# Events & Things To Do in Kissimmee in May 2026 | AllEvents

- **Subtitle**: Find events and things to do in May 2026 in Kissimmee. Discover parties, concerts, meets, shows, sports, club, reunion, Performance happening in May 2026 in Kissimmee.
- **Category**: May
- **Display Name**: Events in May
- **Type**: time_filter

## Audience

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## About

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 [YEAR] in [CITY] 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 [CITY] in May [YEAR] for you.

## May Events in Kissimmee

- **Event Name**: Osceola County High School Graduations
  - **Description**: The Osceola County School District high school graduation dates/times:

May 19, 2026

Poinciana High School at 1:30pm
Tohopekaliga High School at 5:30pm 
May 20, 2026

Liberty High School at 9:30am
Harmony High School at 1:30pm 
Osceola High School at 5:3
  - **Interested Audience**:
    - Count: 3
  - **Date**: Tue May 19 2026 at 09:30 am – Fri May 22 2026 at 05:00 pm (-04:00)
  - **Event URL**: https://allevents.in/kissimmee/osceola-county-high-school-graduations/200029927505626
  - **Venue**: 1875 Silver Spur Ln, Kissimmee, FL, United States, Florida 34744
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy8xZDA2YzVmNzllMDE5ZjUyZmNjZDRmODU1NmI2ZDQ5ZDU0NjQzNDM1YjY5YTJlYmJlOTM3Y2MxYjdjMGI3ZWM1LXJpbWctdzEyMDAtaDY3NS1kYzFhMWIxYy1nbWlyP3Y9MTc3NjgwMjE4Mg.avif
- **Event Name**: Hot Wheels Monster Trucks Live Glow-N-Fire at Silver Spurs Arena at Osceola Heritage Park
  - **Description**: 🎉 Welcome to Hot Wheels Monster Trucks Live Glow-N-Fire at Silver Spurs Arena at Osceola Heritage Park, where dreams come alive and possibilities are endless! 🏛️ Join us at Silver Spurs Arena at Osceola Heritage Park in
  - **Interested Audience**:
    - Count: 20
    - Avatar: https://cdn6.allevents.in/banners/70ec70b0-0d02-11e9-9b0f-d1e8e0c8887b-rimg-w200-h200-dcf5e8e3-gmir.jpg
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  - **Date**: Sat May 02 2026 at 12:30 pm (-05:00)
  - **Event URL**: https://allevents.in/kissimmee/hot-wheels-monster-trucks-live-glow-n-fire-at-silver-spurs-arena-at-osceola-heritage-park/2400027671679007
  - **Venue**: Silver Spurs Arena at Osceola Heritage Park
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy84NzRlYzI0MC0zZDViLTExZjEtYWFmZS04ZDI1YTI3MmVhMzYtcmltZy13MTIwMC1oODAwLWRjMDYwNjE0LWdtaXIuanBnP3Y9MTc3Njc1OTg3NQ.avif
  - **Categories**: monster-truck-shows, trips-adventures
- **Event Name**: Hot Wheels Monster Trucks Live Glow-N-Fire
  - **Description**: 📍 Venue: Silver Spurs Arena at Osceola Heritage Park
🏠 Address: 1875 Silver Spur Lane, Kissimmee, FL 34744
🌆 City: Kissimmee
📍 Location: 28.2979, -81.3688✨ Discover the extraordinary at Hot Wheels Monster Trucks Live Glow-N-Fire, where m
  - **Interested Audience**:
    - Count: 3
  - **Date**: Sat May 02 2026 at 12:30 pm (-05:00)
  - **Event URL**: https://allevents.in/kissimmee/hot-wheels-monster-trucks-live-glow-n-fire/3200027219178933
  - **Venue**: Silver Spurs Arena at Osceola Heritage Park
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9jNWZiNTQ4MC1mNGViLTExZjAtYTBkOS0yM2YwMzE2NDNiNmItcmltZy13MTIwMC1oODAwLWRjMDYwNjE0LWdtaXIuanBnP3Y9MTc2ODc5NTM5Mg.avif
  - **Categories**: monster-truck-shows
- **Event Name**: "Cinco de Mayo" Street Party and Celebration - Promenade at Sunset Walk
  - **Description**: Join us "Taco Tuesday, May 5th" for our 6th Annual "Cinco de Mayo Street Party Celebration" - Promenade Sunset Walk - Non-Stop Live Music!About this EventPromenade at Sunset Walk presents the 6th Ann
  - **Interested Audience**:
    - Count: 9
  - **Date**: Tue May 05 2026 at 03:00 pm – Tue May 05 2026 at 11:00 pm (-04:00)
  - **Event URL**: https://allevents.in/kissimmee/cinco-de-mayo-street-party-and-celebration-promenade-at-sunset-walk/100001983723096181
  - **Venue**: Promenade at Sunset Walk
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9lMDdiODRhMmUwZmI4OThhOWEzMGVhNWNhODc2YWFmMGVjZTdjZDE5MGY3ZGEwYWMzMjUyZGU5ZTJkNjhiZTFjLXJpbWctdzEyMDAtaDYwMC1kY2NlMmMxYi1nbWlyLmpwZz92PTE3NzI4Mzg0NjQ.avif
  - **Price**: Free
  - **Categories**: Entertainment, Music, dance, performances
- **Event Name**: Alex Campos y Ingrid Rosario: Unidos en Alabanza
  - **Description**: Nearby AttractionsAlex Campos has 1 upcoming events.Ingrid Rosario has 1 upcoming events.Note: Alex Campos y Ingrid Rosario se presentarán en vivo en el Silver Spurs Arena en Kissimmee, Florida po
  - **Interested Audience**:
    - Count: 1
  - **Date**: Sat May 30 2026 at 07:00 pm – Sat May 30 2026 at 09:00 pm (-05:00)
  - **Event URL**: https://allevents.in/kissimmee/alex-campos-y-ingrid-rosario-unidos-en-alabanza/210004649338485
  - **Venue**: Silver Spurs Arena At OHP
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy83ZWY0MDNhNzYxYWY3NGI4ZTVhNjdmZjIwYjMzZTgzMTkyYzliNzkwMDE5ZWM3NTNlYjU1OWUxMWIwYjc3ZGQxLXJpbWctdzEwMjQtaDU3Ni1kYzE1MTMxOC1nbWlyLmpwZz92PTE3NzAyNDcxNDA.avif
- **Event Name**: Taste of Kissimmee
  - **Description**: Join us for a delicious celebration of Kissimmee’s vibrant culinary scene. Enjoy a variety of dishes and drinks from local restaurants and vendors, along with live music and performances that reflect the diversity of our community. With great food, entert
  - **Interested Audience**:
    - Count: 3
  - **Date**: Fri May 08 2026 at 05:00 pm – Fri May 08 2026 at 09:00 pm (-04:00)
  - **Event URL**: https://allevents.in/kissimmee/taste-of-kissimmee/200029937919011
  - **Venue**: Kissimmee Lakefront Park
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9iYWNlMDI3N2IyODU0MzBlMTZlY2E1MDMyODdjNmYyNDI5ZTVhMWNlMDNiZDlhNTMxYWNkZDI2YzIzMzNiNDE3LXJpbWctdzEyMDAtaDYyOC1kYzE2MzE0OC1nbWlyP3Y9MTc3NjcyMDgxOA.avif
  - **Categories**: music, live-music, entertainment
- **Event Name**: Alex Manga, Enaldo Barrera Jr. in Kissimmee
  - **Description**: 🎤 Join Alex Manga LIVE at Fonda Dulce Jesus Mio on Friday, May 22, 2026! 🎤  
Here is the moment you've been waiting for! Alex Manga is coming to Fonda Dulce Jesus Mio on Friday, May 22, 2026
  - **Date**: Fri May 22 2026 at 09:00 pm – Fri May 22 2026 at 11:00 pm (-04:00)
  - **Event URL**: https://allevents.in/kissimmee/alex-manga-enaldo-barrera-jr-in-kissimmee/3300029959408458
  - **Venue**: Fonda Dulce Jesus Mio
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9iYzExZGM2MC0zYTVlLTExZjEtOGUzNC0wM2EzZDI0ZTI0NzYtcmltZy13MTIwMC1oNjc1LWRjMTQxODE1LWdtaXIud2VicD92PTE3NzY0MzEzOTg.avif
- **Event Name**: Alex Campos
  - **Description**: 📍 Venue: Silver Spurs Arena at Osceola Heritage Park
🏠 Address: 1875 Silver Spur Lane, Kissimmee, FL 34744
🌆 City: Kissimmee
📍 Location: 28.2979, -81.3688✨ Discover the extraordinary at Alex Campos, where magic meets reality in ways you'
  - **Date**: Sat May 30 2026 (-05:00)
  - **Event URL**: https://allevents.in/kissimmee/alex-campos/3200029722146630
  - **Venue**: Silver Spurs Arena at Osceola Heritage Park
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy8yMWU2ZmIzMC0zYzk3LTExZjEtOGUzNC0wM2EzZDI0ZTI0NzYtcmltZy13MTIwMC1oNzc5LWRjZDlkYWQ0LWdtaXIuanBnP3Y9MTc3NjY3NTUyMw.avif
- **Event Name**: ILAN All Inclusive 2026
  - **Description**: The food, the top shelf alcohol, the attractive venues, and the vibes all make ILAN All Inclusive the can't miss event for Orlando CarnivalAbout this EventILAN All Inclusive is BACK—bigger, bolder, and bringing the heat f
  - **Interested Audience**:
    - Count: 1
  - **Date**: Sat May 23 2026 at 04:00 pm – Sat May 23 2026 at 10:00 pm (-04:00)
  - **Event URL**: https://allevents.in/kissimmee/ilan-all-inclusive-2026/100001986041599888
  - **Venue**: Island Grove Winery
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy8xYmZkZjc5MDAxNGMyYThhNTA2ZDkyYzI1NWE5ZDg1ZTVmNTU5ZWMwZWUxNjcxMzEwNGY3ZDU3Y2E2ZGYwMjg5LXJpbWctdzEyMDAtaDEyMDAtZGNlZmYwZWUtZ21pci5qcGc_dj0xNzc0NjI1NjA3.avif
  - **Price**: USD 140
  - **Categories**: food-drinks, carnivals, sports, tournaments
- **Event Name**: Victory Charter School Graduations
  - **Description**: Join us for the Graduation of the Class of 2026 at Victory Charter School.

 May 26

•    11:00 AM – 1st and 2nd Grade Promotion
•    1:00PM – 3rd and 4th Grade Promotion
•    4:00 PM – 6th and 7th Grade Promotion 
•    6:00 PM – 9th through 11th Grade Pr
  - **Interested Audience**:
    - Count: 3
  - **Date**: Tue May 26 2026 at 11:00 am – Wed May 27 2026 at 08:00 pm (-04:00)
  - **Event URL**: https://allevents.in/kissimmee/victory-charter-school-graduations/200029927506730
  - **Venue**: 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czUvYmFubmVycy9kMjE1NmVjZTJkZTJlNzdkMTgyZTVkNGY2NTU4YzFmMDcwYjAxZTNmZjExNTUzOWNhNzg5ODM2MWI0MjQxNzE1LXJpbWctdzEyMDAtaDY3NS1kYzVhODg5ZS1nbWlyP3Y9MTc3NjgyOTc1OQ.avif
  - **Categories**: workshops
- **Event Name**: Promenade at Sunset Walk "Memorial 4 Day Weekend" May 22nd - May 25th
  - **Description**: Join us for a Fun-Filled Memorial Day Weekend at the Promenade, 4 Full Days of Live Music, Artisan Markets, Car Shows, Dining & Experiences!About this EventJoin Promenade at Sunset Walk for
  - **Date**: Fri May 22 2026 at 05:00 pm – Mon May 25 2026 at 11:30 pm (-04:00)
  - **Event URL**: https://allevents.in/kissimmee/promenade-at-sunset-walk-memorial-4-day-weekend-may-22nd-may-25th/100001984681905004
  - **Venue**: Promenade at Sunset Walk
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy9mODg4NTQ2ZTVjYjBhZWFlMjAyOTllZTY0ZDFkMGFmMGM0MTRiMmJlNDk5NmMzYTA1NDBmMjQ2ZTYxMjM0YzE3LXJpbWctdzEyMDAtaDYwMC1kYzAyMDIwMy1nbWlyLmpwZz92PTE3NzU4MDAwNjg.avif
  - **Price**: Free
  - **Categories**: car-shows, music, entertainment, live-music, memorial-day, performances, monster-truck-shows, sports
- **Event Name**: Unidos En Alabanza
  - **Description**: Tickets on sale now: https://www.ticketmaster.com/unidos-en-alabanza-kissimmee-florida-05-30-2026/event/22006443D4AD427A?CAMEFROM=CFC_OHP_SOCIAL_FB_UEA2026
  - **Interested Audience**:
    - Count: 9
  - **Date**: Sat May 30 2026 at 12:00 am – Sat May 30 2026 at 07:00 pm (-04:00)
  - **Event URL**: https://allevents.in/kissimmee/unidos-en-alabanza/200029753414610
  - **Venue**: Osceola Heritage Park / Silver Spurs Arena
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvNWJkMjM1NGNlM2JlMTA3NmI5OGMzMTQ3MzdiNjUzZGFmOWY0NjgwOGU3NWVhZDM0MDgzOGJlN2VkMzI3MmY5OS1yaW1nLXc5MjEtaDEyODAtZGMxODA0MWMtZ21pcj92PTE3NzYwNjIzMTA.avif
- **Event Name**: "Bon Jovi" Tribute "Slippery When Wet" Live at The Wharf May 24th
  - **Description**: Join The Wharf May 24th for the Return of "Slippery When Wet" The Electrifying Tribute to Multi-Platinum Recording Artists "Bon Jovi" Live!About this EventThe Wharf Concert Series Welcomes the Long A
  - **Date**: Sun May 24 2026 at 05:00 pm – Sun May 24 2026 at 09:30 pm (-04:00)
  - **Event URL**: https://allevents.in/kissimmee/bon-jovi-tribute-slippery-when-wet-live-at-the-wharf-may-24th/100001976736543213
  - **Venue**: 3274 Margaritaville Blvd
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy9kZmVhYjAyYzIyODhiMzdkZDhmODI1OWVmOWYyNzcwMTZkMGM5MThhYjRiMmI3NGEyMWFmNmIzYjZiYTdkNzYyLXJpbWctdzEyMDAtaDYwMC1kYzAyMDIwMi1nbWlyLmpwZz92PTE3Njg0OTgyODY.avif
  - **Price**: USD 32 to 55
  - **Categories**: music, art, entertainment, concerts, calendar
- **Event Name**: Kissimmee Collectorfest 2026 - Spring
  - **Description**: Florida Toy Shows presents:
Kissimmee Collectorfest Spring 2026

NOW EVEN BIGGER! - 20,000+ sq ft
We are in the large space.  So that means more vendors  100+ tables!

ONE DAY ONLY! - 9AM -4PM
TOYS, GAMES, COMICS & MORE!
NEW VENDORS + NEW INVENTORY =
  - **Interested Audience**:
    - Count: 2660
  - **Date**: Sat May 23 2026 at 09:00 am – Sat May 23 2026 at 12:00 pm (-04:00)
  - **Event URL**: https://allevents.in/kissimmee/kissimmee-collectorfest-2026-spring/200029709168819
  - **Venue**: Osceola Heritage Park
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9mYzYzZjE0MmE4OGMxMjljYTdmNzk5MGY2Mzg1OWMwNjVjMzNhMWVkYTkxMmNiZWExZWFjYjVhNDI0ZTkwY2YwLXJpbWctdzg0OS1oNDc0LWRjMmUxNTRjLWdtaXI_dj0xNzc2NjI1Mjc5.avif
  - **Categories**: kids, pokemon
- **Event Name**: Krush Brau Park Mother’s Day Brunch & Moms Market
  - **Description**: Treat Mom to a memorable day filled with love, laughter, and delicious European flavors at Krush Brau Park’s Mother’s Day Brunch & Market.About this EventTreat Mom to a memorable day filled with love, laughter, and de
  - **Date**: Sun May 10 2026 at 10:00 am – Sun May 10 2026 at 03:00 pm (-04:00)
  - **Event URL**: https://allevents.in/kissimmee/krush-brau-park-mother’s-day-brunch-and-moms-market/100001925357378749
  - **Venue**: 2198 4 Winds Blvd
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy82OTYzMjczMzA3YjNjNDM3MGFkZjM4YTdmYzYyOTc0MTI3MDM5M2UzMGNhZWU5N2QwNTljMjFmN2JlMDg4YTA1LXJpbWctdzEwMjQtaDEwMjQtZGNmY2U1ZTEtZ21pci5qcGc_dj0xNzYyMjU2ODMz.avif
  - **Price**: USD 25 to 67
  - **Categories**: brunch, kids, music, art, live-music, entertainment, fine-arts

## Trending Events in Kissimmee

- **Event Name**: Vixenz & 4Saken Collab Car Show Part ll
  - **Description**: 🔥 4SAKEN & VIXENZ CAR SHOW – PART II 🔥Get ready for an unforgettable night of horsepower, style, and community! 🚗💨 Join us on April 25th, 2026 from 7PM–10PM in Kissimmee, FL for Part II of the 4
  - **Venue**: 2672 Simpson Road, Kissimmee, FL, USA
  - **Banner**: https://cdn2.allevents.in/thumbs/thumb69bc0d2355d01.jpg
- **Event Name**: Kissimmee Scavenger Hunt For Couples - SHOW LOVE (Date Night!!)
  - **Description**: CITY LOVE SCAVENGER HUNT Date For Couples (Self-Guided) Enjoy your city scavenger hunt with fun digital activities along the way!About this Eventhttps://youtu.be/-2gjHn9I0_cCITY LOVE SCAVENGER HUNT FOR COUPLES
  - **Venue**: Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED)
  - **Banner**: https://cdn-az.allevents.in/events7/banners/8d76ea5b65d367e75bfeba052b514e539c7869c0e7fa12a2d614b83eace5309e-rimg-w1200-h660-dc171816-gmir.jpg?v=1758488289
- **Event Name**: Osceola County High School Graduations
  - **Description**: The Osceola County School District high school graduation dates/times:

May 19, 2026

Poinciana High School at 1:30pm
Tohopekaliga High School at 5:30pm 
May 20, 2026

Liberty High School at 9:30am
Harmony High School at 1:30pm 
Osceola High School at 5:3
  - **Venue**: 1875 Silver Spur Ln, Kissimmee, FL, United States, Florida 34744
  - **Banner**: https://cdn-az.allevents.in/events8/banners/1d06c5f79e019f52fccd4f8556b6d49d54643435b69a2ebbe937cc1b7c0b7ec5-rimg-w1200-h675-dc1a1b1c-gmir?v=1776802182
- **Event Name**: Hot Wheels Monster Trucks Live Glow-N-Fire at Silver Spurs Arena at Osceola Heritage Park
  - **Description**: 🎉 Welcome to Hot Wheels Monster Trucks Live Glow-N-Fire at Silver Spurs Arena at Osceola Heritage Park, where dreams come alive and possibilities are endless! 🏛️ Join us at Silver Spurs Arena at Osceola Heritage Park in
  - **Venue**: Silver Spurs Arena at Osceola Heritage Park
  - **Banner**: https://cdn-az.allevents.in/events9/banners/874ec240-3d5b-11f1-aafe-8d25a272ea36-rimg-w1200-h800-dc060614-gmir.jpg?v=1776759875
- **Event Name**: Hot Wheels Monster Trucks Live Glow-N-Fire
  - **Description**: 📍 Venue: Silver Spurs Arena at Osceola Heritage Park
🏠 Address: 1875 Silver Spur Lane, Kissimmee, FL 34744
🌆 City: Kissimmee
📍 Location: 28.2979, -81.3688✨ Discover the extraordinary at Hot Wheels Monster Trucks Live Glow-N-Fire, where m
  - **Venue**: Silver Spurs Arena at Osceola Heritage Park
  - **Banner**: https://cdn-az.allevents.in/events2/banners/c5fb5480-f4eb-11f0-a0d9-23f031643b6b-rimg-w1200-h800-dc060614-gmir.jpg?v=1768795392
- **Event Name**: "Cinco de Mayo" Street Party and Celebration - Promenade at Sunset Walk
  - **Description**: Join us "Taco Tuesday, May 5th" for our 6th Annual "Cinco de Mayo Street Party Celebration" - Promenade Sunset Walk - Non-Stop Live Music!About this EventPromenade at Sunset Walk presents the 6th Ann
  - **Venue**: Promenade at Sunset Walk
  - **Banner**: https://cdn-az.allevents.in/events9/banners/e07b84a2e0fb898a9a30ea5ca876aaf0ece7cd190f7da0ac3252de9e2d68be1c-rimg-w1200-h600-dcce2c1b-gmir.jpg?v=1772838464
- **Event Name**: 157th Silver Spurs Rodeo
  - **Description**: School’s out and the rodeo is in! Join us this summer at the Silver Spurs Rodeo and enjoy the dirt-pounding action from the shelter of the Sunshine State's heat! Watch the sport of rodeo's seven traditional events: bull riding, bareback riding, saddle bro
  - **Venue**: 1875 Silver Spur Ln, Kissimmee, FL, United States, Florida 34744
  - **Banner**: https://cdn-az.allevents.in/events6/banners/81ca1cb87b8f3054ca6390eac0702a32aa6d2a362e6a061fd62f889118fe4a23-rimg-w1200-h675-dcf3f1ec-gmir?v=1775903841
- **Event Name**: 2026 Caribbean Fusion Festival |  Caribbean And Floridian Association, Inc
  - **Description**: Get ready to vibe with island beats and Floridian flavors at the ultimate Caribbean Fusion bash!About this EventJoin us for the 2026 Caribbean Fusion Festival, a vibrant celebration of Caribbean culture, music, and commun
  - **Venue**: Kissimmee Lakefront Park
  - **Banner**: https://cdn-az.allevents.in/events2/banners/d9a25a1f51976d55baeaf6e4a77deb91020bbdcb7fe465381779e7377ac97a17-rimg-w720-h540-dcecedec-gmir.jpg?v=1774198095
- **Event Name**: Osceola Pride
  - **Description**: Last year you helped make Proud in the Cloud an incredible and memorable event. This year, we’re excited to announce that the event has grown into something even bigger.

Proud in the Cloud has officially been rebranded as Osceola Pride — a larger, commun
  - **Venue**: 1875 Silver Spur Ln, Kissimmee, FL 34744-6105, United States
  - **Banner**: https://cdn-az.allevents.in/events10/banners/afb3cb2087bfdb9198572e6507c4fb1accd15e9be2e6b781a29971d723d484cb-rimg-w851-h315-dcf07747-gmir?v=1776375361

## Browse May Events by Date

- [May Events Today in Kissimmee](https://allevents.in/kissimmee/may--today)
- [May Events This Weekend in Kissimmee](https://allevents.in/kissimmee/may--this-weekend)
- [May Events in April in Kissimmee](https://allevents.in/kissimmee/may--april)
- [May Events in May in Kissimmee](https://allevents.in/kissimmee/may--may)

## FAQs

- **Q**: What are the top May events in Kissimmee?
  - **A:** Osceola County High School Graduations (Tue May 19 2026 at 09:30 am at 1875 Silver Spur Ln, Kissimmee, FL, United States, Florida 34744), Hot Wheels Monster Trucks Live Glow-N-Fire at Silver Spurs Arena at Osceola Heritage Park (Sat May 02 2026 at 12:30 pm at Silver Spurs Arena at Osceola Heritage Park), Hot Wheels Monster Trucks Live Glow-N-Fire (Sat May 02 2026 at 12:30 pm at Silver Spurs Arena at Osceola Heritage Park), "Cinco de Mayo" Street Party and Celebration - Promenade at Sunset Walk (Tue May 05 2026 at 03:00 pm at Promenade at Sunset Walk), Alex Campos y Ingrid Rosario: Unidos en Alabanza (Sat May 30 2026 at 07:00 pm at Silver Spurs Arena At OHP).
- **Q**: What are the top free May events in Kissimmee?
  - **A:** "Cinco de Mayo" Street Party and Celebration - Promenade at Sunset Walk (Tue May 05 2026 at 03:00 pm at Promenade at Sunset Walk), Promenade at Sunset Walk "Memorial 4 Day Weekend" May 22nd - May 25th (Fri May 22 2026 at 05:00 pm at Promenade at Sunset Walk).
- **Q**: How can I find May events in Kissimmee?
  - **A:** You can discover upcoming May events in Kissimmee on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for May events in Kissimmee?
  - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets.
- **Q**: What are the popular venues for May events in Kissimmee?
  - **A:** Some popular venues hosting May events in Kissimmee include 1875 Silver Spur Ln, Kissimmee, FL, United States, Florida 34744, Silver Spurs Arena at Osceola Heritage Park, Promenade at Sunset Walk.
- **Q**: What is the price range for May events in Kissimmee?
  - **A:** Prices for May events in Kissimmee range from USD 25 to USD 140. Many events also offer free entry.
- **Q**: Who are the top organizers for May events in Kissimmee?
  - **A:** Popular organizers hosting May events in Kissimmee include Osceola Heritage Park, Vivid Events, Seat Geek.
- **Q**: Are there any online May events available?
  - **A:** Yes, many May events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere.
- **Q**: How can I get notified about new May events in Kissimmee?
  - **A:** Follow the May category on AllEvents.in to get notified when new May events are listed in Kissimmee.

## Category Banner

- **Banner Image**: https://cdn2.allevents.in/transup/76/446ab5b8894647afc5dbe2e4aac27e/may.webp
- **Mobile Banner**: https://cdn2.allevents.in/transup/90/8647e35ea145e785f95cbfaed96658/may.webp

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