Osceola Entertainment

Movie Car Mondays: Explore a new Hollywood-themed car every Monday with fun facts. Get 50% off admission to the Orlando Auto Museum.

The Wharf at Sunset Walk presents Dockside Dueling Pianos, live dueling piano music every Friday night. Request your favorite songs and enjoy nonstop live dueling pianos! Experience The Wharf’s unique atmosphere and terrific food and drink menu, including Oysters on the Half Shell, Shrimp & Grits, Shrimp Jambalaya, The Wharf Burger, Pretzel Rolls, Blackened Shrimp […]

Winner of the 2021 Orange Blossom Blues Challenge for Solo performance, Big Ron Betts’s influences include BB King, Jimi Hendrix, Stevie Ray Vaughn, Eric Clapton, Buddy Guy, Muddy Waters. Time & Date: February 4th - 6:00PM February 21st - 4:00PM February 25th - 6:00PM March 6th - 6:00PM March 9th - 6:00PM March 14th - […]

Taste of Kissimmee promises a culinary adventure like no other. Sip on refreshing drinks and try out delicious foods while immersing yourself in the rhythm of live music and cultural performances that highlight our diverse heritage.

Set against the backdrop of the late 1970s, “9 to 5 The Musical" brings the vibrant energy and wit of Dolly Parton's music and lyrics to the stage, coupled with Patricia Resnick's sharp book, all based on the iconic 1980 film. When three female coworkers, pushed beyond their limits by their sexist and egotistical boss, […]

Enjoy live music by Dennis Haklar while you dine at The Wharf at Sunset Walk in Kissimmee, Florida. Time & Date: February 2nd - 11:00AM March 2nd - 11:00AM March 20th - 7:00PM

Welcome back to the island! Island H2O Water Park is opening for the 2025 Season on March 7th, 2025 and invites guests to experience an island getaway filled with thrilling slides, island vibes, and family memories! Enjoy all your favorite treats, sweets, and drinks at Megabytes & Tag Shack! While you're swimming and splashing, don't […]

Ashley Picanza is a singer-songwriter musician from Central Florida, “a gal with her uke and keys” who’s sung and played with her ukulele and keyboard at a variety of different places in and around Orlando. Time & Date: February 2nd - 6:00PM March 9th - 11:00AM

Enjoy live music by Sean Manvell while you dine at The Wharf.

Tim Hamlin is a lifelong musician that began his professional career at age 15 playing clubs and private events. Rapidly becoming one of Orlando’s most popular singer/guitarists, Tim is a true live performer cutting his teeth as a Metro Detroit freelancer. Tim’s soothing voice and his extraordinary talent captivate his listeners as he takes them […]

Enjoy live music by Aaron Lightnin’ while you dine at The Wharf.

Winner of the 2021 Orange Blossom Blues Challenge for Solo performance, Big Ron Betts’s influences include BB King, Jimi Hendrix, Stevie Ray Vaughn, Eric Clapton, Buddy Guy, Muddy Waters. Photo credit: Laval Photography