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.

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A family arrives at their vacation home — Fun awaits in a Kissimmee Vacation Home

Top Things to Pack for Your Kissimmee Road Trip Vacation

The ultimate packing list for your next road trip to Kissimmee, Florida, includes games, comfort, and more!

'Twas the Night Before Christmas in Kissimmee

Dezerland in the Rain — Dezerland

Traveling to Central Florida During Hurricane Season

If you’re planning on visiting the Sunshine State during hurricane season, check out our FAQ below.

A mother and her young son enjoy a meal together while riding the Brightline train, with sunlight streaming through the window and a scenic view outside. — Enjoy a comfortable ride aboard Brightline, savoring snacks and scenery on the way to Kissimmee.

Getting Around Kissimmee by Train: Brightline, SunRail, and More

Discover how to ride the rails in Kissimmee, from fast and convenient train services like Brightline and SunRail to iconic theme park rides like the Walt Disney World® Monorail. Whether you're traveling around Central Florida or hopping aboard a rail-themed adventure, this guide has your ticket.

Knights in Tunnel

Kissimmee Dinner Show Roundup

Dinner is never a bore when there’s a high-seas pirate escapade, aerial artistry, or swordplay involved. See top spots in Kissimmee for a deliciously entertaining dinner show.

Mother and daughter smiling while planning their next family vacation on a laptop at home. — Plan your next family getaway to Kissimmee, where unforgettable adventures are just a short drive away.

Tips and Tricks to Help You Plan Your Vacation

Planning your big Kissimmee getaway? Here are some handy tips for making the most of your vacay.

A beautiful vacation home rental in Kissimmee — A Kissimmee Vacation Home is your home away from home

10 Reasons to Choose a Vacation Home Rental in Kissimmee

Imagine waking up to a picturesque lake view or watching the sunrise on the golf course from your own private balcony of your vacation home rental.

Chelsea Green dressed as a pirate on stage at Pirates Dinner Adventure in Kissimmee, proudly holding two WWE championship belts. — Chelsea Green trades the ring for the high seas at Pirates Dinner Adventure.

Chelsea Green Unwinds with Pirates, Pints & Purring Cats

Wrestling icon Chelsea Green brings her bold spirit to Kissimmee, where she finds high-flying stunts, self-care, and the perfect balance of fun and chill.

Two men and a woman walk the water front in Celebration. — Enjoy your next meeting or event in sunny Florida.

9 Hotels in Kissimmee for Hosting Your Next Meeting or Event

Where business meets innovation — and a bit of fun! Discover top meeting hotels in Kissimmee with flexible spaces, modern amenities, and unique venues for your next event.