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 17 results

1 - 10 of 17 results

Corporate Meetings and other Special Event Services

Kissimmee's grandest home rentals are event-ready spaces that easily accommodate special occasions and corporate gatherings.

Anisa Benitez joins the cast of The Kissimmee Experience.

Anisa Benitez: Reconnect With Yourself In Kissimmee

Creative wellness advocate and content creator Anisa Benitez, known for her No Starving Artist podcast and mindful storytelling, explores Kissimmee’s relaxing side in The Kissimmee Experience — from goat yoga and spa days to sustainable wine tastings and quiet moments of reflection.

Group of friends celebrating the holidays with sparklers and wine around a festive dinner table decorated with candles and Christmas lights. — Ring in the holidays with good food, bright lights, and even brighter smiles during your stay in Kissimmee.

Host Your Next Meeting in Kissimmee and Experience Holiday Magic

Combine productive meetings with the festive spirit of Central Florida’s top attractions and local holiday events.

A couple walks hand in hand along the dock outside The BOATHOUSE at Disney Springs, smiling under a bright, partly cloudy sky with the restaurant’s tower and outdoor umbrellas in the background. — Strolling into golden-hour bliss at The BOATHOUSE in Disney Springs, where waterfront dining and warm-weather daydreams pair perfectly.

Valentine's Day Guide to Kissimmee

Whether you’re a couple of old-fashioned romantics or looking for a memorable day of fun, Kissimmee is the perfect place to spend this special holiday.

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.

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!

Oranges, cucumbers, and other earthly items for a spa day — Relax with a spa day in Central Florida

Time to Relax: Spas & Retreats in Kissimmee

Complete your Kissimmee vacation with lavish retreats and delightful days of indulgence at one of these soothing spas.

Two people sit cross-legged in a bright, minimalist studio practicing alternate nostril breathing as part of a mindfulness or yoga session. — Focused breathwork can bring clarity, reduce stress, and support mental wellness, making it an ideal activity for attendees seeking balance during a busy event. Photo courtesy of Crow Practice.

Breathe Easy: Wellness Tips and Resources for Impactful Meetings

Discover how intentional breathwork — shared by Kristine Iverson, founder of Crow Practice in Kissimmee — can enhance focus, reduce stress, and bring balance to your next event.

Group of people enjoying an airboat ride through the headwaters of the Everglades near Kissimmee, Florida, gliding over the water with lush green marshes under a clear blue sky. — Feel the rush of adventure on an airboat tour through Kissimmee’s headwaters of the Everglades.

How Kissimmee Blends Business, Fun, and Fresh Ideas

In Kissimmee, meetings go beyond the agenda with unique activations, outdoor adventures, and purposeful experiences that leave a lasting impression on attendees and the community. As Central Florida’s ultimate bleisure destination, hosting here often means record attendance, with participants eager to come early and stay late.

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Things to Do in Kissimmee

So Much to See & Do in Kissimmee, Florida

What is there to do in Kissimmee, Florida? Well, everything!