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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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21 - 30 of 39 results
21 - 30 of 39 results
Anisa Benitez joins the cast of The Kissimmee Experience.
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Anisa Benitez: Reconnect With Yourself In Kissimmee
Creative wellness advocate and content creator Anisa Benitez, known for her No Starving Artist podcast and mindful storytelling, explores Kissimmee’s relaxing side in The Kissimmee Experience — from goat yoga and spa days to sustainable wine tastings and quiet moments of reflection.
Behind the scenes of the personal chef experience at Kyla's vacation home.
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Kyla Kenedy: Top Luxury Experiences Around Kissimmee
Discover some of the most luxurious ways to unwind, indulge, and elevate your getaway in Kissimmee. Episode two of The Kissimmee Experience highlights several standout experiences that showcase the destination’s upscale side.
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The Ultimate Summer Guide to Outdoor Fun in Kissimmee
Discover the best summer activities in Kissimmee, from scenic picnics and road trip stops to camping under the stars and water adventures.
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Enjoy Kissimmee’s Resort Pools with a Day Pass
Looking for a way to unwind poolside at a Kissimmee resort? Discover top spots offering day passes so you can enjoy the luxurious amenities Kissimmee resorts have to offer.
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.
Enjoying drinks and food poolside at the Gaylord Palms Resort and Convention Center
Itinerary
A Three-Day Itinerary for a Quiet Getaway
There’s a quieter stretch on the Kissimmee calendar when the pace softens, the weather cooperates, and the destination feels refreshingly open. Fewer crowds, easier reservations, and more room to enjoy familiar favorites make this an ideal time for a long weekend or spontaneous escape. This three-day itinerary highlights how Kissimmee shines when timing does the work, and everything feels just a little easier.
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.
Arrive in style at Meliã Orlando Celebration, where palm-lined paths lead straight into vacation mode.
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Top 5 Reasons to Stay at Meliã Orlando Celebration During Your Central Florida Vacation
Central to everything, Meliá Orlando Celebration boasts fine dining, pet-friendly accommodations, and the perfect spot to relax.
Enjoy a fruity poolside drink at the Meliã Orlando Celebration
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