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 29 results

1 - 10 of 29 results

'Twas the Night Before Christmas in Kissimmee

Anisa Benitez joins the cast of The Kissimmee Experience.

Anisa Benitez: Reconnect With Yourself In Kissimmee

Creative wellness advocate and content creator Anisa Benitez, known for her No Starving Artist podcast and mindful storytelling, explores Kissimmee’s relaxing side in The Kissimmee Experience — from goat yoga and spa days to sustainable wine tastings and quiet moments of reflection.

A smiling woman wearing a wetsuit and turquoise life vest interacts joyfully with a dolphin in the clear waters of Discovery Cove. — Experience pure joy and unforgettable moments swimming with dolphins at Discovery Cove, a tropical paradise near Kissimmee where adventure meets serenity.

Lolo Spencer: Accessible Travel and Inclusive Experiences in Kissimmee

Explore the inclusive attractions, activities, and vacation experiences that make Kissimmee a welcoming destination for travelers of all abilities featured in The Kissimmee Experience.

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 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.

The Surf Pool at Disney's Typhoon Lagoon Water Park — Cool off in the Surf Pool at Disney's Typhoon Lagoon

An Oasis of Fun at Disney's Typhoon Lagoon Water Park

There’s no shortage of sandy beaches, gentle waves, and thrilling water adventures to enjoy at Typhoon Lagoon water park. Let the fun flow!

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 young girl has her arms outstretched as she speeds down an exciting waterslide.

The Ultimate Summer Guide to Outdoor Fun in Kissimmee

Discover the best summer activities in Kissimmee, from scenic picnics and road trip stops to camping under the stars and water adventures.

Lounge chairs on a sandy beach face Krakatau Volcano with cascading waterfalls at Universal’s Volcano Bay, framed by palm trees under a clear blue sky. — Kick back at Waturi Beach and let the views of Krakatau Volcano set the tone for a sun-soaked day at Universal’s Volcano Bay.

Water Park Fun Flows at Universal Volcano Bay in Florida

With waterfalls, beaches, lagoons, slides, and even a volcano, this water park is a South Seas island oasis with plenty of fun and adventure on tap.