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May Events and Things to do in Kissimmee, FL

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2026 Florida Supply Chain Summit
Today at 4:00 PM
Orlando · Caribe Royale Orlando
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2026 Florida Supply Chain Summit
Today at 4:00 PM
Orlando · Caribe Royale Orlando
Sales end soon
2026 Legacy of Champions Luncheon
Thu, May 28, 10:45 AM
Orlando · Rosen Centre
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2026 Legacy of Champions Luncheon
Thu, May 28, 10:45 AM
Orlando · Rosen Centre
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
Friday at 3:00 PM
Orlando · Palm Tree Club Orlando
Almost full
Paid Time Off - Rooftop Skip Day Party
Friday at 3:00 PM
Orlando · Palm Tree Club Orlando
Carnival Rehab 2026
Sunday at 8:00 PM
Orlando · Mango's Tropical Cafe
Carnival Rehab 2026
Sunday at 8:00 PM
Orlando · Mango's Tropical Cafe
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ILAN FETE All Inclusive 2026
Saturday at 4:00 PM
Kissimmee · Island Grove Winery
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ILAN FETE All Inclusive 2026
Saturday at 4:00 PM
Kissimmee · Island Grove Winery
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TRIB3 3LITE x CHAMPIONS LAB - MEGA Prospect Camp
Saturday at 7:30 AM
Kissimmee · Poinciana High School
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TRIB3 3LITE x CHAMPIONS LAB - MEGA Prospect Camp
Saturday at 7:30 AM
Kissimmee · Poinciana High School
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CHOKA - Chutney VS Soca
Saturday at 9:00 PM
Orlando · Rum Jungle
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CHOKA - Chutney VS Soca
Saturday at 9:00 PM
Orlando · Rum Jungle
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
Sunday at 8:00 PM
Orlando · Blue Martini Lounge Pointe Orlando
Sol Cafe - 100% R&B Experience
Sunday at 8:00 PM
Orlando · Blue Martini Lounge Pointe Orlando
Going fast
"Bon Jovi" Tribute "Slippery When Wet" Live at The Wharf May 24th
Sunday at 5:00 PM
Kissimmee · 3274 Margaritaville Blvd
Going fast
"Bon Jovi" Tribute "Slippery When Wet" Live at The Wharf May 24th
Sunday at 5:00 PM
Kissimmee · 3274 Margaritaville Blvd
COLLISION ON I-DRIVE
Sun, May 24, 10:00 PM
Orlando · Rum Jungle Nightclub (Orlando's Best Nightclub) I Drive
COLLISION ON I-DRIVE
Sun, May 24, 10:00 PM
Orlando · Rum Jungle Nightclub (Orlando's Best Nightclub) I Drive
Orlando Carnival Downtown - Mas Band Parade & Concert
Sunday at 1:00 PM
Orlando · Camping World Stadium
Orlando Carnival Downtown - Mas Band Parade & Concert
Sunday at 1:00 PM
Orlando · Camping World Stadium
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I Said Yes! Networking - May 20, 2026 at Rosen Disney Dining Room
Wednesday at 6:30 PM
Orlando · 9907 Universal Blvd
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I Said Yes! Networking - May 20, 2026 at Rosen Disney Dining Room
Wednesday at 6:30 PM
Orlando · 9907 Universal Blvd
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✨ Rayma presenta “Yo Inmigrante” en Orlando (por primera vez)
Saturday at 10:00 AM
Orlando · 2419 Lake Orange Dr #120
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✨ Rayma presenta “Yo Inmigrante” en Orlando (por primera vez)
Saturday at 10:00 AM
Orlando · 2419 Lake Orange Dr #120
Almost full
The Divorce by Freida McFadden Launch Event with Signed Book (NO AUTHOR)
Fri, May 29, 6:30 PM
Kissimmee · Vintage Vino
Almost full
The Divorce by Freida McFadden Launch Event with Signed Book (NO AUTHOR)
Fri, May 29, 6:30 PM
Kissimmee · Vintage Vino
Moguls in Proximity
Wed, May 27, 6:30 PM
Orlando · American Social - Bar & Kitchen - Orlando
Moguls in Proximity
Wed, May 27, 6:30 PM
Orlando · American Social - Bar & Kitchen - Orlando
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Gonzalo Mihail - NO TAN EN SERIO.
Thursday at 8:30 PM
Kissimmee · 3295 Oxford Dr
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Gonzalo Mihail - NO TAN EN SERIO.
Thursday at 8:30 PM
Kissimmee · 3295 Oxford Dr
FAAE Arts Integration Professional Learning Series
Saturday at 8:00 AM
Kissimmee · Celebration High School
FAAE Arts Integration Professional Learning Series
Saturday at 8:00 AM
Kissimmee · Celebration High School

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