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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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31 - 40 of 52 results
31 - 40 of 52 results
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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Outdoor Adventure & Indoor Leisure in Kissimmee
Discover how Florida Instagrammer Angela Jones and her husband, Matthew Lewis, embraced the best of Kissimmee—from serene vacation-home downtime to standout moments in nature, dining, and after-dark fun. Their trip showcases just how effortlessly a Kissimmee getaway can balance relaxation with adventure.
Unwind and recharge with a soothing spa experience in Kissimmee.
Itinerary
Babymoon in Kissimmee
Calling all moms-to-be! Plan the ultimate babymoon in Kissimmee with this three-day itinerary filled with relaxation, pampering, and gentle adventures. From spa treatments to scenic nature spots, discover why Kissimmee is the perfect destination for a blissful pre-baby escape.
Chelsea Green trades the ring for the high seas at Pirates Dinner Adventure.
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Chelsea Green Unwinds with Pirates, Pints & Purring Cats
Wrestling icon Chelsea Green brings her bold spirit to Kissimmee, where she finds high-flying stunts, self-care, and the perfect balance of fun and chill.
New friends and sunny skies. Emily Kinney gets acquainted with her equine co-star at First Nature Ranch.
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Emily Kinney’s Kissimmee Soundtrack
Actress and musician Emily Kinney explores Kissimmee in search of quiet moments, creative sparks, and a little rhythm along the way.
Surrounded by nature and inspiration, Yvette Young prepares her notes before stepping inside Bok Tower to make music.
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Yvette Young Finds Quiet Wonder in Kissimmee
Musician and artist Yvette Young took a soulful approach to exploring Kissimmee, finding inspiration in the quiet, the magical, and the moments in between.
Sharing a slow and sweet moment with one of Wild Florida’s most lovable residents.
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Top Ways to See Wildlife in Kissimmee
Giant gators, beautiful birds, and elusive panthers, oh my! The local wildlife around Kissimmee is definitely diverse, and there are so many fun-filled ways to experience it.
Take to the skies with International Heli-Tours and enjoy a bird’s-eye view of Kissimmee’s top attractions.
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Orlando Helicopter Adventures: Top Scenic Views
Whether you vacation in Central Florida every year or are planning your first family trip to Kissimmee, a bird’s-eye view of the area with the Orlando Helicopter Adventures Tour is a unique experience to start your vacation off right.
Soar over Gatorland on the Screamin’ Gator Zip Line
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Top 10 Tips For Visiting Gatorland
Gatorland was the first attraction to make its way to Central Florida, and they continue to add exciting features and events to matter how many times you’ve visited.
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