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 76 results

1 - 10 of 76 results

Playground at Kissimmee Lakefront Park

Todo lo que puedes hacer en Lakefront Park en Kissimmee

¡Vive la experiencia del Lakefront Park en Kissimmee! Sumérgete en la belleza de Lake Toho mientras disfrutas de pesca, paseos escénicos, y momentos inolvidables en familia. Además, descubre los sabores locales en este pintoresco refugio al aire libre.

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.

Carla Rhodes and Jen Bonner birdwatch with a long-lens camera at Omni Resort. — Tag along with Carla Rhodes in the sixth episode of The Kissimmee Experience.

Carla Rhodes: Eco Adventures and Birding in Kissimmee

From airboat rides through the Everglades to birdwatching across pristine conservation areas, explore the wild side of Kissimmee featured in The Kissimmee Experience.

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.

Brightine

Helpful Guide for 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.

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.

Two red cranes interlocking their necks

Top Outdoor Date Spots for Adventurers at Heart

Whether you enjoy the adventurous outdoors or want to surprise your adventurous other half, Kissimmee, Florida, has amazing parks, trails, and preserves.

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.

Hand holding freshly picked strawberries beside rows of strawberry plants in a u-pick field. — Fresh from the field and still warm from the Florida sun, these hand-picked strawberries capture the simple joy of slowing down and savoring the season.

U-Pick Farms Near Kissimmee: Where to Pick Strawberries, Citrus, and Flowers in Central Florida

Step into harvest season at these Central Florida u-pick farms near Kissimmee, where visitors can gather strawberries, blueberries, citrus, and flowers straight from the field.