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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Father and son at the park.

9 Things to Do with Dad in Kissimmee

Celebrate Father's Day the Kissimmee way!

Photo: @Luis_Riv

7 Spots to Propose in Central Florida

Ready to propose, but looking for the absolute best place to pop the question? We can help!

aerial shot from above of man in kayak

8 Reasons to Be Thankful for Kissimmee

Friends, family, food, and fun! So much to be thankful for when vacationing in Kissimmee, Florida.

Smiling girl in a sun shower with an umbrella. — Don't let a little rain ruin your Kissimmee vacation

6 Fun Vacation Things to do on a Rainy Day in Florida

Even in a downpour, there's family fun to be had in Kissimmee — just don't forget your umbrella!

Nighttime scene at Old Town Kissimmee with visitors walking past the illuminated Mortem Manor haunted attraction and a glowing purple fountain in the foreground. — Evenings in Old Town come alive around the illuminated fountain and the haunting façade of Mortem Manor.

Getting Spooky in Kissimmee: 6 Hair-Raising Vacation Activities

Halloween is extra scary in Kissimmee! Discover spooky Central Florida fun from amusement parks to haunted houses.

A baby alligator being gently held by two people during an animal encounter, its mouth slightly open as it rests in their hands. — A close-up moment with one of Florida’s most famous locals, small in size, big on unforgettable memories.

5 Animal Experiences in Kissimmee

Dolphins and gators and sloths, oh my! It’s more than just humans who call Kissimmee home. In fact, there are thousands of animals thriving here in Central Florida — and plenty of unique opportunities to experience them for yourself.

Chelsea Green dressed as a pirate on stage at Pirates Dinner Adventure in Kissimmee, proudly holding two WWE championship belts. — Chelsea Green trades the ring for the high seas at Pirates Dinner Adventure.

Chelsea Green Unwinds with Pirates, Pints & Purring Cats

Wrestling icon Chelsea Green brings her bold spirit to Kissimmee, where she finds high-flying stunts, self-care, and the perfect balance of fun and chill.

Harvey Guillén smiles as he walks through a disappearing water curtain at Journey of Water, Inspired by Moana, in EPCOT®. — Harvey Guillén makes a splash at EPCOT®’s Journey of Water, where the curtain always rises for a little magic.

Harvey Guillén’s Coolest Role Yet? Vacationer.

What Harvey does in Kissimmee is far from the shadows. Think theme park magic, neon-lit skate nights, and a bar made of ice.

Magic Kingdom Park

Experience the Enchantment of Magic Kingdom Park

Journey into fairytales, through jungles, back in time, or forward into the future in the six lands at Walt Disney World Resort’s beloved Magic Kingdom Park.