The event commemorates the final enforcement of the Emancipation Proclamation in the United States and honors the history and lasting contributions of the African American community. The Kissimmee Juneteenth Festival is a community celebration of African American culture, including live music, delicious food, craft vendors, and exciting giveaways. Juneteenth is the commemoration of the final enforcement of the Emancipation Proclamation in 1865. Join the city of Kissimmee this

Limited-time seasonal menu features handheld wraps and strawberry favorites through Sept. 6. Cowboy Chicken, located at Promenade at Sunset Walk, is serving up fresh flavors and new rewards this summer with a lineup of limited-time offerings available now through Sept. 6. The seasonal menu introduces two wraps, the return of strawberry-inspired beverages and salads and loyalty promotions through the Cowboy Chicken app. Cowboy Chicken’s newest handheld offerings bring the sign

Rodeo weekend is almost here! In just a few days, cowboys and cowgirls will be back in the arena for another unforgettable Silver Spurs Rodeo. School’s out and the rodeo is in! The Silver Spurs Rodeo is back this weekend, with cowboys and cowgirls looking forward to two days of dirt-pounding action! The 157th Annual Silver Spurs Rodeo features seven traditional events: bull riding, bareback riding, saddle bronc riding, tie-down roping, team roping, steer wrestling, and women'

Once a month, Old Town turns the entertainment district into a full import takeover. This weekend, Old Town Kissimmee transforms into the heartbeat of the import world for one electrifying night! Old Town Import Nights takes place on the first Sunday of each month, returning on Sunday, June 7, 2026, from 4 - 9 pm, bringing together the most jaw-dropping builds, die-hard enthusiasts, and an atmosphere unlike anything else in the area. This is the night the import community has

Hamburger Mary's has rolled into Old Town on the 192, and all your favorite shows are back, and more. American bar and grill chain Hamburger Mary's know for its diner classics and cocktails, served with a side of quirky entertainment, announced in May 2024 that it was to close its downtown Orlando location in the historic Bumby Building after 16 years. The much loved location at 110 W. Church St. closed its doors for the last time on Sunday June 2, 2024, with regular live ent

Join Sunset Walk this Saturday for a full day of fitness, wellness, live DJ sets, vendors, and nonstop good vibes! Sunset Walk presents the Thrive & Vibe Fitness Flight & Wellness Fest this weekend, on Saturday, May 16, 2026 from 9 am to 3 pm. Get ready for a full day of fitness, health, wellness, live music, markets, and fun. Participate in a variety of fitness classes, browse vendor displays, connect with class instructors, and get moving! Each class is 20 minutes in length

Keep your kids active, safe from the heat, and having fun all summer long with pickleball, arcade games, cornhole, and so much more! It’s time to start planning those summer activities to avoid the "I'm bored" complaints from the kids! Summer is the perfect season to stay active and explore new interests, and Crush Yard’s indoor pickleball located at 7840 W Irlo Bronson Memorial Hwy, Kissimmee, offers something for everyone! Running every weekday from June 1 through August

If you’re looking for something fun to do in Kissimmee, add Taste of Kissimmee to your plans, with delicious food and drinks, along with live music and local vendors. Taste of kissimmee is back folks! If you’re looking for something fun to do in Kissimmee this Friday, add Taste of Kissimmee to your plans. This free community event takes place on Friday, May 8, at Kissimmee Lakefront Park, Ruby Plaza, 201 Lakeview Drive. from 5 - 9 pm. Guests can enjoy a variety of food and

Celebrate Cinco de Mayo at Sunset Walk with Live Music, DJs, Street Performers, Artisan Market, and over 30 Restaurants, Shops, and Experiences. Get ready to fiesta like there's no mañana! JoinPromeade at Sunset Walk in Kissimmee on Taco Tuesday, May 5 for the Promenade at Sunset Walk’s 6th annual Cinco De Mayo Street Party and Celebration. The day of Cinco De May fun includes: f Nonstop Live Music Celebration with The Rundown including a Tribute to Mexican pop-rock stars Man

Don't miss all your favorite Hot Wheels monster trucks, including the brand-new RHINOMITE at the Silver Spurs Arena at Osceola Heritage Park in Kissimmee. Following the success of Glow-N-Fire in 2025, Hot Wheels Monster Trucks Live is continuing the momentum into 2026 with a return to Kissimmee for two days of action at the Silver Spurs Arena at Osceola Heritage Park in Kissimmee on Saturday, May 2, and Sunday, May 3, 2026. This year, Hot Wheels Monster Trucks Live has intro

Old Town is turning the district into a full import takeover with a live high energy performance from DJ Sequoia setting the tone all night long Old Town Kissimmee transforms into the heartbeat of the import world for one electrifying night! Old Town Import Nights returns on Sunday, May 3, 2026, from 4 - 9 pm, bringing together the most jaw-dropping builds, die-hard enthusiasts, and an atmosphere unlike anything else in the area. This is the night the import community has bee

The two day festival showcases the diverse culture and heritage of Asia. The 7th Asian Food and Cultural Festival returns to Kissimmee, with the two day, food, music and cultural festival taking over Osceola Heritage Park from Saturday, May 2 - Sunday, May 3, 2026. This festival showcases the diverse culture and heritage of Asia. The Asian Festival is a one-of-a-kind event presented annually by the Asian American community in the Central Florida area. It attracts the largest

CAFA Caribbean Fusion Festival is a Free Annual Caribbean Festival in Kissimmee’s Lakefront Park that features music, art, and food. This weekend, bring the family for the 2026 Caribbean Fusion Festival returning to Kissimmee Lakefront Park on Sunday, April 26, 2026 from 12 pm - 7 pm. This fun, family-friendly event features an array of music, delectable food, unique crafts, and lively entertainment dance performances, including Steel band, Dancers, Reggae, Soca & Latin Musi

A summer of action and excitement awaits at Gaylord Palms Resort with ‘Super Hero Summer featuring DC’ May 22-Sept. 7. Capes, secret identities and super hero legends are landing at Gaylord Palms Resort as the resort and Warner Bros. Discovery Global Experiences (WBDGE) team up to bring Super Hero Summer featuring DC to guests May 22-Sept. 7. The second-annual event invites families to visit the worlds of iconic DC Super Heroes, with experiences designed for all ages. Creat

Explore the preserve, mingle with fellow animal lovers, and experience Amazing Animals like never before! Join Amazing Animals at 4235 Rambler Ave. St. Cloud for an unforgettable evening during Amazing Animals: Wild Nights—a high-energy, adults-only fundraising event where wildlife, great food, and conservation come together. On Saturday, April 18, 2026 from 5 - 8 pm, guests will enjoy unlimited food and drinks, live music, exciting auctions, and up-close encounters with som