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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Brightine

Everything You Need to Know About Brightline Orlando

Brightline makes it easier than ever to explore Florida with modern, eco-friendly trains connecting top destinations in the state. With convenient service between Orlando and major cities like Miami, West Palm Beach, and Fort Lauderdale, Brightline is a stress-free alternative to driving or flying — perfect for visitors looking to experience more of the Sunshine State.

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.

A man and child run into the pool — Splash and play all day in Kissimmee

When’s the Best Time to Visit Kissimmee?

Whether it’s a spring break, a summer vacation, a fall road trip, or a winter escape from cold weather, every season in Kissimmee offers opportunities for enjoyment.

A bright vintage car drives past the colorful Old Town entrance arches in Kissimmee, with the Ferris wheel and visitors in the background. — Rolling into Old Town style, where classic cars and classic Florida fun cruise side by side.

Top Car Shows and Automotive Experiences in Kissimmee

Kissimmee is a dream destination for car lovers. From weekly meetups and classic-car cruises to world-famous auctions and auto attractions, the area is full of experiences that get engines — and enthusiasts — fired up.

Dog treats. — Woof Gang Pastries specializes in gourmet dog treats for your pup

How To Plan A Paw-Some Vacation in Kissimmee, Florida

We want to make sure that every member of your family has the best time ever while vacationing in Kissimmee. Here are a few things we have to offer our four-legged visitors.

A women and two children walk in front of a rollercoaster at Sea World — Ride the Mako roller coaster at SeaWorld

Your Guide to Planning a Central Florida Vacation

With tips, ideas, a handy checklist, and more, our vacation planning guide will get those wheels turning and mind reeling about all the fun things to plan during your Kissimmee getaway.

Children holding freshly made s’mores at a picnic table, with gooey marshmallows and chocolate between graham crackers. — A classic campfire moment, sweet and wonderfully sticky.

Top Spots to Set Up Camp in Kissimmee

Enjoy outdoor adventures by day, then sleep under the stars at one of Kissimmee's top camping spots.

Two people float and play in a private vacation home pool, splashing water while relaxing in bright inflatable tubes on a sunny Florida day. — Pool time hits its happy place in Kissimmee’s vacation homes.

Your Ultimate Vacation Planning Checklist

Check out this helpful Vacation Planning Checklist to inspire excitement when preparing for your next trip to Kissimmee, Florida!

A man, woman, and dog pose outside their tent — Kissimmee is the perfect place to camp with your pup @k_adden

What to Pack for a Central Florida Camping Trip

Camping in Kissimmee is the best way to make the most of an outdoor adventure. Here’s a quick look at a few of the essentials for a fun Florida camping experience.

A man helps his son pretend to fly in Kissimmee, Florida

How to Survive a Long Flight with Little Kids

Air travel with little ones can be challenging if you're not fully prepared. So, we thought we'd share some tips to help make the journey as much fun as your stay in Kissimmee.