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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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11 - 20 of 21 results

Woman in tube on water

Relaxing in the pool

Itinerary

Your Itinerary for Vacation Nirvana

This two-day itinerary full of thrills and relaxation is just one example of how you can achieve vacation nirvana in Kissimmee, Florida.
Two people exploring Shingle Creek on yellow kayaks

Kayaking on Shingle Creek

Itinerary

A Local’s 3-Day Guide to a Romantic Getaway in Kissimmee

Join Orlando local Aliya Burshan as she shares her favorite ways for couples to relax, reconnect, and rediscover the magic of Kissimmee in just three unforgettable days.
A young adventurer navigates a suspended rope obstacle course at Tree Trek Adventure Park, balancing across hanging wooden logs surrounded by tall trees.

A little balance, a lot of bravery, and views from the treetops. Tree Trek Adventure Park is where outdoor fun climbs to new heights.

Itinerary

Itinerary: 36 Hours of Family Fun in Kissimmee, Florida

With world-famous theme parks, thrilling outdoor adventures, and countless attractions right in our backyard, Kissimmee is the place for an unforgettable getaway. Here's how to make the most of a quick family trip.
A woman enjoys zip-lining over an alligator-filled lagoon surrounded by lush greenery at Gatorland near Kissimmee, Florida.

Soar above it all at Gatorland with the Screamin’ Gator Zip Line, a thrilling way to take in Kissimmee’s wild side from high above the park’s iconic alligator breeding marsh.

Itinerary

Family-Friendly Kissimmee Itinerary

Looking for the perfect family escape without traveling far? Motherhood & Lifestyle Influencer @IzzyRose and her young family discovered just that in Kissimmee, a fun-filled destination right in the center of it all, just two hours from their home in St. Augustine.
A family with young kids goes on an airboat ride in Kissimmee

A family-friendly airboat ride in Kissimmee

Itinerary

Tiny Travelers, Big Adventures: A Four-Day Family Escape to Kissimmee

Looking for a family vacation that keeps every kid smiling and every parent sane? Take inspiration from a recent four-day trip to Kissimmee, where dermatologist and Florida mom Dr. Laura Scott and her crew explored the destination’s most playful parks, attractions, trails, and stays. From outdoor adventures to splash-worthy fun, here’s how families of all sizes can experience Kissimmee at its best.
Families enjoying outdoor entertainment at Promenade at Sunset Walk in Kissimmee, Florida, with a woman and young girl hula-hooping under palm trees on a sunny afternoon.

Fun and sunshine go hand in hand at Promenade at Sunset Walk in Kissimmee, where live entertainment, dining, and family-friendly vibes create the perfect Florida day out.

Itinerary

Discover the Joy of Accessible Travel with This 2-Day Kissimmee Itinerary

In Kissimmee, unforgettable experiences await visitors of all abilities from outdoor escapes to inclusive attractions that celebrate every traveler.
Itinerary

7 Days of Shark Week in Kissimmee: How to Celebrate on Your Vacation

Celebrate your very own Shark Week at one or all of the shark attractions available here in Central Florida, from roller coasters to swimming beside sharks!
Itinerary

Celebrate Mother’s Day Weekend: 48 Hours of Family Fun in Kissimmee

Treat the special mom, mother figure, or loved one in your life to an unforgettable Mother’s Day weekend in Kissimmee. From relaxing spa moments to thrilling adventures, discover two days of exciting activities, delicious dining, and memorable experiences for the whole family.
Guests wearing crowns enjoy dinner and live entertainment at Medieval Times Dinner & Tournament in Kissimmee, Florida, where medieval knights and royal festivities create an unforgettable dining experience.

Enjoy a feast fit for royalty at Medieval Times Dinner & Tournament in Kissimmee, where jousting, cheering, and delicious dining make for a night of epic family fun.

Itinerary

A Perfect Day

Kissimmee is a dawn 'til dusk destination where visitors can go full throttle all day for a week and still feel like there will be even more to see and discover during the next visit.
Mother and daughter walking through Walt Disney World

Walt Disney World never fails to exceed expectations

Itinerary

A Three-Day Guide to Magic Kingdom Attractions

Why rush the magic? With this three-day guide, you’ll have plenty of time to ride the classics, meet your favorite characters, and still stop for a Mickey-shaped snack (or two) — all in the heart of sunny Florida.

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Experience Kissimmee recognizes the fundamental equality of all individuals and does not support the discriminatory or prejudicial treatment of any person, whether a resident or visitor to our destination. As the official tourism authority for Osceola County, FL, our goal is to always provide a welcoming environment and a positive experience for everyone. We embrace visitors from all backgrounds and cultures and do not discriminate against anyone based on race, color, creed, religion, sex, national origin, disability, sexual orientation, or gender identity.

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