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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41 - 50 of 167 results

41 - 50 of 167 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 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.

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.

Two hot air balloons—one large and close, one smaller in the distance—float against a bright blue sky with soft, scattered clouds. — Morning skies over Kissimmee set the stage for a peaceful ascent into the clouds.

Going Up: What to Expect on a Hot Air Balloon Ride Over Kissimmee

Get an inside look at what it’s like to take a hot air balloon ride over Kissimmee, Florida. This first-person story explores the views, the experience, and the must-know tips for planning your own balloon adventure.

Welcome to Kissimmee Sign in Downtown Kissimmee — Welcome to Kissimmee

Historical Sites in Central Florida All History Buffs Should Visit

From iconic landmarks to intriguing museums and solemn memorials, the area offers a treasure trove of historical sites that every history buff should explore.

White building with historic sign outside in St. Cloud.

The History Behind Downtown St. Cloud: The Soldier City

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Bright day view of the Dolphin Plunge water slide at Aquatica Orlando, surrounded by palm trees and a clear blue pool. — Take the plunge at Aquatica Orlando, where thrilling slides like Dolphin Plunge offer unforgettable fun under the Florida sun. Courtesy United Parks & Resorts.

Incredible Adventures at Aquatica Orlando

With lazy rivers, exhilarating slides, wave pools, and even animal encounters, Aquatica Orlando promises splashy fun for all, right in the heart of Florida.