Live music in Winter Haven, FL

Settle into a restorative sound experience at Moon Dreamz guided by Sharon Quinn, with atmospheric guitar by Maestro Steve. The session blends carefully tuned sound bowls, steady rhythmic layers, and intuitive instrumentation to soothe the nervous system, reduce stress, and reestablish balance. The atmosphere is simple and pressure free, centered on vibration and tone for a grounded reset. It offers a welcoming space to unwind, reflect, and reconnect with yourself. Please bring a mat, water, and anything else that keeps you comfortable. All are welcome. Admission is $30.

Jessie's Lounge hosts a lively open jam led by Frankie, where musicians and music fans gather for spontaneous performances. Participants can bring instruments and take the stage, with all experience levels welcome. The focus is on shared creativity, high energy, and having fun. The bar serves drinks to complement the music, offering a comfortable setting to play, listen, and unwind.

Have fun with Jukebox Bingo.

Peace Train Karaoke brings a lively sing along experience to Jessie's Lounge. Attendees can take the mic for favorite songs, enjoy the playlist, and choose from a selection of drinks while the music keeps moving. Located in downtown Winter Haven.

A new entertainment venue is launching with Pavilion Poolside set to host live comedy and music across every genre. Look forward to a wide-ranging mix of performances for different tastes. Updates and announcements about upcoming shows will be shared soon.

Rock for Paws 2026 raises support for the Polk County Bully Project and the homeless dogs of Polk County. The night features live music and dancing with Polk County rock band Smokepoint, along with food, beverages, raffle items, and Rock for Paws concert T-shirts. It is a chance to reconnect with friends and meet new people within the PCBP community. Music references include Bon Jovi’s Livin’ on a Prayer, Journey’s Don’t Stop Believin’, Footloose, and Play That Funky Music, pointing to rock and dance favorites. Tickets and sponsorship opportunities are available.

The Sellouts bring live music to Swan Brewing with a lineup featuring vocalist Rick Gold, bassist Walt Clayton, drummer Eina Dorado, and guitarist Tom Norman. Expect a music-filled set and a relaxed atmosphere.

A free, all ages punk rock marketplace fills Swan Brewing with live sets from TORCHMOUTH, GOVERNMENT SUBS, TWIGGY BRANCHES, SEVERED SILENCE, NO FRAUD, and a returning PANGOLIN. Browse more than 70 vendors and food trucks from across Central Florida offering vintage and upcycled clothing, band tees, horror collectibles, skateboards, rare vinyl and CDs, stickers and patches, original art, handmade jewelry, original board and card games, pottery and unusual dishes, taxidermy and oddities, and plenty of other curiosities. A free skate area with ramps and boxes will be open, so bring a board or find new gear on site. Families will find a VW bus photo booth and kids activities including a bounce house. Food and drink options include Level Up Lemonade, Moonlit Macarons, Pamz Pizza Cones, Swan Brewing, The Melt Machine, The Rolling Pin Handmade, SB&B Seafood, and Bussin Ice Cream. Poster artwork is by Chain Assembly. Supported by Swan Brewing, LKLD / Haven Magazine, Art Crawl, DB Music, Scaradise, Boards For Bros, and Skully's Barber Salon. Vendor spots are fully booked. The market highlights human made creativity with no AI generated goods. A Punk Kid Production, LLC.

Enjoy a classic rock showcase featuring songs made popular by Journey, Loverboy, Van Halen and STP, plus other favorites, at Caribbean Bay Bar Inc.