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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 46 results
1 - 10 of 46 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.
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'Twas the Night Before Christmas in Kissimmee
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.
Enjoy a comfortable ride aboard Brightline, savoring snacks and scenery on the way to Kissimmee.
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Getting Around Kissimmee by Train: Brightline, SunRail, and More
Discover how to ride the rails in Kissimmee, from fast and convenient train services like Brightline and SunRail to iconic theme park rides like the Walt Disney World® Monorail. Whether you're traveling around Central Florida or hopping aboard a rail-themed adventure, this guide has your ticket.
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How to Survive a Long Flight with Little Kids
Air travel with little ones can be challenging if you're not fully prepared. So, we thought we'd share some tips to help make the journey as much fun as your stay in Kissimmee.
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.
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Top Restaurants in Celebration
From freshly baked biscuits to gourmet charcuterie plates to refreshing ice cream, Celebration's restaurants are sure to please.
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.
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