Osceola Entertainment

Enjoy live music by the Mike Folds Band while you dine at The Wharf at Sunset Walk.

Enjoy live music by Dennis Haklar while you dine at The Wharf at Sunset Walk in Kissimmee, Florida.

A professional musician for over 30 years, Angelo Cicco performs a wide variety of musical styles from a repertoire of over 1,000 songs. Along with easily accommodating most requests, his […]

The @cityofstcloudfl annual Tree Lighting ceremony is Friday, December 6th 6-9pm. Find music, games, a snow slide for the kids, Santa & more! You wont want to miss this festive […]

The Wharf at Sunset Walk presents Dockside Dueling Pianos, live dueling piano music every Friday night at a NEW TIME: 7 – 10 PM. Request your favorite songs and enjoy […]

When Tim can’t think of a Christmas gift for his high-maintenance girlfriend, he’s visited by four terrifying spirits (actually, five – they’ve been hiring) who whisk him away on a […]

Mark your calendars— The 61st annual Christmas Parade presented by @st.cloudchamber and @cityofstcloudfl is coming up! Saturday, December 7th at 10am We hope to see everyone out for this festive […]

Rhythm Me Up is a top 40 Orlando-based band of professional and passionate musicians. The band’s setlist is well taken care of by keeping high energy throughout the set, including […]

Give Back this Holiday Season! Please Join the Promenade at Sunset Walk in partnership with the Osceola County Sheriff’s Office Toy Drive Campaign. Sponsored by the all new Embassy Suites […]

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

Fleetwood Mac mystically captures the essence of Fleetwood Mac, taking their audience on a nostalgic journey through the Rock & Roll Hall of Fame band’s timeless, multiplatinum hits. Join us […]

Secret is out! We are having a PJ PARTAYYY! Wear your coziest Christmas pjs and join us on Monday December 16th from 5-8pm for, sips, bites, holiday cheer, and of […]