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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 12 results
1 - 10 of 12 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.
Footgolf is a unique experience for all sports enthusiasts, especially soccer fans.
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Luke Boden: A Tour of Kissimmee Sports Venues
Tag along as soccer coach Luke Boden visits key Kissimmee sports venues.
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.
A quiet moment of connection, where love takes center stage before the journey ahead.
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Why Kissimmee is the Perfect Pre-Honeymoon Destination
Wedding planning can be stressful, which is why many couples are escaping for a pre-honeymoon getaway. Discover why Kissimmee, Florida, is the perfect destination for romance, relaxation, and adventure before the big day.
Cannonballs, sunshine, and your own private pool. This is vacation freedom, Kissimmee-style.
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Your Guide to Hosting the Ultimate Florida Pool Party
Take a dip with your closest friends in an awesome Kissimmee pool. Before splish-splashing the day away, here are a few tips for hosting an unforgettable pool party when you’re vacationing in the Sunshine State.
Cowgirl at Silver Spurs Rodeo.
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Giddy Up: Rodeo Experiences in Kissimmee
Experience thrilling rodeo events in Kissimmee, Florida, from bull riding and barrel racing at Silver Spurs Arena to family-friendly cowboy fun.
Mardi Gras magic comes to life in a swirl of color, music, and high-energy celebration.
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How to Celebrate Carnival in Osceola County
Explore some of Florida's best eateries during Carnival! Explore Downtown St. Cloud and Kissimmee's top restaurants for a festive and flavorful experience.
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