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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311 - 320 of 365 results

311 - 320 of 365 results

A sunny tree-lined street with colorful homes and businesses in Kissimmee, Florida.

3 Common Myths About Celebration

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A family enjoying an outdoor meal together at a restaurant patio, smiling and talking over drinks and plates of food on a sunny day. — Good food, good laughs, and that laid-back Florida patio glow. Moments like this taste even better than the barbecue.

3 Spots with the Best Live Entertainment in Downtown Kissimmee

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A baby alligator being gently held by two people during an animal encounter, its mouth slightly open as it rests in their hands. — A close-up moment with one of Florida’s most famous locals, small in size, big on unforgettable memories.

5 Animal Experiences in Kissimmee

Dolphins and gators and sloths, oh my! It’s more than just humans who call Kissimmee home. In fact, there are thousands of animals thriving here in Central Florida — and plenty of unique opportunities to experience them for yourself.

Smiling girl in a sun shower with an umbrella. — Don't let a little rain ruin your Kissimmee vacation

6 Fun Vacation Things to do on a Rainy Day in Florida

Even in a downpour, there's family fun to be had in Kissimmee — just don't forget your umbrella!

The exterior of The One by Magical Vacation Homes features a large horseshoe paved driveway, a large entryway, and a couple balconies. — The One at Magical Vacation Homes

6 Unforgettable Vacation Homes for Your Next Getaway to Florida

Explore exceptional homes from Magical Vacation Homes, where luxury, unique amenities, and affordability come together for an unforgettable vacation experience.

A girl taking a selfie in Disney World

7 Days of Instagrammable Gold

From breathtaking vistas and delectable dining photos to toothless smiles and fabulous fashion poses, the possibilities on Instagram are endless when you vacation in Kissimmee, Florida.

Girl in yellow dress takes photo in front of Monument of States in Downtown Kissimmee. — The Monument of States in Kissimmee, Florida, a colorful, tiered structure made of stones, plaques, and items representing all American states.

7 Fun Kissimmee Facts

From wildlife to accommodations, Kissimmee is full of surprises you may not know.

Photo: @Luis_Riv

7 Spots to Propose in Central Florida

Ready to propose, but looking for the absolute best place to pop the question? We can help!

Alligator in Kissimmee, Florida

7 Surprising Facts About Alligators & Where to See Them in Action

Learn about alligators and then interact with them at Kissimmee’s top attractions devoted to these awesome reptiles.

8 Hotels Near Disney World in Kissimmee, Florida

These eight hotels provide roomy, comfortable accommodations just minutes from world-famous theme parks and come with unique amenities to make your vacation exactly what you need.