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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1 - 10 of 37 results

1 - 10 of 37 results

Beaumont House in Downtown Kissimmee

Descubre los Espíritus en el Centro de Kissimmee

Descubre los lugares más embrujados de Kissimmee en un tour familiar lleno de historia, espíritus, y aventuras sobrenaturales. ¡Ideal para todas las edades!

Corporate Meetings and other Special Event Services

Kissimmee's grandest home rentals are event-ready spaces that easily accommodate special occasions and corporate gatherings.

Audra Miller sits on the stage at Dr Phillips Center singing into a microphone — Hear Audra's melodic performance in her episode of The Kissimmee Experience.

Audra Miller: Performance Venues Around Kissimmee

Take in the ambiance of Central Florida’s top performance venues with musician Audra Miller.

Group of friends celebrating the holidays with sparklers and wine around a festive dinner table decorated with candles and Christmas lights. — Ring in the holidays with good food, bright lights, and even brighter smiles during your stay in Kissimmee.

Host Your Next Meeting in Kissimmee and Experience Holiday Magic

Combine productive meetings with the festive spirit of Central Florida’s top attractions and local holiday events.

Ami Vitale

Ami Vitale: A Journey Through Kissimmee’s Wild and Peaceful Places

In this episode of The Kissimmee Experience, award-winning photographer Ami Vitale joins host Jen Bonner to explore the beauty, balance, and wonder of Kissimmee’s natural world, from wildlife encounters at Disney’s Animal Kingdom to serene moments at Bok Tower Gardens.

A bartender pours a beer at Celebration Brewing Co. — Enjoy a crisp beer at Celebration Brewing Co. in Celebration, Florida.

Local Spots in Downtown Kissimmee & St. Cloud

Explore downtown Kissimmee and St. Cloud for local boutiques, elevated bars, and entertaining nightlife in Central Florida.

ICEBAR Orlando: Unique Nightlife Experience

At ICEBAR Orlando, discover a winter wonderland in Florida, complete with ice sculptures, ice furniture, and ice cocktail glasses.

Woman smiling while painting a sunset-themed canvas on an easel at Ex Animo Creations in St. Cloud, Florida. — An instructor at Ex Animo Creations leads a colorful painting session, where every brushstroke brings your creativity to life.

Unleash Your Inner Artist in St. Cloud

Discover hands-on art studios, family-friendly workshops, and fun, creative activities near Kissimmee.

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.

Two women pose playfully inside the Museum of Illusions, surrounded by mirrored walls and a geometric black-and-white ceiling that creates endless reflections. — Strike a pose and let reality bend a little at the Museum of Illusions, where reflections multiply the fun and every angle tells a different story.

Mind-Bending Fun at the Museum of Illusions

Cool optical illusions, brain-baffling scenes, and perplexing puzzles are just some of the immersive experiences at ICON Park’s Museum of Illusions in Orlando, just a short drive from Kissimmee, Florida.