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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White building with historic sign outside in St. Cloud.

The History Behind Downtown St. Cloud: The Soldier City

The history of Downtown St. Cloud effortlessly blends a rich history, traditions, and a close-knit community.

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

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

Bottles of raw natural honey from 3Beez Honey Farm in St. Cloud, Florida, displayed on a shelf with decorative bee charms tied around the tops. — Local flavor at its sweetest. 3Beez Honey Farm brings Florida sunshine to every jar with small-batch, raw natural honey crafted right in St. Cloud.

Shop Local Across Downtown Kissimmee and St. Cloud

Experience the enchantment of charming, local Downtown Kissimmee and St. Cloud shops. Immerse yourself in unique, community-rooted businesses, and discover the joy of supporting locally-owned shops in Florida.

downtown st cloud — Downtown St. Cloud

Local Vendors at the Monthly Market in Downtown St. Cloud

Under the starlit sky, historic brick streets are blocked off to create a vibrant atmosphere filled with local makers as you roam the small town for unique finds and seasonal goodies.

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.

Couple walking and smiling near the iconic Universal globe at Universal Orlando Resort on a sunny day in Central Florida. — Step into adventure at Universal Orlando Resort, where unforgettable thrills and world-famous attractions await just minutes from Kissimmee.

The Ultimate Guide to Universal CityWalk Orlando

Experience the energy of Universal CityWalk with our ultimate guide! Explore must-visit restaurants, thrilling nightlife, and exciting attractions that make this entertainment district the perfect spot for a fun-filled night out in Kissimmee.

Family walking down sidewalk at the Promenade at Sunset Walk — Enjoy shopping, dining, and entertainment at Promenade at Sunset Walk

The Ultimate Guide to Promenade at Sunset Walk

Savor, shop, and stroll at Promenade at Sunset Walk! From top-tier dining and boutique shopping to live entertainment and special events, our ultimate guide covers everything you need for an unforgettable experience.

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.

The Ultimate Guide to Old Town Entertainment District

Step back in time at Old Town Entertainment District! Our ultimate guide highlights classic car cruises, family-friendly attractions, unique shops, and delicious dining — making it the perfect destination for vintage vibes and endless fun.

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.

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.

Beaumont House in Downtown Kissimmee

Unveil the Secrets of Downtown Kissimmee’s Ghost Tour

Discover the haunted side of Kissimmee with Main Street Ghost Tours! Hear chilling tales, explore eerie spots, and enjoy a spooky adventure with friends and family.