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.

0

41 - 50 of 159 results

41 - 50 of 159 results

A sunny tree-lined street with colorful homes and businesses in Kissimmee, Florida.

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.

Two people hold hands outdoors, with a diamond engagement ring visible against a softly blurred green background. — A quiet moment of connection, where love takes center stage before the journey ahead.

Why Kissimmee is the Perfect Pre-Honeymoon Destination

Wedding planning can be stressful, which is why many couples are escaping for a pre-honeymoon getaway. Discover why Kissimmee, Florida, is the perfect destination for romance, relaxation, and adventure before the big day.

A Couple stands with birds on their arms in Kissimmee

Five Birding Hot Spots in Kissimmee

Grab your binoculars and explore Kissimmee’s top birdwatching locations — from wetlands to preserves, these sites are a birder’s paradise.

A young boy joyfully jumps into a private vacation home pool while a woman relaxes on a yellow float, smiling toward him. The luxury home’s patio and outdoor seating area sit in the background. — Cannonballs, sunshine, and your own private pool. This is vacation freedom, Kissimmee-style.

Your Guide to Hosting the Ultimate Florida Pool Party

Take a dip with your closest friends in an awesome Kissimmee pool. Before splish-splashing the day away, here are a few tips for hosting an unforgettable pool party when you’re vacationing in the Sunshine State.

A mother and daughter share a ride on an airboat in Kissimmee

Real-Life Moms Share Their Best Family Vacation Tips

We asked moms for their best family vacation tips, and they were more than happy to share.

Riders soar over water on SeaWorld Orlando’s Mako-themed coaster as it dips and splashes, creating a dramatic spray beneath the bright blue track. — Catch the splash as this high-speed SeaWorld Orlando coaster skims the water and sends up an epic wave of excitement.

The Most Thrilling Theme Park Rides in Kissimmee

From jaw-dropping drops to high-speed launches, Kissimmee is the gateway to some of the most thrilling theme park rides in Central Florida. Get ready to scream, soar, and race on the best roller coasters near Kissimmee.

The iconic Universal Studios globe and entrance archway sit under a bright blue sky, with visitors walking across a nearby bridge lined with banners and palm trees. — Where movie magic meets Florida sunshine, every step feels like the start of a blockbuster adventure.

Four Things to Know Before Doing Both Universal Orlando Resort Parks in One Day

This handy guide from theme park journalist Megan duBois will help you get the most out of your trip when taking on both Universal Orlando Resort parks in one day!

Exterior of Epcot's Spaceship Earth

What You Need to Know About Visiting All Four Walt Disney World Resort Parks in One Day

Here are the five things you need to know for visiting all four Walt Disney World parks in one day to maximize the time you have in each park.

Scare zone at Halloween Horror Nights.

Fear and Fright at Halloween Horror Nights

There’s a lot going on when you first enter the gates, but fear not! We’ve rounded up all the must-see experiences at Halloween Horror Nights at Universal Orlando Resort, just a short drive from Kissimmee, Florida!

A plate of carnitas tostadas garnished with lime, cilantro, and queso fresco at Planet Hollywood in Disney Springs, with the Aerophile balloon visible in the background. — Carnitas Tostadas from Planet Hollywood pair perfectly with sunny skies and vibrant views at Disney Springs.

Vamos! Your 2026 Guide to Hispanic Heritage Month in Kissimmee and Central Florida

Hispanic Heritage Month runs Sept. 15 through Oct. 15, and Osceola County, one of Florida's three Hispanic-majority counties, throws quite the party. From a decades-old lakefront festival to gallery openings and a Central Florida concert calendar packed with Latin Grammy winners, here's where to catch the music, art, and flavor this year.