Kissimmee Events in May

Events in May in Kissimmee

Wondering what to do on the weekend or on a not-so-fun night? We have all you need, discover all the happening events in May 2026 in Kissimmee and find the best picks of yourself. Be it a theatre workshop, meditation class or an entertaining concert, there are a bunch of curated events in Kissimmee in May 2026 for you.

Events in May in Kissimmee

Events in May in Kissimmee

Sat, 02 May, 2026 - 07:30 PM

Hot Wheels Monster Trucks Live Glow-N-Fire at Silver Spurs Arena at Osceola Heritage Park

Silver Spurs Arena at Osceola Heritage Park
Sat, 02 May Onwards

Hot Wheels Monster Trucks Live Glow-N-Fire

Silver Spurs Arena at Osceola Heritage Park
Fri, 29 May, 2026 - 11:59 PM

Party Animals at Loco Beach Coconuts at Champion Stadium at ESPN Wide World of Sports Complex

Champion Stadium at ESPN Wide World of Sports Complex
Sun, 10 May, 2026 - 10:00 AM

Krush Brau Park Mother’s Day Brunch & Moms Market

2198 4 Winds Blvd

USD 25
Sat, 02 May, 2026 - 12:00 PM

Maifest Spring Celebration Celebrate the Joy of Spring — the Bavarian Way!

2198 4 Winds Blvd

USD 8
Sun, 24 May, 2026 - 05:00 PM

"Bon Jovi" Tribute "Slippery When Wet" Live at The Wharf May 24th

3274 Margaritaville Blvd

USD 32
Thu, 21 May, 2026 - 11:00 AM

COMMUNITY GARDEN EDUCATION CLASSES - COMPOST 101

Kissimmee City Chambers Park Community Center

Free
Fri, 29 May, 2026 - 07:30 AM

Parking The Party Animals at Loco Beach Coconuts

The Stadium at the ESPN Wide World of Sports at Disney

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FAQs

What are the top free Events in May happening in Kissimmee?

Here are the top free Events in May in Kissimmee:

COMMUNITY GARDEN EDUCATION CLASSES - COMPOST 101 is happening on Thu 21 May 2026 from 11:00 AM onwards at Kissimmee City Chambers Park Community Center

What are the top Events in May happening in Kissimmee?

Here are the top Events in May in Kissimmee:

Hot Wheels Monster Trucks Live Glow-N-Fire at Silver Spurs Arena at Osceola Heritage Park is happening on Sat 02 May 2026 from 7:30 PM onwards at Silver Spurs Arena at Osceola Heritage Park, Kissimmee
Hot Wheels Monster Trucks Live Glow-N-Fire is happening on Sat 02 May 2026 from 4:30 PM onwards at Silver Spurs Arena at Osceola Heritage Park, Kissimmee
Party Animals at Loco Beach Coconuts at Champion Stadium at ESPN Wide World of Sports Complex is happening on Fri 29 May 2026 from 11:59 PM onwards at Champion Stadium at ESPN Wide World of Sports Complex, Kissimmee
Krush Brau Park Mother’s Day Brunch & Moms Market is happening on Sun 10 May 2026 from 10:00 AM onwards at 2198 4 Winds Blvd, Kissimmee
Maifest Spring Celebration Celebrate the Joy of Spring — the Bavarian Way! is happening on Sat 02 May 2026 from 12:00 PM onwards at 2198 4 Winds Blvd, Kissimmee
"Bon Jovi" Tribute "Slippery When Wet" Live at The Wharf May 24th is happening on Sun 24 May 2026 from 5:00 PM onwards at 3274 Margaritaville Blvd, Kissimmee
COMMUNITY GARDEN EDUCATION CLASSES - COMPOST 101 is happening on Thu 21 May 2026 from 11:00 AM onwards at Kissimmee City Chambers Park Community Center
Parking The Party Animals at Loco Beach Coconuts is happening on Fri 29 May 2026 from 7:30 AM onwards at The Stadium at the ESPN Wide World of Sports at Disney, Kissimmee

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