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May Events and Things to do in Kissimmee, FL

Sales end soon
Camino al Éxito 2026
Thu, May 14, 12:00 PM
Orlando · Renaissance Orlando at SeaWorld®
Sales end soon
Camino al Éxito 2026
Thu, May 14, 12:00 PM
Orlando · Renaissance Orlando at SeaWorld®
Sales end soon
2026 Florida Supply Chain Summit
Monday at 4:00 PM
Orlando · Caribe Royale Orlando
Sales end soon
2026 Florida Supply Chain Summit
Monday at 4:00 PM
Orlando · Caribe Royale Orlando
2026 Legacy of Champions Luncheon
Thu, May 28, 10:45 AM
Orlando · Rosen Centre
2026 Legacy of Champions Luncheon
Thu, May 28, 10:45 AM
Orlando · Rosen Centre
Almost full
Celebration of Women Brunch 2026| Continue to R.I.S.E!
Tomorrow at 10:00 AM
Orlando · Rosen Centre Hotel
Almost full
Celebration of Women Brunch 2026| Continue to R.I.S.E!
Tomorrow at 10:00 AM
Orlando · Rosen Centre Hotel
Going fast
Sweet 16th Annual Black and White Weekend Experience
Sat, May 30, 8:00 PM
Orlando · Rosen Plaza
Going fast
Sweet 16th Annual Black and White Weekend Experience
Sat, May 30, 8:00 PM
Orlando · Rosen Plaza
Going fast
Heroes of Glory
Sat, May 30, 5:00 PM
Kissimmee · Tohopekaliga High School
Going fast
Heroes of Glory
Sat, May 30, 5:00 PM
Kissimmee · Tohopekaliga High School
Almost full
Paid Time Off - Rooftop Skip Day Party
Fri, May 22, 3:00 PM
Orlando · Palm Tree Club Orlando
Almost full
Paid Time Off - Rooftop Skip Day Party
Fri, May 22, 3:00 PM
Orlando · Palm Tree Club Orlando
Going fast
The Healed Her ~ After the crushing ~ Women's Encounter
Tomorrow at 10:00 AM
Orlando · 737 W Lancaster Rd
Going fast
The Healed Her ~ After the crushing ~ Women's Encounter
Tomorrow at 10:00 AM
Orlando · 737 W Lancaster Rd
Carnival Rehab 2026
Sun, May 24, 8:00 PM
Orlando · Mango's Tropical Cafe
Carnival Rehab 2026
Sun, May 24, 8:00 PM
Orlando · Mango's Tropical Cafe
ILAN FETE All Inclusive 2026
Sat, May 23, 4:00 PM
Kissimmee · Island Grove Winery
ILAN FETE All Inclusive 2026
Sat, May 23, 4:00 PM
Kissimmee · Island Grove Winery
Going fast
ZOEDAY HAITIAN FLAG DAY (7TH ANNUAL)
Monday at 10:00 PM
Orlando · Rum Jungle
Going fast
ZOEDAY HAITIAN FLAG DAY (7TH ANNUAL)
Monday at 10:00 PM
Orlando · Rum Jungle
TRIB3 3LITE x CHAMPIONS LAB - MEGA Prospect Camp
Sat, May 23, 7:30 AM
Kissimmee · Poinciana High School
TRIB3 3LITE x CHAMPIONS LAB - MEGA Prospect Camp
Sat, May 23, 7:30 AM
Kissimmee · Poinciana High School
CHOKA - Chutney VS Soca
Sat, May 23, 9:00 PM
Orlando · Rum Jungle
CHOKA - Chutney VS Soca
Sat, May 23, 9:00 PM
Orlando · Rum Jungle
Sales end soon
Jazzy R & B Brunch featuring Live Music! The $15 is for cover charge only.
Tomorrow at 1:00 PM
Orlando · Mamazzita Gastrobar
Sales end soon
Jazzy R & B Brunch featuring Live Music! The $15 is for cover charge only.
Tomorrow at 1:00 PM
Orlando · Mamazzita Gastrobar
Almost full
Medical City Mixer (Lake Nona Business Networking)
Wednesday at 6:00 PM
Orlando · Courtyard by Marriott Orlando Lake Nona
Almost full
Medical City Mixer (Lake Nona Business Networking)
Wednesday at 6:00 PM
Orlando · Courtyard by Marriott Orlando Lake Nona
Sol Cafe - 100% R&B Experience
Sun, May 24, 8:00 PM
Orlando · Blue Martini Lounge Pointe Orlando
Sol Cafe - 100% R&B Experience
Sun, May 24, 8:00 PM
Orlando · Blue Martini Lounge Pointe Orlando
"Bon Jovi" Tribute "Slippery When Wet" Live at The Wharf May 24th
Sun, May 24, 5:00 PM
Kissimmee · 3274 Margaritaville Blvd
"Bon Jovi" Tribute "Slippery When Wet" Live at The Wharf May 24th
Sun, May 24, 5:00 PM
Kissimmee · 3274 Margaritaville Blvd
Going fast
For The Love of Luxury Fashion Show: Chapter 4
Tomorrow at 5:30 PM
Orlando · MamaJuana Lounge and Bar
Going fast
For The Love of Luxury Fashion Show: Chapter 4
Tomorrow at 5:30 PM
Orlando · MamaJuana Lounge and Bar
Sales end soon
Haitian Flag Day: Baddies Love Kompa
Tomorrow at 9:00 PM
Orlando · 701 W Lancaster Rd
Sales end soon
Haitian Flag Day: Baddies Love Kompa
Tomorrow at 9:00 PM
Orlando · 701 W Lancaster Rd
Going fast
Konpa Mayhem Day Party (Haitian Flag Day Weekend Edition)
Sunday at 6:00 PM
Orlando · Kalalou Signature
Going fast
Konpa Mayhem Day Party (Haitian Flag Day Weekend Edition)
Sunday at 6:00 PM
Orlando · Kalalou Signature

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