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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Family in Downtown Kissimmee — Downtown Kissimmee

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The 500th Cattle Run through Osceola County.

Downtown Kissimmee: Where Kissimmee Cowboy Legends Come Alive

Step into the heart of Florida cowboy country by visiting Historic Downtown Kissimmee, a destination steeped in rich ranching history.

Silhouette of fans cheering at a basketball game — Capturing some of the magic at the Kia Center

Where to Watch the Game: Top Kissimmee Sports Bars & More

Cheer on your team and be part of the action or just enjoy a good meal while keeping a close eye on the score. Here’s a round-up of great game-viewing spots in Kissimmee.

golf club hitting the ball — Kissimmee, Florida is a hole-in-one destination

Mystic Dunes Golf Club

How does one choose clubs for two different course styles — that’s the mystery you’ll need to solve at Mystic Dunes Golf Club.

A man sets a golf ball on the tee

Kissimmee Bay Country Club

Step onto Kissimmee Bay Country Club’s golf course and you’ll feel like a local.

Path lined with Oak trees — Path lined with beautiful oak trees

Oaks National Golf Club

Oaks National Golf Club has more than just a new name.

Golf course with flag and water — Kissimmee's Famous Golf Courses

Orange Lake Golf Club

So close to Walt Disney World® Resort that you can see the fireworks, Orange Lake

Golf Classic — Golfers practicing their swing

Remington Golf Club

You’ll never hit a drive the same again after playing Remington Golf Club.

A sign that says Royal St. Cloud Golf Links with flags and a fairway in the background — Enjoy a slower pace of play at Royal St. Cloud Golf Links

Royal St. Cloud Golf Links

The greens run red, white, and blue at Royal St. Cloud Golf Links.

5 golfers golfing at Reunion Resort in the sunshine — Reunion Resort

Reunion Resort Golf Club

Palmer. Watson. Nicklaus. Three legendary names in golf, one iconic golf course in Kissimmee.