Juneteenth in Winter Park: Jazz & Jubilee A Night Under the Stars

Join us for A Night Under the Stars at the 4th Annual Jazz & Jubilee Juneteenth in Winter Park, Florida! Saturday, June 20, 2026 | 5–10 PM | Shady Park, Winter Park, FL We’re back for Year 4—and this year’s celebration will be bigger, bolder, and more unforgettable than ever! Join us for the Fourth Annual Juneteenth Celebration in the heart of the historic African American community of Hannibal Square, presented by The City of Winter Park (@winterparkparksandrec) and The Equity Council Corp.

Gatorland’s Gatorpalooza

Gatorland is happy to announce it’s Seventh Annual Gatorpalooza Weekend, May 30-31, 2026. Gatorpalooza 2026, included with park admission, will feature music, artisans, vendors, family fun, giveaways, appearances by the Gatorland Vlog Team and, of course, all the alligators, animals, and awesomeness that a day at Gatorland has to offer. Gator Gully Splash Park, also included in park admission, is a great way for kids and adults to cool down and have a blast. On Saturday, May 30, don’t miss the Sixth Annual Gatorland’s Florida Man Challenge.

Independence Day Celebration

Commemorate the 250th anniversary of the signing of the Declaration of Independence with free admission to the Morse Museum on July 4th weekend. From Friday, July 3, through Sunday, July 5, the Museum invites the community to explore the galleries at no cost. The celebration kicks off Friday with extended hours from 9:30 a.m.–11 p.m., with live music from 9–11 p.m. Saturday also (9:30 a.m.–4 p.m.) features live music from 1–4 p.m.

Red, White, & Scoop

Join Osceola History for a FREE, community event celebrating America's 250th Anniversary! Enjoy crafts, ice cream, and view our new temporary exhibit, "America 250: A Visual Voyage" with special artifacts from our archives on display in the Buster Kenton room at the Welcome Center & History Museum!

 

America 250: July 4th Star Spangled Celebration

Join us as we celebrate America 250 with Sunset Walk Orlando’s annual July 4th Star Spangled Celebration, starring DFALC on the “Red, White & YOU” Tour, plus special guests DJ Scotty B and Guitar Army 250.

Monumental Fourth of July

Celebrate Independence Day in a monumental way at Kissimmee Lakefront Park! This is our biggest event of the year and it's packed with live entertainment, activities for all ages, and of course our fireworks grand finale at 9 PM.

Kick Off to Summer

Join Osceola History, the Osceola Library System, and WUCF for a day of fun at the Welcome Center & History Museum! Visit the OLLie van to: Pick up your library holds. Browse & check out books from the mobile collection. Drop off your returns. Access FREE Wi-Fi. Sign up or renew your library card. Step inside the museum to: Explore exhibits on Osceola County’s history. Take part in a fun scavenger hunt. Do crafts. Play on our train tables and in our Early LearnHub barn. Meet Xavier Riddle!