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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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31 - 35 of 35 results

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Guests wearing crowns enjoy dinner and live entertainment at Medieval Times Dinner & Tournament in Kissimmee, Florida, where medieval knights and royal festivities create an unforgettable dining experience.

Enjoy a feast fit for royalty at Medieval Times Dinner & Tournament in Kissimmee, where jousting, cheering, and delicious dining make for a night of epic family fun.

Itinerary

A Perfect Day

Kissimmee is a dawn 'til dusk destination where visitors can go full throttle all day for a week and still feel like there will be even more to see and discover during the next visit.
Mother and daughter walking through Walt Disney World

Walt Disney World never fails to exceed expectations

Itinerary

A Three-Day Guide to Magic Kingdom Attractions

Why rush the magic? With this three-day guide, you’ll have plenty of time to ride the classics, meet your favorite characters, and still stop for a Mickey-shaped snack (or two) — all in the heart of sunny Florida.
Couple walking and smiling near the iconic Universal globe at Universal Orlando Resort on a sunny day in Central Florida.

Step into adventure at Universal Orlando Resort, where unforgettable thrills and world-famous attractions await just minutes from Kissimmee.

Itinerary

Kissimmee: A Tale of Two-Day Trips

Gather around friends, vacationers, and trip planners for an unforgettable tale of two-day trips — one that’s full of theme park joy and another all about outdoor fun!
A beautiful vacation home rental in Kissimmee

A Kissimmee Vacation Home is your home away from home

List

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.

Two men and a woman walk the water front in Celebration.

Enjoy your next meeting or event in sunny Florida.

List

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.

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Experience Kissimmee recognizes the fundamental equality of all individuals and does not support the discriminatory or prejudicial treatment of any person, whether a resident or visitor to our destination. As the official tourism authority for Osceola County, FL, our goal is to always provide a welcoming environment and a positive experience for everyone. We embrace visitors from all backgrounds and cultures and do not discriminate against anyone based on race, color, creed, religion, sex, national origin, disability, sexual orientation, or gender identity.

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