Live music in Winter Park, FL

Catch Anyone Awake along with Awall, Preying Mantease, and The Stone Popes for a night of indie and alternative rock at Will’s Pub. General admission tickets are $15, and the event is 18+ with ticket holders required to present valid ID at entry.

SWITCH hosts an 80s Night at Good Times Bar & Grill. Enjoy a nostalgic, decade-themed evening centered on all things 80s.

Day's Trips presents a bus outing to Winter Park Playhouse for Never Can Say Goodbye, a 1970s beehive musical presented as a Southeastern Regional Premiere. The production honors the era’s defining sounds, with six women performing more than 30 favorites made famous by Diana Ross, the Jackson Five, Fleetwood Mac, Heart, Linda Ronstadt, Gloria Gaynor, and others. The itinerary includes a departure from PSL with a pickup in Vero, travel to the theater for the performance, time afterward in Winter Park for dinner at local restaurants, then a return home. Dinner is not included. The price is $105 per person, and payment is due upon booking. Tickets are nonrefundable, but they are transferable. Day's Trips, LLC holds Fl. Seller of Travel Ref. No. ST44375.

The Opal Hotel & Suites becomes the setting for an 808 Day pool party that also marks Shay’s birthday celebration, spotlighting bass, breaks, and beats with headliners, a strong local roster, poolside performances, and easygoing summer energy. Sporty-O from Atlanta brings his signature style to the hotel pool for his first Florida DJ set. Xquizit DJ X, an influential producer, DJ, and label owner since the mid 1990s, adds a catalog of original tracks and acclaimed mixes. Whiskey Pete, a widely recognized dance music MC, lends high-impact vocals and sharp lyricism. Orlando’s Jimmy Joslin, a veteran with four decades behind the decks and a key figure in the Florida breaks scene, rounds out the top bill. Additional sets come from Ill DJ Chris B, DJ Tooltime, Kid Digital, DJ Matrix, Supagroover, DJ MX, Adam Flurk, with more to be announced. Beyond the music, Rose Parker’s HOOPZ presents aerial and fire artistry along with Lollipop Lyra hoop dancing by the pool. Texas Hold ’Em poker tournaments run inside the venue with MD Entertainment and Primetime Poker, with entry via a 5 dollar tip to the dealer and prizes of 150 dollars for the day game and 200 dollars for the night game. RAYN Pool Bar & Cafe keeps the party fueled with a full bar and complete food menu throughout the event. Ticket options include 20 dollar pre-sale, 30 dollar general admission or door subject to capacity, and a 35 dollar bundle that includes the official 808 Day tee with admission. Early bird entry at 10 dollars is sold out. VIP packages at 300 dollars include four VIP tickets, reserved sections, and one bottle with mixers. The daytime portion is family friendly, and on-site accommodations make it easy to turn the celebration into a staycation.

At Shotski's Food and Drink, Karaoke with Jenny B creates a fun, welcoming vibe. Enjoy pool tables, darts, and poker along with drinks and friendly service.

Raq baby is bringing their melodic rap, hip hop, trap, and rap-new age sound to Fixtion Orlando for a live show. The event is listed for Saturday at 5:00 PM local venue time.

Kevian Kraemer is performing at Will's Pub in Orlando. The show is presented as an Indie Pop event, and tickets are available for general admission or a VIP package that includes a pre-show meet and greet, an intimate acoustic performance, and a signed tour poster.

Francesca Tarantino is performing at Conduit in Winter Park. The show is scheduled for 7:00 PM on Saturday, August 8.

Get ready for an indie dance party with live indie rock energy. This is an 18+ event at Will's Pub. General admission tickets are $20 plus fees, and entry will use eTickets or printed tickets, with Will Call available at the venue box office.

Step up to the mic for karaoke at Brooklyn South Bar, hosted by Shining Starz. Enjoy a casual, full service setting with a menu featuring snacks, appetizers, house specialties, hand tossed pizzas, burgers, handcrafted sandwiches, fresh salads, and more.

Catch a family-friendly live performance by The Wiggles for “Tree of Wisdom Spectacular” with an early show at Hard Rock Cafe Orlando. Seating options are available in several sections, with different ticket prices depending on where you sit. Children under 12 months don’t require a ticket for entry, but they do need to sit on a parent or guardian’s lap.

Karaoke with Jenny B at Shotski's Food and Drink offers an evening of singing alongside billiards, poker, and darts, with wings on the menu and friendly service. This recurring karaoke night is available on Wednesday, Thursday, and Saturday evenings.

Karaoke and Dancing with Jenny B brings lively sing-along fun to Shotski's Food and Drink, with a friendly atmosphere that encourages everyone to jump in. Step up to the mic, move on the dance floor, and fill the breaks with pool, darts, or a hand of poker. Wings and affordable drinks add to the laid-back vibe, making it easy for newcomers to feel at home among fellow music lovers.