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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1 - 10 of 89 results

1 - 10 of 89 results

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

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Golf Classic — Remington Golf Club

Remington Golf Club

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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

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A group of five people practice their swings on a green driving range at Reunion Resort, with a tall resort building and a bright blue sky with scattered clouds in the background. — On these fairways, every swing comes with a side of sunshine and a whole lot of Florida charm.

Reunion Resort Golf Club

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A family enjoys an airboat ride through the wetlands at Wild Florida, smiling and pointing at wildlife in the distance. — A family sets out on an exciting airboat adventure at Wild Florida, gliding across the headwaters of the Everglades to spot native wildlife and soak in Kissimmee’s natural beauty.

Unwrap the Joy of Kissimmee This Holiday Season

Discover how to make this holiday season memorable with unique gift ideas and unforgettable experiences in Kissimmee. Celebrate Small Business Saturday, explore charming shops, indulge in local flavors, and create lasting memories with your loved ones!

A modern luxury vacation home at dusk featuring a glowing blue resort-style pool with a waterfall, fire feature, palm trees, lounge chairs, and illuminated outdoor living spaces. — When the sun sets, the pool steals the spotlight. Evening swims glow a little brighter with fire features, flowing water, and room to unwind long after dark.

Top Tier at Reunion: Where the Stay Becomes Part of the Story

In Kissimmee, the Vacation Home Capital of the World®, where space, comfort, and flexibility define the way people travel, Top Tier at Reunion offers a refined way to settle in. These hand-selected luxury homes combine thoughtful design, elevated amenities, and personalized service with the freedom to experience Central Florida on your own terms, from theme park days to nature escapes and unforgettable meals shared around the table.

Luke Boden kicks a soccer ball on the footgolf course at Reunion Resort. — Footgolf is a unique experience for all sports enthusiasts, especially soccer fans.

Florida’s Biggest Games, One Perfect Home Base

Planning a Florida sports getaway? Kissimmee offers vacation homes, easy access to soccer matches in Miami, and year-round experiences beyond the stadium.

A child waves in front of a roller coaster in Kissimmee — The young and young-at-heart will enjoy the attractions in Kissimmee

Making Memories: Kid-Friendly Activities in Kissimmee

Kissimmee is known for its world-famous theme parks, but there’s so much more for you and your little ones to explore when you’re here.

Epcot — Travel back in time on Spaceship Earth at Epcot

How to Travel to All the Major Theme Parks from Kissimmee

Kissimmee is moments away from the major theme parks. Here's how to check them all off your bucket list.