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 40 results

1 - 10 of 40 results

Christmas tree in the Gaylord Palms Resort

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.

Santa's Little Helper cocktail

Holiday Cocktail Recipes from Kissimmee’s Best Mixologists

Warm up the holidays with festive drink recipes straight from Kissimmee’s top bars and restaurants!

A child waves in front of a roller coaster in Kissimmee — The young and young-at-heart will enjoy the attractions in Kissimmee

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.

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 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.

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.

Fake snow falls on a festively-decorated Celebration Town Center at night. — Christmas in Celebration Town Center is full of lights, "snow," and holiday treats

Where to Watch the Most Amazing Holiday Lights in Central Florida

If you're looking for the best holiday lights in Central Florida, look no further. Check out the top spots for holiday displays, events, and more!

A sloth hangs upside down from a wooden structure at Wild Florida, peeking curiously at visitors. — Take it slow and meet the friendly sloths at Wild Florida Adventure Park, where unforgettable animal encounters await just outside Kissimmee.

Fascinating Facts About Kissimmee’s Awesome Animals

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multi-colored ferris wheel cages against a blut sky

Test Your Kissimmee Trivia Knowledge

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.