Local Events Roundup: What’s Happening Around Central Florida This June?

​By: The Clearvue Insurance Team

At Clearvue Insurance, we’re proud to serve families and businesses across Central Florida. While we’re always here to protect what matters most, we also believe in celebrating what makes our communities special — and that includes local events that bring people together. 

Here’s a roundup of fun, family-friendly things to do this June across our service areas: 

​📍 Seminole County 

🎶 Oviedo Nights Summer Concert Series 
Every Friday in June | Oviedo Amphitheatre 
Live music, food trucks, and fun for the whole family. Bring a lawn chair and enjoy the summer vibes under the stars. 

🐾 Paws & Pints at Sanford Brewing 
June 16 | Sanford 
Support a local shelter while sipping craft beer. Pet adoptions, vendors, and dog-friendly activities. 

📍 Orange County 

🎆 Baldwin Park Independence Bash (Early Celebration) 
June 29 | Baldwin Park, Orlando 
Fireworks, vendors, and live music around Lake Baldwin. One of Orlando’s favorite pre-July 4th traditions. 

🎨 Downtown Arts District's 3rd Thursday Gallery Hop 
June 20 | Downtown Orlando 
Explore local galleries, live music, and pop-up markets in the city’s creative core. 

📍 Lake County

🚲 Leesburg Bikefest Summer Edition 
June 14–16 | Downtown Leesburg 
Motorcycles, vendors, concerts, and contests — one of Florida’s largest bike events returns for the summer. 

🌽 Clermont Farmer’s Market 
Every Sunday | Downtown Clermont 
Grab local produce, fresh flowers, and handmade goods while strolling the lakeside market. 

📍 Osceola County

🎭 St. Cloud Art in the Park 
June 8 | Lakefront Park, St. Cloud 
A family-friendly art and craft show with food trucks and live entertainment by the lake. 

📚 Osceola Library Summer Kickoff 
Multiple Dates & Locations 
Fun for kids of all ages — magic shows, storytelling, and summer reading prizes.   

📍 Polk County 

🎆 Red, White & BOOM Fireworks Preview 
June 28 | Lake Silver, Winter Haven 
A local favorite to kick off the holiday weekend — family-friendly, free, and full of fireworks. 

🎭 Theatre Winter Haven: “The Addams Family” Musical 
Now through June 23 | Chain of Lakes Complex 
Support local theater and enjoy a spooky-fun summer show. 

📍 Hillsborough County 

🍻 Tampa Bay Margarita & Music Festival 
June 15 | Julian B. Lane Riverfront Park, Tampa 
Tequila tastings, national music acts, food trucks, and fireworks to close out the night. 

🎨 Second Saturday Art Walk 
June 8 | Ybor City & Channelside 
Explore Tampa’s thriving arts scene with self-guided tours of galleries, studios, and pop-ups.