Good morning, Kissimmee.

Applications opened Monday, Sept.

2 for the 2026 Victory Cup Initiative that supports nonprofits in Orange, Seminole, Brevard, and Osceola counties by offering funding, storytelling training, and a chance to present at a Shark Tank—style event in February. The application portal will close Sept. 22 while neighbors help select 10 finalists as community evaluators.

Three teenagers (aged 15, 17, and 18) were arrested after allegedly entering a construction site and causing $5,000 in equipment damage; two were booked into the Orange County Juvenile Assessment Center and the 18-year-old into the Osceola County Jail.

Attorney Kelly Mathis, who was previously involved in a Florida gambling scandal, spoke on April 23 at a Lake County Commission meeting to oppose changes in gaming oversight as evidence links him to a Marcos Lopez co-conspirator who ran an illegal casino at 4561 W.

Irlo Bronson Memorial Highway in Kissimmee—though he has not been charged.

Florida Gov. Ron DeSantis spoke Tuesday at the FDLE operations center in Orlando to highlight a drug operation that led to 17 arrests and resulted in six pounds of fentanyl and four pounds of cocaine being seized—valued at about $1.5 million.

Lt. Gov. Jay Collins added that the operation is part of the state’s broader fight against fentanyl.

Orlando PPA Challenger Pickleball Tournament

Sep 4-7 — Orange Lake Resort — Prize pool of $10k — Compete in a thrilling professional and amateur pickleball series.

El Rubio Acordeon Concert

6 PM - 12 AM — Sajoma Latin Fusion — Ticket purchase required — Experience a vibrant evening of Latin music and dance with El Rubio Acordeon.

GUAGUANCO The Cuban Dance Social

9 PM — FAMA STEAKHOUSE — $15+ fee — Experience a vibrant night of Salsa, Bachata, and more at this energetic Cuban Dance Social.

Fandom Kissimmee

12-6 p.m. — Kissimmee Civic Center — Free entry — Immerse yourself in a world of fantasy and sci-fi at this vibrant comic and collectibles convention.

FSTEC Conference

1 PM – 5 PM — Gaylord Palms Resort & Convention Center — Registration required — Explore the latest innovations in foodservice technology and network with industry leaders.

CIVCO Conference - AVA Association for Vascular Access

September 17-23 — Gaylord Palms Resort & Convention Center — Check website for costs — A premier gathering for vascular access professionals featuring educational sessions and hands-on training.

Repticon Kissimmee Show 2025

9 AM - 5 PM — Osceola Heritage Park — Admission details not specified — Explore a popular showcase of reptiles, exotic pets, and supplies.

Huntsville City FC at Orlando City B

7:00–8:30 p.m. — Osceola Heritage Park — Support local soccer — Come support Orlando City B in the 2025 MLS NEXT Pro Season.

Blippi: Join the Band Tour

2-3:30 p.m. — Dr. Phillips Center for the Performing Arts — Ticket prices vary — Experience the joy of music with Blippi and friends in a family-friendly show.

MSCI Florida Chapter 2025 Networking Dinner

6-9 p.m. — Gaylord Palms Resort & Convention Center — Registration required — Network with professionals in a beautiful resort setting while enjoying an evening in Kissimmee.