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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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.

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.

A man unloads his car in front of a vacation home as his family enters the home. — Plan your next stay in Kissimmee at one of our many vacation homes.

Where to Stay in Kissimmee: Hotels, Resorts, and Vacation Homes for Every Traveler

Kissimmee offers lodging to fit any need, from 4-star resorts to motels to vacation rentals. Learn more about all the ways you can stay in Central Florida!

A father and son laugh with excitement while riding a fast roller coaster under a bright blue sky at LEGOLAND® Florida Resort in Kissimmee. — Hold on tight for big thrills and even bigger smiles at LEGOLAND® Florida Resort, where every ride is built for family fun.

Central Florida Theme Park Accessibility Guide

Discover accessible theme parks in Central Florida with this guide. Learn about disability services, sensory-friendly options, and inclusive experiences.

Family gathered around a dining table in a decorated Kissimmee vacation home, enjoying a festive holiday meal together by the Christmas tree. — Celebrate the holidays in comfort and style with family and friends in a beautifully decorated Kissimmee vacation home.

Top 5 Ways to Celebrate the Holidays in a Kissimmee Vacation Home

In the Vacation Home Capital of the World®, the holidays can be a little easier for you and much more memorable for the rest of the family.

Girl sitting in a rocket ship bed at a Kissimmee vacation home.

Themed Vacation Rentals in Kissimmee: Where Imagination Meets Home Comfort

With game rooms, bedrooms, and in-house theaters, these vacation home rentals make for a magical place to stay.

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.

Instagram @tinkerbellethedog lounging by the pool in Kissimmee — Ensure your pup has everything he or she needs for a safe, healthy, and fun vacation

Pet-Friendly Places to Stay in Kissimmee

Find pet-friendly accommodations that your furry family will love in Kissimmee, Florida.

Two people sit cross-legged in a bright, minimalist studio practicing alternate nostril breathing as part of a mindfulness or yoga session. — Focused breathwork can bring clarity, reduce stress, and support mental wellness, making it an ideal activity for attendees seeking balance during a busy event. Photo courtesy of Crow Practice.

Breathe Easy: Wellness Tips and Resources for Impactful Meetings

Discover how intentional breathwork — shared by Kristine Iverson, founder of Crow Practice in Kissimmee — can enhance focus, reduce stress, and bring balance to your next event.

A small group of colleagues sits together outdoors, smiling and reviewing printed materials during an informal meeting. — Ideas flow a little easier when the meeting feels more like a catch-up than a conference.

Luxury in Kissimmee: Elevated Experiences for Meeting Planners and Attendees

Discover Kissimmee’s luxury meeting venues, exclusive VIP experiences, and personalized services that elevate every event into an unforgettable escape.