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 63 results

1 - 10 of 63 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.

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!

Hand holding freshly picked strawberries beside rows of strawberry plants in a u-pick field. — Fresh from the field and still warm from the Florida sun, these hand-picked strawberries capture the simple joy of slowing down and savoring the season.

U-Pick Farms Near Kissimmee: Where to Pick Strawberries, Citrus, and Flowers in Central Florida

Step into harvest season at these Central Florida u-pick farms near Kissimmee, where visitors can gather strawberries, blueberries, citrus, and flowers straight from the field.

Bell Family Farm and Apiary

Meet the Animals: Farm & Wildlife Experiences Near Kissimmee

From goats and butterflies to horses and friendly farm animals, Kissimmee and the surrounding Central Florida countryside offer plenty of ways to connect with animals beyond the theme parks. These farms, ranches, and wildlife experiences invite visitors to slow down, step outside, and discover a softer side of the destination.

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.

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 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.

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.

A bald eagle perches on a tree branch above the grassy wetlands at Wild Florida, surrounded by tall reeds and open landscape under a pastel sky. — A majestic bald eagle surveys the wetlands at Wild Florida, one of Kissimmee’s top spots for wildlife viewing and eco-adventures.

Eco-Friendly Kissimmee: Fun Facts About Central Florida's Wild Side

Preservation is a top priority in Kissimmee, with many attractions working hard to protect and preserve Central Florida’s natural beauty and wildlife.

A roseate spoonbill spreads its pink wings while perched atop green branches against a clear blue Florida sky. — A roseate spoonbill is one of many beautiful bird species you can spot in Kissimmee’s natural spaces.

Wild Facts About Central Florida’s Native Animals

Central Florida is known for its wildlife from around the world at eco-friendly attractions, but the native wildlife is just as fascinating.

A colorful hot air balloon floats low over a wide green field on a clear morning, with light fog in the distance and trees lining the horizon. — Some mornings lift your spirits — this one lifts you right into the sky.

Your Guide to Outdoor Experiences in Kissimmee

Whether you’re a daredevil or a down-to-earth type, you’ll find your ideal adventure under the Central Florida sun. Go biking, play mini golf, take a hot air balloon ride, come face to face with Florida's wild creatures, and more.

A family arrives at their vacation home — Fun awaits in a Kissimmee Vacation Home

Top Things to Pack for Your Kissimmee Road Trip Vacation

The ultimate packing list for your next road trip to Kissimmee, Florida, includes games, comfort, and more!

Two hot air balloons—one large and close, one smaller in the distance—float against a bright blue sky with soft, scattered clouds. — Morning skies over Kissimmee set the stage for a peaceful ascent into the clouds.

Going Up: What to Expect on a Hot Air Balloon Ride Over Kissimmee

Get an inside look at what it’s like to take a hot air balloon ride over Kissimmee, Florida. This first-person story explores the views, the experience, and the must-know tips for planning your own balloon adventure.