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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 35 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.

Woman relaxing in pool
Article

Relax and Recharge: Your Guide to Wellness in Kissimmee

Unwind and rejuvenate in Kissimmee with top resorts, serene outdoor experiences, and mindful activities. Discover the perfect balance of relaxation and adventure in Central Florida.
Article

Tasty Gluten-Free and Vegan Options in Kissimmee Restaurants

Explore Kissimmee's best gluten-free and vegan dining! From cozy cafes to family-friendly spots, enjoy a variety of tasty, inclusive options for everyone.
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.
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.
Red Mustang on display during a car show at Old Town Kissimmee

Catch a car show at Old Town Kissimmee

Article

Revving Up: Car Shows at Old Town Entertainment District

Experience the best Kissimmee car shows at Old Town Entertainment District, where classic cars, hot rods, muscle cars, and vintage vehicles shine every week with free admission — alongside family-friendly attractions, dining, and live music.
A couple enjoys drinks and conversation at a stylish café inside the ette hotel in Kissimmee, Florida, seated together on a modern tan sofa under soft ambient lighting.

Savor the moment in Kissimmee, where cozy cafés and stylish lounges set the scene for unforgettable conversations and connections.

Itinerary

Romance & Adventure: A 4-Day Kissimmee Getaway Itinerary

Discover how to plan a romantic and adventure-filled 4-day getaway in Kissimmee, featuring top date spots, outdoor activities, dining, and must-try attractions across Central Florida.
Aseky Family Images
Itinerary

Spring Break Like a Local Itinerary

If you’ve ever been to Florida (or you’re lucky enough to live here), you know just how beautiful and fun it is in spring — not to mention year-round! Read on to discover memorable local favorites and hidden gems for families.
A couple enjoys drinks and conversation at a stylish café inside the ette hotel in Kissimmee, Florida, seated together on a modern tan sofa under soft ambient lighting.

Savor the moment in Kissimmee, where cozy cafés and stylish lounges set the scene for unforgettable conversations and connections.

Itinerary

Romantic Kissimmee Weekend Getaway Guide

Planning a long weekend getaway in Kissimmee for just the two of you? Leave the daily grind (and the kids) behind and check out our vacation ideas for couples that make planning a romantic retreat effortless.

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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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