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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51 - 60 of 159 results

51 - 60 of 159 results

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.

The Tree of Life at Disney’s Animal Kingdom, a massive sculpted tree with detailed animal carvings in its trunk surrounded by lush greenery. — Discover the iconic Tree of Life at Disney’s Animal Kingdom, where intricate carvings and vibrant landscapes celebrate the beauty of the natural world.

Experience the Wonder of Disney's Animal Kingdom Theme Park

Celebrate nature’s majesty, journey to legendary places, and encounter rare animals with rides, excursions, trails, and shows across captivating lands.

View of the Hogwarts Castle attraction perched on a rocky hillside at Universal’s Islands of Adventure in Orlando, Florida. — Step into the magic at The Wizarding World of Harry Potter™ – Hogsmeade™, where the iconic Hogwarts Castle rises above the landscape at Universal’s Islands of Adventure. Courtesy Megan duBois.

Exploring Universal's Islands of Adventure

Universal’s Islands of Adventure is the theme park near Kissimmee, Florida, for thrill seekers and those who want to be fully immersed in their favorite movies and TV shows.

downtown st cloud — Downtown St. Cloud

Family Fun for Less Than $30 in Downtown St. Cloud

Discover cheap and family-friendly things to do in Downtown St. Cloud, Florida — all for $30 or less. Enjoy the park, local food, and unique shops in this Central Florida gem.

a young girl has her arms outstretched as she speeds down an exciting waterslide.

The Ultimate Summer Guide to Outdoor Fun in Kissimmee

Discover the best summer activities in Kissimmee, from scenic picnics and road trip stops to camping under the stars and water adventures.

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 smiling woman in a wetsuit gently hugs a dolphin while swimming in the clear waters at Discovery Cove in Orlando, Florida. — Share an unforgettable moment with a dolphin at Discovery Cove, where guests can swim, play, and connect with marine life in a tropical paradise just minutes from Kissimmee.

Find Paradise at Discovery Cove®

At this all-inclusive day resort, you’ll be in harmony with the natural world. Learn why it's a little piece of paradise, just a short drive from Kissimmee, Florida, where big memories are made.

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.

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.

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.

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.