News Summary
On June 21 and 22, Orlando will host numerous events that cater to all interests, including a scenic fun run, a centennial celebration, cultural festivities, and family activities. Highlights include the Wild Watermelon 3K, Mascotte’s Centennial Celebration, Juneteenth: A Freedom Celebration in Clermont, and various family-oriented events at Boxi Park and Center Street. Additionally, the Keel Farms Watermelon Festival will offer entertainment for all ages. Residents and visitors can enjoy a vibrant weekend full of community involvement and shared experiences.
Orlando, FL – A variety of exciting events are set to take place in Orlando and surrounding areas on June 21 and June 22, bringing together music, fun runs, family activities, and cultural celebrations for residents and visitors alike.
On Saturday, June 21, the Wild Watermelon 3K will kick off the weekend at Brevard Zoo, starting at 7:30 a.m. This scenic run is open to participants of all ages and offers a unique experience with views of various animals in the zoo. Participants can enjoy a festive, watermelon-themed atmosphere as they race through the beautiful grounds.
Later in the day, the City of Mascotte will host its Centennial Celebration from 12 p.m. to 6 p.m. The event coincides with the city’s 100th anniversary and will take place at 219 W. Myers Blvd. Festivities will include live music, vendors, bingo, children’s activities, and a car show, making it a perfect outing for families and community members.
At Clermont’s Waterfront Park, the Juneteenth: A Freedom Celebration will commence at 3 p.m. The event will feature cultural performances, community vendors, food, and reflective discussions on freedom and unity, providing an enriching experience for attendees.
For those looking for more leisurely entertainment, Make Music Day is being celebrated at the Orange County Administration Center on Saturday, June 21, with a series of free performances. Additionally, the Bill Bellamy Comedy Show will entertain audiences at the Orlando Funny Bone on June 20 and 21.
The weekend wraps up on Sunday, June 22, with several family-friendly events. Boxi Park in Lake Nona will host a Family Fun Day starting at 1 p.m., featuring activities such as live music, face painting, and various food options designed for families to enjoy together.
Also on June 22, the Aqua Social event is scheduled from 10 a.m. to 2 p.m. at Center Street in Altamonte Springs, offering a vibrant atmosphere for relaxation and community fun. The Grown-Up Book Fair will take place at Home State Brewing Co., appealing to book lovers looking for a unique experience.
Concurrently, from June 21 to 22, the Keel Farms Watermelon Festival in Plant City will host numerous attractions including food trucks, bounce houses, water slides, and watermelon contests, ensuring fun for all ages throughout the weekend.
Beginning the following weekend, ICON Park will kick off a free outdoor concert series featuring local and regional bands every Saturday and Sunday from June 22 to August 4, from 4 p.m. to 7 p.m. A live DJ will provide entertainment until midnight on those evenings, promising a lively atmosphere for music lovers.
Overall, these events reflect a broad spectrum of entertainment tailored to various interests and age groups, ensuring that both locals and visitors have plenty of opportunities for enjoyment throughout the weekend. Most events are either free or available at low costs, making them accessible to everyone in the community.
Whether seeking adrenaline in a fun run, engaging in cultural celebrations, enjoying family-centered activities, or simply unwinding with live music, Orlando’s weekend lineup celebrates community involvement and the joy of shared experiences.
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Additional Resources
- Orlando Date Night Guide
- WESH: Juneteenth Events 2025
- Fox 35 Orlando: Juneteenth Events
- Orlando Magazine: Event Calendar
- Orlando Weekly: 21 Big Things Coming
- Wikipedia: Orlando
- Google Search: Orlando events June 2025
- Google Scholar: Juneteenth celebration Orlando
- Encyclopedia Britannica: Juneteenth
- Google News: events in Orlando

Author: STAFF HERE ORLANDO WRITER
ORLANDO STAFF WRITER The ORLANDO STAFF WRITER represents the experienced team at HEREOrlando.com, your go-to source for actionable local news and information in Orlando, Orange County, and beyond. Specializing in "news you can use," we cover essential topics like product reviews for personal and business needs, local business directories, politics, real estate trends, neighborhood insights, and state news affecting the area—with deep expertise drawn from years of dedicated reporting and strong community input, including local press releases and business updates. We deliver top reporting on high-value events such as Orlando International Fringe Theatre Festival, Megacon Orlando, and Central Florida Fair. Our coverage extends to key organizations like the Orlando Economic Partnership and Hispanic Chamber of Commerce Metro Orlando, plus leading businesses in leisure and hospitality that power the local economy such as Walt Disney World Resort, AdventHealth, and Universal Orlando. As part of the broader HERE network, including HEREJacksonville.com, HEREPetersburg.com, HERETallahassee.com, and HERETampa.com, we provide comprehensive, credible insights into Florida's dynamic landscape.