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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 52 results

Beaumont House in Downtown Kissimmee

Beaumont House in Downtown Kissimmee

Article

Unveil the Secrets of Downtown Kissimmee’s Ghost Tour

Discover the haunted side of Kissimmee with Main Street Ghost Tours! Hear chilling tales, explore eerie spots, and enjoy a spooky adventure with friends and family.
Beaumont House in Downtown Kissimmee

Beaumont House in Downtown Kissimmee

Article

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!
A family enjoys an airboat ride through the wetlands at Wild Florida, smiling and pointing at wildlife in the distance.

A family sets out on an exciting airboat adventure at Wild Florida, gliding across the headwaters of the Everglades to spot native wildlife and soak in Kissimmee’s natural beauty.

Article

Unwrap the Joy of Kissimmee This Holiday Season

Discover how to make this holiday season memorable with unique gift ideas and unforgettable experiences in Kissimmee. Celebrate Small Business Saturday, explore charming shops, indulge in local flavors, and create lasting memories with your loved ones!
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.

Article

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.
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.

Article

Unleash Your Inner Artist in St. Cloud

Discover hands-on art studios, family-friendly workshops, and fun, creative activities near Kissimmee.
A modern luxury vacation home at dusk featuring a glowing blue resort-style pool with a waterfall, fire feature, palm trees, lounge chairs, and illuminated outdoor living spaces.

When the sun sets, the pool steals the spotlight. Evening swims glow a little brighter with fire features, flowing water, and room to unwind long after dark.

Article

Top Tier at Reunion: Where the Stay Becomes Part of the Story

In Kissimmee, the Vacation Home Capital of the World®, where space, comfort, and flexibility define the way people travel, Top Tier at Reunion offers a refined way to settle in. These hand-selected luxury homes combine thoughtful design, elevated amenities, and personalized service with the freedom to experience Central Florida on your own terms, from theme park days to nature escapes and unforgettable meals shared around the table.
Luke Boden kicks a soccer ball on the footgolf course at Reunion Resort.

Footgolf is a unique experience for all sports enthusiasts, especially soccer fans.

Article

Florida’s Biggest Games, One Perfect Home Base

Planning a Florida sports getaway? Kissimmee offers vacation homes, easy access to soccer matches in Miami, and year-round experiences beyond the stadium.
A large family gathers around the Christmas tree in Kissimmee
Article

Kissimmee Vacation Homes for the Holidays

Explore the vacation home rentals available in Central Florida to find the perfect spot to celebrate this holiday season.
Children holding freshly made s’mores at a picnic table, with gooey marshmallows and chocolate between graham crackers.

A classic campfire moment, sweet and wonderfully sticky.

Article

Top Spots to Set Up Camp in Kissimmee

Enjoy outdoor adventures by day, then sleep under the stars at one of Kissimmee's top camping spots.
A sunny tree-lined street with colorful homes and businesses in Kissimmee, Florida.
Article

Celebration, Florida: A Town Like No Other

With tree-lined streets, captivating architecture, and a welcoming mix of shops and restaurants, Celebration invites visitors of all ages to explore.

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Experience Kissimmee recognizes the fundamental equality of all individuals and does not support the discriminatory or prejudicial treatment of any person, whether a resident or visitor to our destination. As the official tourism authority for Osceola County, FL, our goal is to always provide a welcoming environment and a positive experience for everyone. We embrace visitors from all backgrounds and cultures and do not discriminate against anyone based on race, color, creed, religion, sex, national origin, disability, sexual orientation, or gender identity.

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