Trip Ideas for Your Kissimmee Vacation

Find inspiration for your trip to Central Florida with articles, lists and itineraries featuring things to do and places to explore.

Located minutes from Orlando, Kissimmee is your gateway to Central Florida’s must-do adventures: thrilling airboat rides, vibrant local festivals, family-friendly theme parks, and all the shopping and dining options you could dream of. The hard part is deciding where to start, but that’s where we come in.

11 - 20 of 388 results

Article

Celebrating Female-Led Businesses in Downtown St. Cloud

Among the many reasons to celebrate this district near Kissimmee, Florida, is the presence of several successful women-owned businesses that have made their mark on the town.

Airboat gliding through cypress trees and wetlands at Wild Florida in Kissimmee, Florida. — Exploring the headwaters of the Everglades on an airboat ride at Wild Florida, which is an unforgettable way to experience Kissimmee’s natural beauty and wildlife.

Article

Airboat Tours with Wild Florida Adventure Park

If you’re ready to embark on an adventure like no other, head to Wild Florida and let your hair blow in the wind on an airboat tour.

White building with historic sign outside in St. Cloud.

Article

The History Behind Downtown St. Cloud: The Soldier City

The history of Downtown St. Cloud effortlessly blends a rich history, traditions, and a close-knit community.

Colorful fireworks burst across a dark night sky, with bright streaks of red, blue, green, and gold radiating outward. — A sky full of fireworks lights up the night, turning the celebration into a sparkling finale of color and energy.

Article

The Best New Year’s Eve Fireworks Shows in Central Florida

As the countdown to the new year begins, Central Florida hosts some of the most breathtaking and unforgettable fireworks shows in the Kissimmee area.

Article

Local Vendors at the Monthly Market in Downtown St. Cloud

Under the starlit sky, historic brick streets are blocked off to create a vibrant atmosphere filled with local makers as you roam the small town for unique finds and seasonal goodies.

Musician performing live acoustic guitar and vocals at Crabby Bill’s in St. Cloud, Florida, with colorful seafood-themed posters in the background. — Enjoy live tunes and local flavor at Crabby Bill’s in St. Cloud.

Article

Downtown St. Cloud’s Live Music Guide

Downtown St. Cloud is a small town with a big personality. Also known as Soldier City, the city of St. Cloud is filled with history, food, and entertainment.