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.

0

151 - 160 of 365 results

151 - 160 of 365 results

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.

A woman's hand holding a cocktail

Your Happy-Hour Guide: Outdoor Dining in Central Florida

Sip margaritas to craft beer and enjoy savory light bites at these top outdoor spots for happy hour.

Love is what makes the world go round at ICON Park, near Kissimmee, Florida.

The Ultimate Guide to ICON Park

Soar to new heights at ICON Park! Our ultimate guide showcases thrilling attractions, great dining, and must-see experiences, including The Orlando Eye — offering unbeatable views of Orlando’s skyline.

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.

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

Written by the

A family is excited about holiday treats. — Enjoy sweet holiday treats at LEGOLAND

Best Places at the Theme Parks and Kissimmee for Holiday Treats

Looking to create special memories this holiday season? We suggest sampling some of the holiday treats at the theme parks and throughout Kissimmee has to offer.

Christmas tree in the Gaylord Palms Resort

Christmas at Gaylord Palms 2025: Rudolph the Red-Nosed Reindeer™ and More Holiday Fun

From Nov. 14, 2025 to Jan. 7, 2026, Christmas at Gaylord Palms transforms the resort into a holiday wonderland featuring Rudolph the Red-Nosed Reindeer™, dazzling lights, and family fun.

Beautifully decorated Christmas tree with red poinsettias, silver and gold ornaments, and twinkling lights inside a festive Kissimmee vacation home dining area. — Celebrate the holidays in style in a Kissimmee vacation home with sparkle, festive décor, and where the warmth of the season fills every room.

Creative Ways to "Wrap" a Vacation for Under the Tree

So you’ve decided to surprise the family with an unforgettable vacation to Kissimmee, Florida. Congratulations on winning the holidays! Your gift is sure to be a hit.

Santa's Little Helper cocktail

Holiday Cocktail Recipes from Kissimmee’s Best Mixologists

Warm up the holidays with festive drink recipes straight from Kissimmee’s top bars and restaurants!

Albino alligator at Wild Florida.

How Albino Alligators Thrive in Colder Weather

Written by the

A large crowd strolls through rows of classic and vintage cars at a busy outdoor auto auction, with colorful muscle cars on display and vendor tents lining the walkway. — Crowds cruise past iconic classics as automotive legends take center stage at the Mecum auto auction.

Inside Mecum Auctions: The High-Octane Event That Takes Over Kissimmee

Mecum Auctions Kissimmee is one of the world’s largest and most anticipated collector-car events, featuring thousands of vehicles, live auctions, exhibitor showcases, and high-energy entertainment. From rare classics and muscle cars to modern performance machines, the event offers something for everyone — no bidding paddle required.