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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61 - 70 of 365 results

61 - 70 of 365 results

A young couple smile and cuddle while drinking glasses of wine in front of an extensive wine collection.

Top Date Night Ideas in Central Florida

Discover sunset views, wine bars, and local gems for the perfect date night around Kissimmee.

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.

Red Mustang on display during a car show at Old Town Kissimmee — Catch a car show at Old Town Kissimmee

Car Shows at Old Town Entertainment District

Experience the best Kissimmee car shows at Old Town Entertainment District, where classic cars, hot rods, muscle cars, and vintage vehicles shine every week with free admission — alongside family-friendly attractions, dining, and live music.

A family poses outside the Epcot Center — Explore the world of tomorrow at Disney's EPCOT

The Ultimate Guide to EPCOT’s World Showcase

Walt Disney World’s EPCOT theme park celebrates cultural and natural wonders in one awe-inspiring park, transporting guests through rides, shows, and restaurants. Dive below the surface of the sea, launch into space, and travel around the world — all in one day.

Sandy Escapes Without the Coastline in Kissimmee

Discover sandy spots in Kissimmee where you can relax, play, and soak up the sun.

A mother and child run toward the swimming pool

Enjoy Kissimmee’s Resort Pools with a Day Pass

Looking for a way to unwind poolside at a Kissimmee resort? Discover top spots offering day passes so you can enjoy the luxurious amenities Kissimmee resorts have to offer.

ICEBAR Orlando: Unique Nightlife Experience

At ICEBAR Orlando, discover a winter wonderland in Florida, complete with ice sculptures, ice furniture, and ice cocktail glasses.

Accessible Attractions Guide in Kissimmee

Whether you or someone you’re traveling with has a disability, Kissimmee provides a multitude of adventures for people of all abilities.

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.

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.