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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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1 - 10 of 38 results

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.

Article

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.

Article

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.

Article

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 mother and her young son enjoy a meal together while riding the Brightline train, with sunlight streaming through the window and a scenic view outside.

Enjoy a comfortable ride aboard Brightline, savoring snacks and scenery on the way to Kissimmee.

Article

Getting Around Kissimmee by Train: Brightline, SunRail, and More

Discover how to ride the rails in Kissimmee, from fast and convenient train services like Brightline and SunRail to iconic theme park rides like the Walt Disney World® Monorail. Whether you're traveling around Central Florida or hopping aboard a rail-themed adventure, this guide has your ticket.
Epcot

Travel back in time on Spaceship Earth at Epcot

Article

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.
Cowgirl at Silver Spurs Rodeo.

Cowgirl at Silver Spurs Rodeo.

Article

Rodeo Experiences in Kissimmee

Experience thrilling rodeo events in Kissimmee, Florida, from bull riding and barrel racing at Silver Spurs Arena to family-friendly cowboy fun.
Children holding freshly made s’mores at a picnic table, with gooey marshmallows and chocolate between graham crackers.

A classic campfire moment, sweet and wonderfully sticky.

Article

Top Spots to Set Up Camp in Kissimmee

Enjoy outdoor adventures by day, then sleep under the stars at one of Kissimmee's top camping spots.
A sunny tree-lined street with colorful homes and businesses in Kissimmee, Florida.
Article

Celebration, Florida: A Town Like No Other

With tree-lined streets, captivating architecture, and a welcoming mix of shops and restaurants, Celebration invites visitors of all ages to explore.
Three friends enjoy lunch and cocktails at MOOR restaurant inside Gaylord Palms Resort in Kissimmee, Florida, surrounded by lush greenery and serene water views.

Relax and reconnect over fresh coastal flavors at MOOR, the signature restaurant inside Gaylord Palms Resort in Kissimmee, where every meal comes with a side of sunshine and good company.

Article

The Perfect Night Out at Gaylord Palms Resort

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Woman relaxing in pool
Article

Relax and Recharge: Your Guide to Wellness in Kissimmee

Unwind and rejuvenate in Kissimmee with top resorts, serene outdoor experiences, and mindful activities. Discover the perfect balance of relaxation and adventure in Central Florida.

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Experience Kissimmee recognizes the fundamental equality of all individuals and does not support the discriminatory or prejudicial treatment of any person, whether a resident or visitor to our destination. As the official tourism authority for Osceola County, FL, our goal is to always provide a welcoming environment and a positive experience for everyone. We embrace visitors from all backgrounds and cultures and do not discriminate against anyone based on race, color, creed, religion, sex, national origin, disability, sexual orientation, or gender identity.

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