Live music in Wildwood, FL

The Mudds bring a blend of smooth jazz and blues to Hotel Eastport’s Boardwalk Bar in The Villages’ newest town. The performance features the legendary Boston Bongo Bob and takes place in a pet friendly setting with scenic views. Guests can enjoy adult beverages and order from the Boardwalk Bar menu while they listen. If the weather is too hot or rainy, the music moves indoors so the experience stays comfortable.

Thursday nights feature an open jam showcasing local musicians and spontaneous collaborations. Bring an instrument and some friends, or simply enjoy the atmosphere. A full backline will be available. The cover is $10. BYOB and snacks are allowed.

A weekly Vibe Tribe get-together focused on connection, creative expression, and music takes place at Belleview Storage.Com. The setting is family friendly and welcoming. The gathering begins with a guided support circle that offers a caring, nonjudgmental place to check in, listen, and be heard. Speaking is optional, and there is no advice giving or preaching. After the first hour, it shifts into an open, collaborative jam where instruments are encouraged, ideas move freely, and feelings can be expressed through sound. All instruments and experience levels are welcome. The atmosphere is inclusive and centered on community, whether you want to share, listen, make music, or simply be present.

This live Deconstructing the Music presentation is led by Scott Frieman, host of Deconstructing the Beatles on public television. The session explores The Beatles album Sgt. Pepper’s Lonely Hearts Club Band, an influential landmark in rock history. Rolling Stone has called it the most important rock and roll album ever and praised its concept, sound, songwriting, cover art, and innovative studio work. Frieman traces how the record came together and highlights tracks such as "Lucy In The Sky With Diamonds," "She’s Leaving Home," and "A Day In The Life." The program delivers an in-depth look at what distinguishes the band and this album.

Red Shirt Friday karaoke brings open mic singing and song requests to Frank's Rack & Grill in Leesburg’s historic downtown, hosted by DJ Jeff-fa-fa from the local cover band Rock Hard. The venue has reopened with new owners and new management, formerly known as Frank’s Place. Singers take the stage with a Bose L1 Pro 8 sound system and the focus is on showcasing local talent in a fun, welcoming atmosphere. The theme highlights Remember Everyone Deployed, with gratitude for U.S. military service members and veterans. Guests can expect a full bar, a billiards hall with APA leagues, and a menu of food and snacks. The indoor space is smoke free, while smoking and vaping are allowed outside under cover, and bikers are welcome.

Bike Night hosted by AmVets Post #2006 in Leesburg welcomes the public for an evening of activities. Expect a 50/50 and bottle raffle, food and beverages available for purchase, and live music with details to follow. Fairy Hair services will be offered in the order of arrival, so please plan ahead.

Enjoy a rock and roll themed bingo night filled with music, fun and chances to win prizes. It is free to play and features a lively, groovy atmosphere. Handmade ice cream is available, including boozy options.

Open karaoke fills Frank's Rack & Grill in Leesburg every Wednesday night, presented by Son-Rae Entertainment and hosted by DJ Jeff-fa-fa. The indoor, smoke-free setting welcomes singers and music lovers to step up to the mic and request their favorite tracks. Performances run through a Bose L1 Pro 8 sound system for clear, balanced audio, and the night highlights local talent with a relaxed, friendly vibe. Frank's is back open under new ownership and management, previously known as Frank's Place. Guests can enjoy a full bar, a billiards hall with APA leagues, and a selection of food and snacks. The establishment is non-smoking and non-vaping inside, with covered outdoor areas available for those who wish to smoke or vape. Bikers are welcome.