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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181 - 190 of 246 results

181 - 190 of 246 results

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.

Musician performing live acoustic guitar and vocals at Crabby Bill’s in St. Cloud, Florida, with colorful seafood-themed posters in the background. — Enjoy live tunes and local flavor at Crabby Bill’s in St. Cloud.

Downtown St. Cloud’s Live Music Guide

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A smiling family poses for a selfie in front of a vintage-style mural in Downtown St. Cloud, Florida, depicting a historic scene with a woman in a car and the old Hotel St. Cloud. — Capturing memories in front of the historic Seminole Land Investment Company mural, one of many colorful, free-to-see murals in Downtown St. Cloud.

Downtown St. Cloud’s Most Captivating Murals

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A bald eagle perches on a tree branch above the grassy wetlands at Wild Florida, surrounded by tall reeds and open landscape under a pastel sky. — A majestic bald eagle surveys the wetlands at Wild Florida, one of Kissimmee’s top spots for wildlife viewing and eco-adventures.

Eco-Friendly Kissimmee: Fun Facts About Central Florida's Wild Side

Preservation is a top priority in Kissimmee, with many attractions working hard to protect and preserve Central Florida’s natural beauty and wildlife.

A visitor in a striped dress looks at handmade jewelry on display at the Kissimmee Valley Farmers Market in Kissimmee’s Lakefront Park. — Shoppers browse unique jewelry finds from local artisans at the Kissimmee Valley Farmers Market.

Enjoy a Local Market Day in Downtown Kissimmee

The Kissimmee Valley Farmers Market at Lakefront Park combines local shopping, global flavors, and lakeside views, making it one of the top free things to do in Downtown Kissimmee.

A man squeezing lime into a jar to prepare Sangria

Savor the Flavors: Discover Global Cuisine in Kissimmee

Craving something bold, comforting, or delightfully unexpected? From Latin American street eats to Southern comfort food and international fine dining, Kissimmee, Florida, serves up a world of flavor in one delicious destination.

Group of friends carrying pool floaties walking along a sidewalk in the sunshine. — Spend some time at the pool when you stay at Margaritaville Resort Orlando.

Savor Island Time at Margaritaville Resort Orlando

Feel transported to the tropics with a stay at Margaritaville Resort Orlando. Swim, sip, and shop your way through this island-inspired resort and soak up all the great amenities.

Colorful frozen margaritas lined up on an outdoor patio bar, garnished with lime and surrounded by cactus and flowers on a sunny day. — A vibrant lineup of frozen margaritas adds a splash of color to a sunny afternoon in Kissimmee’s lively dining scene.

Savor Mexican Flavors in Kissimmee

From authentic cuisine and salty margaritas to the local activities, you'll find a taste of Mexico in Kissimmee, Florida!

Three women take a selfie at Boardwalk Plaza in Kissimmee

See, Eat, and Explore Downtown Kissimmee for Less Than $30

Explore Downtown Kissimmee without spending a fortune. A full day of adventure, food, and family fun is waiting — all for less than $30!

Dad holds young, sleeping son at SeaWorld Orlando. — Play until your heart's content at SeaWorld Orlando

Sensory-Friendly Things to Do in Kissimmee & Central Florida

From calmer theme park visits and inclusive performances to creative spaces and outdoor escapes, Kissimmee and Central Florida offer sensory-friendly experiences designed for travelers of all abilities, with flexible pacing and thoughtful accessibility throughout the region.