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.

21 - 30 of 57 results

A Day in the Life of a Gator in Kissimmee, Florida

A Day in the Life of a Gator in Kissimmee

Curious about alligators in Florida? Explore a day in the life of a Kissimmee gator, plus top spots for seeing alligators on tours, trails, and airboats.

Mother and Son Each in Their Own Pool Tube Floaty, Splashing and Playing in the Pool, Enjoying the Beautiful Kissimmee Weather — Make a splash in the pool at a vacation rental in Kissimmee

4 Ways to Stay Cool In Kissimmee, Florida

From high-speed thrills to places to chill, there are tons of ways to safely enjoy the sunshine in Kissimmee.

A sunny view of the headwaters of the Everglades with calm blue water, green marsh grasses, and palm trees along the shoreline. — Discover the serene beauty of the headwaters of the Everglades in Kissimmee.

Discover the Nature That Locals Love in Kissimmee

Kissimmee, Florida, is home to tranquil lakes, scenic trails, and incredible wildlife, making it perfect for travelers looking to unwind, explore, and reconnect with nature beyond the theme parks.

Anglers fishing from boats on a calm lake in Kissimmee, Florida, at sunset, surrounded by trees and golden reflections on the water. — Anglers enjoy a peaceful day on the water in Kissimmee, where scenic lakes and golden sunsets make for the perfect fishing escape.

Fish Tales: Catch the Big One in our Local Lakes

Kissimmee's local fishing spots offer a break from the hustle and bustle of Central Florida.

A person wearing a red backpack and bucket hat takes photos with a telephoto lens while exploring a wooded nature area in Kissimmee, Florida. — Capture the beauty of Kissimmee’s natural landscapes and vibrant birdlife on a peaceful photography or birdwatching adventure through one of the area’s scenic preserves.

Enjoy Thrills, Not Chills in Kissimmee

In Kissimmee you can't go far without coming across sun-loving wildlife, hiking trails shaded by majestic oaks or an opportunity for thrills (Central Florida has seven of the best theme parks in the world).

A roseate spoonbill spreads its pink wings while perched atop green branches against a clear blue Florida sky. — A roseate spoonbill is one of many beautiful bird species you can spot in Kissimmee’s natural spaces.

Epic Birdwatching in Kissimmee

Florida is one of the most biodiverse places on Earth, and Kissimmee’s wild side offers some of the best birdwatching opportunities year-round.

Love is what makes the world go round at ICON Park, near Kissimmee, Florida.

Romance in Kissimmee This Valentine’s Day

Celebrate Valentine's Day in Kissimmee, Florida, with thrills, sweets, and more romantic fun!

Two hot air balloons—one large and close, one smaller in the distance—float against a bright blue sky with soft, scattered clouds. — Morning skies over Kissimmee set the stage for a peaceful ascent into the clouds.

Going Up: What to Expect on a Hot Air Balloon Ride Over Kissimmee

Get an inside look at what it’s like to take a hot air balloon ride over Kissimmee, Florida. This first-person story explores the views, the experience, and the must-know tips for planning your own balloon adventure.

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.

Girl in yellow dress takes photo in front of Monument of States in Downtown Kissimmee. — The Monument of States in Kissimmee, Florida, a colorful, tiered structure made of stones, plaques, and items representing all American states.

A Local’s Guide to Historic Downtown Kissimmee

See Downtown Kissimmee's top historical buildings and sites during your visit.