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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Madilynns Craft Coffee Shop

Celebrating Female-Led Businesses in Downtown St. Cloud

Among the many reasons to celebrate this district near Kissimmee, Florida, is the presence of several successful women-owned businesses that have made their mark on the town.

Airboat gliding through cypress trees and wetlands at Wild Florida in Kissimmee, Florida. — Exploring the headwaters of the Everglades on an airboat ride at Wild Florida, which is an unforgettable way to experience Kissimmee’s natural beauty and wildlife.

Airboat Tours with Wild Florida Adventure Park

If you’re ready to embark on an adventure like no other, head to Wild Florida and let your hair blow in the wind on an airboat tour.

A family enjoys an airboat ride through the wetlands at Wild Florida, smiling and pointing at wildlife in the distance. — A family sets out on an exciting airboat adventure at Wild Florida, gliding across the headwaters of the Everglades to spot native wildlife and soak in Kissimmee’s natural beauty.

Unwrap the Joy of Kissimmee This Holiday Season

Discover how to make this holiday season memorable with unique gift ideas and unforgettable experiences in Kissimmee. Celebrate Small Business Saturday, explore charming shops, indulge in local flavors, and create lasting memories with your loved ones!

Playground at Kissimmee Lakefront Park

Day of Wellness and Relaxation Across Downtown Kissimmee & St. Cloud

Discover a day of relaxation in Downtown Kissimmee and St. Cloud, Florida. From lakeside strolls to yoga, tasty bites, and self-care, unwind in style.

Shoppers stroll along a palm-lined outdoor shopping promenade, passing luxury storefronts while carrying branded shopping bags on a sunny day. — Sunlit strolls and stylish finds turn shopping into a vacation-worthy pastime.

The Ultimate Shopping Day at Orlando Vineland Premium Outlets®

Orlando Vineland Premium Outlets® is Central Florida’s only upscale, open-air outlet shopping destination, featuring a dazzling mix of boutique-style luxury and must-have brands.

Woman relaxing in pool

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.

Boggy Creek — Boggy Creek Airboat Adventures

Experience Florida Nature at Boggy Creek Airboat Adventures

Discover Florida at Boggy Creek Airboat Adventures — airboat rides, gator encounters, gem mining, and Lily’s Butterfly Garden – all near Florida’s theme parks.

Exterior of Mall at Millenia with palm trees and blue sky — Indulge in luxury shopping at the Mall at Millenia

The Mall at Millenia: Luxe Shopping, Dining & More

Find your favorite designer stores, a mix of great dining, and top-tier services from self-care to personal styling at The Mall at Millenia in Orlando.

Two knights sword-fighting on the backs of horses at Medieval Times Dinner & Tournament — Catch a showtime of Medieval Times Dinner & Tournament

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.

Couple walks through Universal Orlando Resort, smiling and waving near the iconic globe entrance. — Enjoy a sunny day exploring Universal Orlando Resort, one of the most thrilling and unforgettable attractions near Kissimmee, Florida.

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