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 - 10 of 67 results

1 - 10 of 67 results

Minch Coffee Co./Orlando Cat Cafe

Minch Coffee Co.: Where Community, Coffee, and Cats Come Together

This local coffee shop combines expertly brewed coffee with a unique partnership at the Orlando Cat Café, and guests can relax, sip, and even adopt a furry friend.

A family enjoys an airboat ride through the wetlands at Wild Florida, smiling and pointing at wildlife in the distance. — A family sets out on an exciting airboat adventure at Wild Florida, gliding across the headwaters of the Everglades to spot native wildlife and soak in Kissimmee’s natural beauty.

Unwrap the Joy of Kissimmee This Holiday Season

Discover how to make this holiday season memorable with unique gift ideas and unforgettable experiences in Kissimmee. Celebrate Small Business Saturday, explore charming shops, indulge in local flavors, and create lasting memories with your loved ones!

A white ceramic coffee mug with a black circle and the words, XO Coffee in white letters in the center, on a wooden tabletop. In the background, there is a faint outline of a neon sign. — Enjoy a coffee while watching tattoo artists at work at XO Coffee Shop.

XO Coffee Shop: Fresh Brews & Tattoos

XO Coffee Shop in Kissimmee blends great coffee with creative tattoo art, offering a welcoming space for everyone. Experience the perfect mix of caffeine, creativity, and community.

Two baristas at Piccolo Coffee Co.’s mobile espresso bar, smiling and preparing drinks during an outdoor event in Central Florida, with a full setup including syrups, coffee grinder, and custom cups. — From espresso shots to unforgettable moments, Piccolo Coffee Co. is all smiles—and all flavor—at events throughout Kissimmee and Central Florida.

Piccolo Coffee Co.: The Specialty Coffee Cart That Comes to You

Piccolo Coffee Co. brings handcrafted coffee and heartfelt hospitality to Kissimmee and beyond. With a mobile coffee bar and a passion for creating meaningful moments, they serve specialty drinks and cozy vibes that elevate any event or everyday escape across Central Florida.

Hand holding freshly picked strawberries beside rows of strawberry plants in a u-pick field. — Fresh from the field and still warm from the Florida sun, these hand-picked strawberries capture the simple joy of slowing down and savoring the season.

U-Pick Farms Near Kissimmee: Where to Pick Strawberries, Citrus, and Flowers in Central Florida

Step into harvest season at these Central Florida u-pick farms near Kissimmee, where visitors can gather strawberries, blueberries, citrus, and flowers straight from the field.

Bell Family Farm and Apiary

Meet the Animals: Farm & Wildlife Experiences Near Kissimmee

From goats and butterflies to horses and friendly farm animals, Kissimmee and the surrounding Central Florida countryside offer plenty of ways to connect with animals beyond the theme parks. These farms, ranches, and wildlife experiences invite visitors to slow down, step outside, and discover a softer side of the destination.

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.

Wild Facts About Central Florida’s Native Animals

Central Florida is known for its wildlife from around the world at eco-friendly attractions, but the native wildlife is just as fascinating.

A colorful hot air balloon floats low over a wide green field on a clear morning, with light fog in the distance and trees lining the horizon. — Some mornings lift your spirits — this one lifts you right into the sky.

Your Guide to Outdoor Experiences in Kissimmee

Whether you’re a daredevil or a down-to-earth type, you’ll find your ideal adventure under the Central Florida sun. Go biking, play mini golf, take a hot air balloon ride, come face to face with Florida's wild creatures, and more.

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.

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).