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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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61 - 70 of 97 results
61 - 70 of 97 results
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.
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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.
Explore the natural side of Gatorland along its scenic boardwalk, where towering cypress trees and still waters showcase the beauty of Florida’s wetlands.
Itinerary
Influencer Itinerary: 4 Days of Outdoor Adventure & Indoor Leisure
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.
Walt Disney World never fails to exceed expectations
Itinerary
A Three-Day Guide to Magic Kingdom Attractions
Why rush the magic? With this three-day guide, you’ll have plenty of time to ride the classics, meet your favorite characters, and still stop for a Mickey-shaped snack (or two) — all in the heart of sunny Florida.
Unwind and recharge with a soothing spa experience in Kissimmee.
Itinerary
Bump Up the Fun with a Blissful Three-Day 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.
Sharing a slow and sweet moment with one of Wild Florida’s most lovable residents.
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9 Ways to See Wildlife in Kissimmee
Giant gators, beautiful birds, elusive panthers—oh my! The local wildlife around Kissimmee is definitely diverse, and there are so many fun-filled ways to experience it.
See an albino alligator at Gatorland
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Top 4 Places to Experience Kissimmee by Air, Land, or Water
Kissimmee, Florida, has so many outdoor adventures that you can explore by air, land, or water. At some spots, you can even do all three! Experience these amazing activities just waiting for you and your entire family.
A bald eagle sweeps across the wetlands, turning a quiet Kissimmee morning into a front-row wildlife moment.
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Top 5 Things You’ll Learn About Florida at Boggy Creek Airboat Adventures
Boggy Creek Airboat Adventures features over 32 acres of nearly pristine Florida nature that includes many unique activities such as a Butterfly Garden, Fossil & Gem Mine, a restaurant, and much more just a short drive from Kissimmee.
Enjoy a fruity poolside drink at the Meliã Orlando Celebration
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