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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 25 results
1 - 10 of 25 results
When your vacation home feels like a private resort, relaxing becomes your easiest daily ritual.
Article
Save vs. Splurge Experiences
Whether you tend to save or splurge when on vacation, Kissimmee, Florida, has amazing experiences for every budget.
Make this roadtrip your family's favorite / Getty Images
Article
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
Article
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.
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.
Soar above it all at Gatorland with the Screamin’ Gator Zip Line, a thrilling way to take in Kissimmee’s wild side from high above the park’s iconic alligator breeding marsh.
Itinerary
Family-Friendly Kissimmee Itinerary
Looking for the perfect family escape without traveling far? Motherhood & Lifestyle Influencer @IzzyRose and her young family discovered just that in Kissimmee, a fun-filled destination right in the center of it all, just two hours from their home in St. Augustine.
A family-friendly airboat ride in Kissimmee
Itinerary
Tiny Travelers, Big Adventures: A Four-Day Family Escape to Kissimmee
Looking for a family vacation that keeps every kid smiling and every parent sane? Take inspiration from a recent four-day trip to Kissimmee, where dermatologist and Florida mom Dr. Laura Scott and her crew explored the destination’s most playful parks, attractions, trails, and stays. From outdoor adventures to splash-worthy fun, here’s how families of all sizes can experience Kissimmee at its best.
Itinerary