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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 58 results
1 - 10 of 58 results
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A Family Road Trip to Kissimmee
Join Dr. Laura Scott and her family on a road trip to Kissimmee, Florida, where family fun meets relaxation, local flavor, and the kind of sunshine that makes every moment brighter.
Tag along with Carla Rhodes in the sixth episode of The Kissimmee Experience.
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Carla Rhodes: Eco Adventures and Birding in Kissimmee
From airboat rides through the Everglades to birdwatching across pristine conservation areas, explore the wild side of Kissimmee featured in The Kissimmee Experience.
Catch a car show at Old Town Kissimmee
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Car Shows at Old Town Entertainment District
Experience the best Kissimmee car shows at Old Town Entertainment District, where classic cars, hot rods, muscle cars, and vintage vehicles shine every week with free admission — alongside family-friendly attractions, dining, and live music.
Rolling into Old Town style, where classic cars and classic Florida fun cruise side by side.
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Top Car Shows and Automotive Experiences in Kissimmee
Kissimmee is a dream destination for car lovers. From weekly meetups and classic-car cruises to world-famous auctions and auto attractions, the area is full of experiences that get engines — and enthusiasts — fired up.
Fresh from the field and still warm from the Florida sun, these hand-picked strawberries capture the simple joy of slowing down and savoring the season.
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U-Pick Farms Near Kissimmee: Where to Pick Strawberries, Citrus, and Flowers in Central Florida
Step into harvest season at these Central Florida u-pick farms near Kissimmee, where visitors can gather strawberries, blueberries, citrus, and flowers straight from the field.
The Monument of States in Kissimmee, Florida, a colorful, tiered structure made of stones, plaques, and items representing all American states.
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A Local’s Guide to Historic Downtown Kissimmee
See Downtown Kissimmee's top historical buildings and sites during your visit.
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Relax and Recharge: Your Guide to Wellness in Kissimmee
Unwind and rejuvenate in Kissimmee with top resorts, serene outdoor experiences, and mindful activities. Discover the perfect balance of relaxation and adventure in Central Florida.
Capture the beauty of Kissimmee’s natural landscapes and vibrant birdlife on a peaceful photography or birdwatching adventure through one of the area’s scenic preserves.
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Enjoy Thrills, Not Chills in Kissimmee
In Kissimmee you can't go far without coming across sun-loving wildlife, hiking trails shaded by majestic oaks or an opportunity for thrills (Central Florida has seven of the best theme parks in the world).
A roseate spoonbill is one of many beautiful bird species you can spot in Kissimmee’s natural spaces.
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