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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211 - 220 of 365 results

211 - 220 of 365 results

Family walking down sidewalk at the Promenade at Sunset Walk — Enjoy shopping, dining, and entertainment at Promenade at Sunset Walk

Kissimmee Shopping Guide

From outlet malls to specialty boutiques to local favorites and national brands, there's a shopping experience for everyone in Kissimmee. Find out everything you need to know in this handy guide.

Scenic view of a calm waterway surrounded by tall grasses and lily pads at a nature preserve in Kissimmee, Florida. — Peaceful wetlands filled with lily pads and native Florida vegetation offer a glimpse of Kissimmee’s natural beauty and thriving ecosystems.

Celebrate Earth Day in Kissimmee

Looking for ways to celebrate Earth Day in Florida? Head to Kissimmee for family-friendly eco adventures, outdoor fun, and nature experiences that make every moment a little greener.

A performer in a vibrant Mardi Gras costume with purple, green, and gold feathers smiles and dances during a nighttime parade. — Mardi Gras magic comes to life in a swirl of color, music, and high-energy celebration.

How to Celebrate Carnival in Osceola County

Explore some of Florida's best eateries during Carnival! Explore Downtown St. Cloud and Kissimmee's top restaurants for a festive and flavorful experience.

Friends enjoying St. Patrick's Day

Where to Celebrate St. Patrick's Day in Kissimmee

Celebrate St. Patrick's Day in a sun-filled, fun-filled destination that'll make your friends and family green with envy!

Two children relaxing together on a blue inner tube as they float along a lazy river, surrounded by lush greenery and calm, shallow water. — Slow laps, sunny laughs, and nowhere else to be. This is what vacation mode looks like when the current sets the pace.

You Deserve a Spring Break Vacation!

Plan your dream spring-break getaway to Kissimmee, Florida, with these helpful tips.

Exterior of Mall at Millenia with palm trees and blue sky — Indulge in luxury shopping at the Mall at Millenia

The Mall at Millenia: Luxe Shopping & Dining

Find your favorite designer stores, a mix of great dining, and top-tier services from self-care to personal styling at The Mall at Millenia in Orlando.

The Ferris Wheel at Old Town Entertainment District on a beautiful cloud free day — Take your kids on the Ferris wheel at Old Town Entertainment District

Free Things to Do in Kissimmee

Looking for affordable fun in Central Florida? From outdoor adventures to cultural treasures, discover free things to do in Kissimmee beyond the theme parks.

A white ceramic coffee mug with a black circle and the words, XO Coffee in white letters in the center, on a wooden tabletop. In the background, there is a faint outline of a neon sign. — Enjoy a coffee while watching tattoo artists at work at XO Coffee Shop.

XO Coffee Shop: Fresh Brews & Tattoos

XO Coffee Shop in Kissimmee blends great coffee with creative tattoo art, offering a welcoming space for everyone. Experience the perfect mix of caffeine, creativity, and community.

World’s First Peppa Pig Theme Park at LEGOLAND Florida

Peppa Pig Theme Park: Top Family-Friendly Experiences

Located just steps away from the main LEGOLAND® Florida theme park, Peppa Pig Theme Park will have your kids daydreaming with their favorite pig family. Here are the top five reasons you should add Peppa Pig Theme Park to your family vacation.

Bell Family Farm and Apiary

Meet the Animals: Farm & Wildlife Experiences Near Kissimmee

From goats and butterflies to horses and friendly farm animals, Kissimmee and the surrounding Central Florida countryside offer plenty of ways to connect with animals beyond the theme parks. These farms, ranches, and wildlife experiences invite visitors to slow down, step outside, and discover a softer side of the destination.