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 76 results

1 - 10 of 76 results

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!

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.

Christmas tree in the Gaylord Palms Resort

Christmas at Gaylord Palms 2026: The Polar Express™ and More Holiday Fun

From Nov. 13, 2026, to Jan. 3, 2027, Christmas at Gaylord Palms transforms the resort into a holiday wonderland featuring The Polar Express™, dazzling lights, and family fun.

A child waves in front of a roller coaster in Kissimmee — The young and young-at-heart will enjoy the attractions in Kissimmee

Making Memories: Kid-Friendly Activities in Kissimmee

Kissimmee is known for its world-famous theme parks, but there’s so much more for you and your little ones to explore when you’re here.

A young girl interacts with a giant light-up peg wall inside WonderWorks Orlando, placing colorful glowing pegs into the display. — Spark creativity at WonderWorks Orlando, where kids can light up their imagination with hands-on exhibits like this vibrant giant peg wall.

Smart Fun: Educational Adventures for Families in Kissimmee

Discover family adventures that spark curiosity, fuel imagination, and make learning feel like play. From hands-on science experiences to wildlife encounters and history-rich attractions, Kissimmee offers educational fun for every age.

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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multi-colored ferris wheel cages against a blut sky

Test Your Kissimmee Trivia Knowledge

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.