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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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1 - 10 of 27 results
1 - 10 of 27 results
When your vacation home feels like a private resort, relaxing becomes your easiest daily ritual.
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Save vs. Splurge Experiences
Whether you tend to save or splurge when on vacation, Kissimmee, Florida, has amazing experiences for every budget.
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Tasty Gluten-Free and Vegan Options in Kissimmee Restaurants
Explore Kissimmee's best gluten-free and vegan dining! From cozy cafes to family-friendly spots, enjoy a variety of tasty, inclusive options for everyone.
Make this roadtrip your family's favorite / Getty Images
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Kissimmee Road Trip Bingo
Our Kissimmee Bingo cards highlight local wildlife, signs, and transportation, and are sure to make your road trip to Central Florida just as fun as the destination itself is.
Take your kids on the Ferris wheel at Old Town Entertainment District
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Free Things to Do in Kissimmee
Looking for affordable fun in Central Florida? From outdoor adventures to cultural treasures, discover free things to do in Kissimmee beyond the theme parks.
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Non-Traditional Theme Parks for Families on a Budget
If you're on a budget, you can still find plenty of big thrills, fun entertainment, and happy moments in our sunny destination.
Savor the moment in Kissimmee, where cozy cafés and stylish lounges set the scene for unforgettable conversations and connections.
Itinerary
Romance & Adventure: A 4-Day Kissimmee Getaway Itinerary
Discover how to plan a romantic and adventure-filled 4-day getaway in Kissimmee, featuring top date spots, outdoor activities, dining, and must-try attractions across Central Florida.
Itinerary
Spring Break Like a Local Itinerary
If you’ve ever been to Florida (or you’re lucky enough to live here), you know just how beautiful and fun it is in spring — not to mention year-round! Read on to discover memorable local favorites and hidden gems for families.
Kayaking on Shingle Creek
Itinerary
A Local’s 3-Day Guide to a Romantic Getaway in Kissimmee
Join Orlando local Aliya Burshan as she shares her favorite ways for couples to relax, reconnect, and rediscover the magic of Kissimmee in just three unforgettable days.
The Wheel at ICON Park lights up the night sky, creating a stunning centerpiece for dining, entertainment, and fun near Kissimmee.
Itinerary