Article
A Kissimmee Staycation: A Local’s Guide to Outdoor Fun and Flavor
Join Central Florida local Angela Jones as she explores Kissimmee’s perfect mix of sunshine, adventure, and flavor, from kayaking and ziplining to tapas and tropical wine.
What’s it like to vacation where the locals play? Kissimmee, Florida, sits at the heart of it all. Here, nature, adventure, and sunshine combine for unforgettable getaways. Local content creator Angela Jones set out on a staycation to rediscover the destination’s most exciting experiences. Her itinerary is filled with insider tips for outdoor enthusiasts, foodies, and couples looking to add a little extra adventure to their Central Florida escape.
Day 1: Soak Up the Sunshine & Adventure
Start your Kissimmee getaway at Shingle Creek Regional Park, a hidden gem where the headwaters of the Everglades begin. Angela calls this kayaking experience “phenomenal," thanks to peaceful waters, lush cypress trees, and expert guides who point out local wildlife (yes, even tiny turtles).
Next, kick things up a notch at Orlando Tree Trek Adventure Park, a high-flying ropes course designed for adventurers of all levels. Even Angela, who admits she’s not fond of heights, said she felt completely safe thanks to the park’s top-notch harness system.
Wrap up the day at Wild Florida Adventure Park, where an exhilarating airboat ride offers up-close views of Florida’s natural beauty, from baby alligators to egrets gliding across the wetlands.
Exploring the headwaters of the Everglades on an airboat ride at Wild Florida, which is an unforgettable way to experience Kissimmee’s natural beauty and wildlife.
Day 2: Food, Flavor, & Relaxation
Angela recommends starting the morning with brunch at Formosa Winery Tasting House, a tranquil spot surrounded by grapevines and Florida sunshine. Sip a glass of fruit-infused wine and enjoy the locally inspired menu before heading back outdoors for another paddle or poolside afternoon.
When evening rolls around, treat yourself to dinner at Jaleo by José Andrés in Disney Springs, which is Angela’s favorite Kissimmee-area restaurant. She swears by the Salt Air Margarita and recommends ordering the chef’s tasting menu for the full tapas experience.
Arroz a Handa con Gambas - paella made of shrimp and squid served with alioli.
Bonus Tips
- For dog owners: Bring your pup along for a scenic stroll at Bok Tower Gardens, a dog-friendly day trip just outside Kissimmee.
- For nature lovers: Try hang-gliding at Wallaby Ranch, which is Angela’s top pick for her next visit.
- For relaxation: Dedicate at least two days of your trip to simply lounging and unwinding.
A national historic landmark, Bok Gardens has been enchanting visitors since 1929.
Whether you’re kayaking through Shingle Creek, dining under the lights at Disney Springs, or unwinding in a luxurious vacation home, Kissimmee delivers adventure and comfort in equal measure. Follow Angela’s lead and create your own sunshine-filled itinerary — because in Kissimmee, the only limit is how much fun you can pack into your stay.
Want even more inspiration? Follow Experience Kissimmee on Facebook and Instagram for travel ideas, behind-the-scenes fun, and local favorites. And don’t forget to share your own adventures with #MyKissimmee for a chance to be featured!