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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Entrance to EPCOT on a beautiful, sunny day.

EPCOT International Food & Wine Festival

It’s here! EPCOT International Food & Wine Festival 2025 is now happening Aug. 28 through Nov. 22, 2025.

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.

A family is excited about holiday treats. — Enjoy sweet holiday treats at LEGOLAND

Best Places at the Theme Parks and Kissimmee for Holiday Treats

Looking to create special memories this holiday season? We suggest sampling some of the holiday treats at the theme parks and throughout Kissimmee has to offer.

People stroll through a lively nighttime street market in downtown St. Cloud, with vendor tents, warm string lights, and shops glowing along the brick-paved street. — Downtown St. Cloud comes alive during its nighttime market, where visitors can shop, stroll, and enjoy the local vibe under twinkling lights.

Discover the Artisans and Chefs of Kissimmee

From bold flavors to handcrafted goods, Kissimmee’s creative scene is powered by local artists, chefs, and entrepreneurs who bring passion to everything they make. Discover the tastemakers and businesses adding authentic flair to the destination.

Cake pops covered in sprinkles. — Crave-worthy candied apples make a delightful fall treat / Event Octoberfest

Six Instagram-Worthy Kissimmee Treats

When it comes to Instagrammable sweets, these are just a few of the fabulous desserts you'll find on the menu in and around Kissimmee.

Spooky & Sweet: Kissimmee-Inspired Halloween Recipes to Make at Home

Can’t make it to Kissimmee for Halloween? No problem! These easy, Florida-inspired Halloween recipes bring the spirit of Central Florida straight to your kitchen.

Family playing Mini Golf on a sunny day — The whole family will enjoy a round of mini golf at Crane's Adventure Mini Golf

Kissimmee’s Best Mini Golf Courses: Family Fun & Unique Challenges Await

Ready to dust off your putter and hit the little links? Here are a few Kissimmee mini golf courses that are anything but par for the course.

Friends and family toast to a meal in Kissimmee

Alternatives to Cooking Thanksgiving Dinner

Thinking of doing something a little different this year? Here are a few ways to make this year's Thanksgiving unforgettable, rather than predictable!

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 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!