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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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51 - 60 of 72 results
51 - 60 of 72 results
Love is what makes the world go round at ICON Park, near Kissimmee, Florida.
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The Ultimate Guide to ICON Park
Soar to new heights at ICON Park! Our ultimate guide showcases thrilling attractions, great dining, and must-see experiences, including The Orlando Eye — offering unbeatable views of Orlando’s skyline.
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Halloween Treats to Make at Home
Can’t make it to Kissimmee for Halloween? No problem! These easy, Florida-inspired Halloween recipes bring the spirit of Central Florida straight to your kitchen.
Friends and family toast to a meal in Kissimmee
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Alternatives to Cooking Thanksgiving Dinner
Thinking of doing something a little different this year? Here are a few ways to make this year's Thanksgiving in Kissimmee unforgettable, rather than predictable!
Enjoy sweet holiday treats at LEGOLAND
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Best Places at the Theme Parks and Kissimmee for Holiday Treats
Looking to create special memories this holiday season? We suggest sampling some of the holiday treats at the theme parks and throughout Kissimmee has to offer.
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Adventure & Impact: Best Team-Building Activities in Kissimmee
Discover unforgettable team-building experiences in Kissimmee — where thrilling adventures, meaningful CSR opportunities, and unforgettable memories strengthen your team and leave a lasting impact.
The Wilson at Meliã Orlando Celebration
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Savor Kissimmee: Dining Destinations for Meetings and Events
Discover top-tier restaurants in Kissimmee that offer everything from resort luxury and chef-driven cuisine to local hidden gems — all perfect for groups, events, or attendees exploring on their own. With a range of private dining options, semi-private spaces, full buyouts, and outdoor seating, these spots are as flexible as they are flavorful.
Enjoying drinks and food poolside at the Gaylord Palms Resort and Convention Center
Itinerary
A Three-Day Itinerary for a Quiet Getaway
There’s a quieter stretch on the Kissimmee calendar when the pace softens, the weather cooperates, and the destination feels refreshingly open. Fewer crowds, easier reservations, and more room to enjoy familiar favorites make this an ideal time for a long weekend or spontaneous escape. This three-day itinerary highlights how Kissimmee shines when timing does the work, and everything feels just a little easier.
Itinerary
Family Vacation in Kissimmee: Airboats, Alligators & Adventures
Discover how a four-day Kissimmee getaway delivers unforgettable family fun from airboat rides and wildlife encounters to kid-friendly attractions and spacious vacation homes. Inspired by creator Aseky Bonnaire’s trip, this itinerary shows you how to plan a stress-free, adventure-filled vacation your whole family will love.
Explore the natural side of Gatorland along its scenic boardwalk, where towering cypress trees and still waters showcase the beauty of Florida’s wetlands.
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