Live music in Osceola County, FL

Sunbridge Farmers Market features in-season fruits and vegetables, artisan-made goods, and live music in a setting that highlights Sunbridge’s natural character. Local vendors emphasize waste-free options, and family-friendly nature activities add to the community feel. The information center shares updates about what is taking root in Sunbridge for anyone interested in learning more.

Old Town’s Karaoke Nights turns the Main Stage next to Southern Breeze into a welcoming spotlight for singers of every level. Whether pitch perfect or a little off-key, performers step to center stage, have fun, and enjoy a brief moment of fame under the lights.

At One More Pickleball in St. Cloud, this evening blends court time, a lively soundtrack, and Prosecco to set the tone. Social Paddle shapes the experience with rotating pickleball rounds that keep things fun, social, and moving. Kimberli, a Melbourne pickleball socialite, co-hosts alongside NYC-born international DJ Spin Easy, whose credits include Snoop Dogg, Akon, Ice Cube, and U.S. Soccer. The playlist spans R&B, hip hop, pop, dance, Latin, and favorites from the 80s, 90s, and 2000s. Each ticket includes Prosecco to kick off the night. Prefer to relax instead of play? Enjoy the music, the Prosecco, and the upbeat social scene, no paddle required.

At 4Corners Tavern, Puzzles' Jukebox Bingo blends music with classic bingo gameplay. There are four rounds built around four different playlists, resulting in four winners and four prizes. The music spans every decade and genre, so the next track is always a surprise. Participants use a digital bingo card on a phone or tablet, check off the songs they hear, and try to be the first to call bingo. A charged phone or tablet is required for the digital cards. Presented by Puzzles Entertainment.