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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31 - 40 of 48 results

31 - 40 of 48 results

Group of people enjoying an airboat ride through the headwaters of the Everglades near Kissimmee, Florida, gliding over the water with lush green marshes under a clear blue sky. — Feel the rush of adventure on an airboat tour through Kissimmee’s headwaters of the Everglades.

How Kissimmee Blends Business, Fun, and Fresh Ideas

In Kissimmee, meetings go beyond the agenda with unique activations, outdoor adventures, and purposeful experiences that leave a lasting impression on attendees and the community. As Central Florida’s ultimate bleisure destination, hosting here often means record attendance, with participants eager to come early and stay late.

Three meeting attendees walking in the Gaylord Palms Convention Center — Gaylord Palms Resort & Convention Center

Discover Why Kissimmee Is the Ultimate Destination for Meetings and Conventions

Uncover the charm of Kissimmee with easy access, unique venues, and plenty of opportunities for fun in the sun!

Group of people sitting, laughing and eating.

Adventure & Impact: Best Team-Building Activities in Kissimmee

Discover unforgettable team-building experiences in Kissimmee — where thrilling adventures, meaningful CSR opportunities, and unforgettable memories strengthen your team and leave a lasting impact.

A small group of colleagues sits together outdoors, smiling and reviewing printed materials during an informal meeting. — Ideas flow a little easier when the meeting feels more like a catch-up than a conference.

Luxury in Kissimmee: Elevated Experiences for Meeting Planners and Attendees

Discover Kissimmee’s luxury meeting venues, exclusive VIP experiences, and personalized services that elevate every event into an unforgettable escape.

Mother and daughter walking through Walt Disney World — Walt Disney World never fails to exceed expectations

A Three-Day Guide to Magic Kingdom Attractions

Why rush the magic? With this three-day guide, you’ll have plenty of time to ride the classics, meet your favorite characters, and still stop for a Mickey-shaped snack (or two) — all in the heart of sunny Florida.

Outdoor lawn at Gaylord Palms Resort & Convention Center at sunset. — Enjoy the artfully crafted outdoor spaces when you stay at Gaylord Palms Resort

4 Reasons to Meet in Kissimmee - The Big, Bold Heart of Florida

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

Magic Kingdom Park: Experience the Enchantment

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.

cars at Dezerland — One-of-a-kind cars at Dezerland

10 Ways to Play at Dezerland Park

Race through Florida’s fastest Go Kart track, conquer arcade games, and play trampoline dodgeball at the giant, indoor Dezerland Park.

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.