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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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1 - 10 of 23 results

Colorful fireworks burst across a dark night sky, with bright streaks of red, blue, green, and gold radiating outward.

A sky full of fireworks lights up the night, turning the celebration into a sparkling finale of color and energy.

Article

The Best New Year’s Eve Fireworks Shows in Central Florida

As the countdown to the new year begins, Central Florida hosts some of the most breathtaking and unforgettable fireworks shows in the Kissimmee area.

A performer in a vibrant Mardi Gras costume with purple, green, and gold feathers smiles and dances during a nighttime parade.

Mardi Gras magic comes to life in a swirl of color, music, and high-energy celebration.

Article

How to Celebrate Carnival in Osceola County

Explore some of Florida's best eateries during Carnival! Explore Downtown St. Cloud and Kissimmee's top restaurants for a festive and flavorful experience.
Group of people sitting, laughing and eating.
Article

Adventure & Impact: Best Team-Building Activities in Kissimmee

Discover unforgettable team-building experiences in Kissimmee — where thrilling adventures, meaningful CSR opportunities, and unforgettable memories strengthen your team and leave a lasting impact.
Playground at Kissimmee Lakefront Park
Article

Todo lo que puedes hacer en Lakefront Park en Kissimmee

¡Vive la experiencia del Lakefront Park en Kissimmee! Sumérgete en la belleza de Lake Toho mientras disfrutas de pesca, paseos escénicos, y momentos inolvidables en familia. Además, descubre los sabores locales en este pintoresco refugio al aire libre.
Two knights sword-fighting on the backs of horses at Medieval Times Dinner & Tournament

Catch a showtime of Medieval Times Dinner & Tournament

Article

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.
A stylish entertainment venue with pool tables, a bowling alley, and large-screen TVs glowing under red and blue lights in Kissimmee, Florida.

Enjoy a night of friendly competition with bowling, billiards, and big-screen entertainment at this vibrant venue in Kissimmee.

Article

Food, Fun & Games at Kings Dining & Entertainment

With good food, creative cocktails, and a range of games with a high-end spin, Kings Dining & Entertainment in Orlando makes for a fun afternoon or night out.
Dr. Laura and her family on an airboat at golden hour
Article

A Family Road Trip to Kissimmee

Join Dr. Laura Scott and her family on a road trip to Kissimmee, Florida, where family fun meets relaxation, local flavor, and the kind of sunshine that makes every moment brighter.
A bright vintage car drives past the colorful Old Town entrance arches in Kissimmee, with the Ferris wheel and visitors in the background.

Rolling into Old Town style, where classic cars and classic Florida fun cruise side by side.

Article

Top Car Shows and Automotive Experiences in Kissimmee

Kissimmee is a dream destination for car lovers. From weekly meetups and classic-car cruises to world-famous auctions and auto attractions, the area is full of experiences that get engines — and enthusiasts — fired up.
A large family gathers around the Christmas tree in Kissimmee
Article

Vacation Home for the Holidays

Explore the many vacation home rentals available in Kissimmee to find the perfect spot for you and your entire family to celebrate this holiday season!
Two people float and play in a private vacation home pool, splashing water while relaxing in bright inflatable tubes on a sunny Florida day.

Pool time hits its happy place in Kissimmee’s vacation homes.

Article

Your Ultimate Vacation Planning Checklist

Check out this helpful Vacation Planning Checklist to inspire excitement when preparing for your next trip to Kissimmee, 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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