Saturday; Cauley Lott Park, 1717 N. Highland St., Mount Dora; free.

Juneteenth Community Celebration; 10 am Saturday; Charlie Mae Wilder Park, 1203 E. Plant St., Winter Garden; free; 407-656-4111; cwgdn.com.

Love & Liberation: A Boldly Unapologetic Juneteenth Pride Celebration Hosted by Come Out With Pride. 2 pm Saturday; Central Florida Fairgrounds, 4603 W. Colonial Drive; free; 407-295-3247.

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This article appears in Jun 11-17, 2025.

Jessica Bryce Young has been working with Orlando Weekly since 2003, serving as copy editor, dining editor and arts editor before becoming editor in chief in 2016.