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.

1 - 10 of 22 results

Airboat gliding through cypress trees and wetlands at Wild Florida in Kissimmee, Florida. — Exploring the headwaters of the Everglades on an airboat ride at Wild Florida, which is an unforgettable way to experience Kissimmee’s natural beauty and wildlife.

Airboat Tours with Wild Florida Adventure Park

If you’re ready to embark on an adventure like no other, head to Wild Florida and let your hair blow in the wind on an airboat tour.

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!

Woman relaxing in pool

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.

Boggy Creek — Boggy Creek Airboat Adventures

Experience Florida Nature at Boggy Creek Airboat Adventures

Discover Florida at Boggy Creek Airboat Adventures — airboat rides, gator encounters, gem mining, and Lily’s Butterfly Garden – all near Florida’s theme parks.

Oranges, cucumbers, and other earthly items for a spa day — Relax with a spa day in Central Florida

Time to Relax: Spas & Retreats in Kissimmee

Complete your Kissimmee vacation with lavish retreats and delightful days of indulgence at one of these soothing spas.

A large modern vacation home with multiple outdoor pools, sun loungers, terraces, and tropical landscaping, viewed from above in a residential resort community. — When your vacation home feels like a private resort, relaxing becomes your easiest daily ritual.

Save vs. Splurge Experiences

Whether you tend to save or splurge when on vacation, Kissimmee, Florida, has amazing experiences for every budget.

Non-Traditional Theme Parks for Families on a Budget

If you're on a budget, you can still find plenty of big thrills, fun entertainment, and happy moments in our sunny destination.

A couple walks hand in hand along the dock outside The BOATHOUSE at Disney Springs, smiling under a bright, partly cloudy sky with the restaurant’s tower and outdoor umbrellas in the background. — Strolling into golden-hour bliss at The BOATHOUSE in Disney Springs, where waterfront dining and warm-weather daydreams pair perfectly.

The Ultimate Valentine's Day Guide to Kissimmee

Whether you’re a couple of old-fashioned romantics or looking for a memorable day of fun, Kissimmee is the perfect place to spend this special holiday. Here are a few suggestions to make sure your Valentine’s Day is one to remember forever.

Two red cranes interlocking their necks

Top Outdoor Date Spots for Adventurers at Heart

Whether you enjoy the adventurous outdoors or want to surprise your adventurous other half, Kissimmee, Florida, has amazing parks, trails, and preserves.

Family Driving In Car On Road Trip — Make this roadtrip your family's favorite / Getty Images

Kissimmee Road Trip Bingo

Our Kissimmee Bingo cards highlight local wildlife, signs, and transportation, and are sure to make your road trip to Central Florida just as fun as the destination itself is.