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.

1 - 10 of 10 results

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

Sip and Savor: Local Drinks at Local Digs in Downtown Kissimmee

Explore Downtown Kissimmee’s best local bars, from craft cocktails to wine tastings. Discover unique drinks, lively atmospheres, and historic charm in every sip!

Red mocktail in a nest-like arrangement from the ette hotel.

Explore Kissimmee’s Best Zero-Proof Drinks and Alcohol-Free Experiences

Discover refreshing zero-proof drinks and alcohol-free experiences throughout Kissimmee’s vibrant culinary and entertainment scene. From handcrafted mocktails to family-friendly hangouts, you’ll find plenty of flavorful ways to sip, savor, and celebrate. No alcohol required.

Sip, Celebrate & Chill at ICEBAR Orlando

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

Dog treats. — Woof Gang Pastries specializes in gourmet dog treats for your pup

How To Plan A Paw-Some Vacation in Kissimmee, Florida

We want to make sure that every member of your family has the best time ever while vacationing in Kissimmee. Here are a few things we have to offer our four-legged visitors.

Central Florida Beer Guide: Lager Than Life Local Brews

Discover the best local breweries and beer experiences in Central Florida. Explore Kissimmee’s top spots for craft brews, taprooms, and unique beer-inspired fun on your next getaway.

Cowgirl at Silver Spurs Rodeo.

Giddy Up: Rodeo Experiences in Kissimmee

Experience thrilling rodeo events in Kissimmee, Florida, from bull riding and barrel racing at Silver Spurs Arena to family-friendly cowboy fun.

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.

Luke Boden: A Tour of Kissimmee Sports Venues

Tag along as soccer coach Luke Boden visits key Kissimmee sports venues.

Gaylord Palms Christmas Snow Tubing

5 Spots to Experience Snow During the Holidays in Kissimmee

Experience the holiday season in Kissimmee with enchanting snow-filled activities. From nightly snowfall to ice sculptures and festive ice skating, discover the best spots for winter magic right in Central Florida.

Three women take a selfie at Boardwalk Plaza in Kissimmee

Savor & Stroll: A Historic Walking Tour of Downtown Kissimmee

Explore Downtown Kissimmee’s rich history and food scene on a walking tour. From iconic landmarks to delicious local bites, there’s always more to discover in the heart of Florida!

Harvey Guillén smiles as he walks through a disappearing water curtain at Journey of Water, Inspired by Moana, in EPCOT®. — Harvey Guillén makes a splash at EPCOT®’s Journey of Water, where the curtain always rises for a little magic.

Harvey Guillén’s Coolest Role Yet? Vacationer.

What Harvey does in Kissimmee is far from the shadows. Think theme park magic, neon-lit skate nights, and a bar made of ice.