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.

31 - 37 of 37 results

Wooden boardwalk winding through a peaceful cypress swamp surrounded by tall trees at Gatorland near Kissimmee, Florida. — Explore the natural side of Gatorland along its scenic boardwalk, where towering cypress trees and still waters showcase the beauty of Florida’s wetlands.

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.

Woman golfer lines up a putt on a sunny day at the Omni Orlando Resort at ChampionsGate in Kissimmee, Florida, with the resort’s luxury hotel visible in the background. — Focus meets finesse at the Omni Orlando Resort at ChampionsGate, where scenic greens and world-class hospitality set the stage for a perfect game.

Fore Incredible Kissimmee Golf Vacation Ideas

Planning a golf getaway in Kissimmee? Here are a few must-tee courses we think are a real hole-in-one.

Father and son at the park.

9 Things to Do with Dad in Kissimmee

Celebrate Father's Day the Kissimmee way!

Girl in yellow dress takes photo in front of Monument of States in Downtown Kissimmee. — The Monument of States in Kissimmee, Florida, a colorful, tiered structure made of stones, plaques, and items representing all American states.

7 Fun Kissimmee Facts

From wildlife to accommodations, Kissimmee is full of surprises you may not know.

Colorful water slides at Island H2O Water Park in Kissimmee, Florida, with guests enjoying a sunny day and lifeguards stationed nearby. — Cool off and make a splash at Island H2O Water Park in Kissimmee, where thrilling slides and sunny skies set the scene for nonstop fun.

7 Ways to Make a Splash at Island H2O Water Park in Kissimmee

Island H2O Water Park at Promenade at Sunset Walk is one of the top Kissimmee, Florida's, water park attractions, blending thrilling slides and rides with high-tech features for a splash-filled experience like no other.

The Surf Pool at Disney's Typhoon Lagoon Water Park — Cool off in the Surf Pool at Disney's Typhoon Lagoon

Top 5 Must-See Kissimmee Area Water Parks

Grab your sunglasses and don't forget the sunscreen - it's time for some splashy fun at the water park! But which one? The options are endless, but here are our top must-see water parks in and around Kissimmee.

Two men and a woman walk the water front in Celebration. — Enjoy your next meeting or event in sunny Florida.

9 Hotels in Kissimmee for Hosting Your Next Meeting or Event

Where business meets innovation — and a bit of fun! Discover top meeting hotels in Kissimmee with flexible spaces, modern amenities, and unique venues for your next event.