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 - 7 of 7 results

1 - 7 of 7 results

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.

Couple walks through Universal Orlando Resort, smiling and waving near the iconic globe entrance. — Enjoy a sunny day exploring Universal Orlando Resort, one of the most thrilling and unforgettable attractions near Kissimmee, Florida.

A to Z in Kissimmee

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Two knights sword-fighting on the backs of horses at Medieval Times Dinner & Tournament — Catch a showtime of Medieval Times Dinner & Tournament

Epic Feasts & Battles at Medieval Times Dinner & Tournament

Step into the castle, feast like royalty, and watch an epic battle of gallant knights and old-world chivalry at Medieval Times Dinner & Tournament.

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.

Knights in Tunnel

Kissimmee Dinner Show Roundup

Dinner is never a bore when there’s a high-seas pirate escapade, aerial artistry, or swordplay involved. See top spots in Kissimmee for a deliciously entertaining dinner show.

Group of people sitting, laughing and eating.

Adventure & Impact: Best Team-Building Activities in Kissimmee

Discover unforgettable team-building experiences in Kissimmee — where thrilling adventures, meaningful CSR opportunities, and unforgettable memories strengthen your team and leave a lasting impact.

Chelsea Green dressed as a pirate on stage at Pirates Dinner Adventure in Kissimmee, proudly holding two WWE championship belts. — Chelsea Green trades the ring for the high seas at Pirates Dinner Adventure.

Chelsea Green Unwinds with Pirates, Pints & Purring Cats

Wrestling icon Chelsea Green brings her bold spirit to Kissimmee, where she finds high-flying stunts, self-care, and the perfect balance of fun and chill.