Kissimmee Events & Things to Do

Join us to celebrate the grand opening of our first location outside of New York City. We'll be serving up our artisanal, always-fresh, handmade bread and pastries, as well as a variety of the finest coffees and teas. We will be giving out exclusive grand opening to

Welcome back students and parents! We will be having a Winter Concert on January 23 at 6:30 PM in the cafeteria. Every grade level will be performing songs that they have been learning in music class. Students should be dressed in winter clothing. Jackets, scarves, g

This is Osceola’s first Jazz Jam! High school students and older are welcome to play or watch. A house rhythm section will be ready to play for you if needed. There will be refreshments and snacks for sale as well. All skill levels are welcome to jam!

Avoid a "Valentine's Massacre" and celebrate at Capone's Dinner & Show. Our action-packed speakeasy & cabaret has just enough comedy and romance to satisfy any romantic interest. Sweethearts of all ages love our show - you're gonna have a blast!

Miss Osceola Pageant Realizing the need for educational assistance, KVLS has aligned themselves with the most prestigious pageant in the world; The Miss America Pageant. Contestants age 17 through 24 compete in the areas of interview, on stage interview question,

Come and enjoy the best Latin party at Old Town every month at Latin Fiesta Nights, with authentic Latin food, drinks, prizes and free live music! The event scheduled for January 12 , 2020 has been cancelled.

Show Dates & Times: February 20 - 23 | 7:30pm Ticket sales coming soon! From the team that brought you Spelling Bee and Hairspray, Encore Performing Arts presents an enticing evening out with CABARET! The Encore team is extremely happy to be partnering with Osceola

Enjoy a day with family and friends at the 24th Sunshine Regional Chili Cook-Off & Craft Beer Festival. This year’s event will be our biggest yet with more chili and more craft beer than ever before.

⭐️EVERY SUNDAY!⭐️ Yoga & Mimosa’s 11:30am $10 for class & a drink! Outside on the winery lawn

GO AS A VIP!!!! 5th Annual Orlando/Kissimmee Cuban Sandwich Festival is NOW at our NEW and Exciting Location @ the Beautiful Island Grove Wine Company at Formosa Gardens, 3011 Formosa Gardens Blvd, Kissimmee, FL 34747. Free Family and community eve

A la Carta Fashion Week 2020, reunirá a 9 diseñadores locales e internacionales en una misma pasarela, cargada de glamour y belleza.

Country Thunder Florida is coming back to Osceola Heritage Park! Stay tuned for some of the biggest country music artist to be announced!

Stop by Sun on the Beach's new patio area while enjoying the beautiful Florida weather. Every Saturday from 7:00pm - 11:00pm the patio is where it's at with live entertainment, family fun games, and contests.

Food Truck Rodeo, presented by City of Kissimmee in partnership with Food Trucks In The City, 1st Fridays 6-9pm, on the Civic Lawn at the Kissimmee Lakefront Park. Movies in the Park Beer and Wine

Join us for some coffee and car talk as we take in the sites of these exotic vehicles on display selected Sunday mornings of each month at Old Town! Imagine what it's like to get behind the wheel of a grand tourer or high-performance sports car when you get up-close