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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 77 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!
downtown st cloud

Downtown St. Cloud

Article

Family Fun for Less Than $30 in Downtown St. Cloud

Discover cheap and family-friendly things to do in Downtown St. Cloud, Florida — all for $30 or less. Enjoy the park, local food, and unique shops in this Central Florida gem.
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.
Christmas tree in the Gaylord Palms Resort
Article

Christmas at Gaylord Palms 2026: The Polar Express™ and More Holiday Fun

From Nov. 13, 2026, to Jan. 3, 2027, Christmas at Gaylord Palms transforms the resort into a holiday wonderland featuring The Polar Express™, dazzling lights, and family fun.
Mother and daughter smiling while planning their next family vacation on a laptop at home.

Plan your next family getaway to Kissimmee, where unforgettable adventures are just a short drive away.

Article

Tips and Tricks to Help You Plan Your Vacation

Planning your big Kissimmee getaway? Here are some handy tips for making the most of your vacay.
A child waves in front of a roller coaster in Kissimmee

The young and young-at-heart will enjoy the attractions in Kissimmee

Article

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.
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.
A young girl interacts with a giant light-up peg wall inside WonderWorks Orlando, placing colorful glowing pegs into the display.

Spark creativity at WonderWorks Orlando, where kids can light up their imagination with hands-on exhibits like this vibrant giant peg wall.

Article

Smart Fun: Educational Adventures for Families in Kissimmee

Discover family adventures that spark curiosity, fuel imagination, and make learning feel like play. From hands-on science experiences to wildlife encounters and history-rich attractions, Kissimmee offers educational fun for every age.

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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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