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 175 results

51 - 60 of 175 results

A large modern vacation home with multiple outdoor pools, sun loungers, terraces, and tropical landscaping, viewed from above in a residential resort community. — When your vacation home feels like a private resort, relaxing becomes your easiest daily ritual.

Save vs. Splurge Experiences

Whether you tend to save or splurge when on vacation, Kissimmee, Florida, has amazing experiences for every budget.

A person wearing a red backpack and bucket hat takes photos with a telephoto lens while exploring a wooded nature area in Kissimmee, Florida. — Capture the beauty of Kissimmee’s natural landscapes and vibrant birdlife on a peaceful photography or birdwatching adventure through one of the area’s scenic preserves.

Enjoy Thrills, Not Chills in Kissimmee

In Kissimmee you can't go far without coming across sun-loving wildlife, hiking trails shaded by majestic oaks or an opportunity for thrills (Central Florida has seven of the best theme parks in the world).

A roseate spoonbill spreads its pink wings while perched atop green branches against a clear blue Florida sky. — A roseate spoonbill is one of many beautiful bird species you can spot in Kissimmee’s natural spaces.

Epic Birdwatching in Kissimmee

Florida is one of the most biodiverse places on Earth, and Kissimmee’s wild side offers some of the best birdwatching opportunities year-round.

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 sloth hangs upside down from a wooden structure at Wild Florida, peeking curiously at visitors. — Take it slow and meet the friendly sloths at Wild Florida Adventure Park, where unforgettable animal encounters await just outside Kissimmee.

Fascinating Facts About Kissimmee’s Awesome Animals

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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.