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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11 - 20 of 26 results

11 - 20 of 26 results

Three children smile and make playful faces while standing in front of a bright, colorful fish mural in Kissimmee. — Kissimmee’s vibrant murals make every family outing picture-perfect.

Instagram-Worthy Murals in Downtown Kissimmee You Can’t Miss

Discover downtown Kissimmee murals that are colorful, cultural, and Instagram-worthy. Perfect backdrops for your next shareable moment.

White building with historic sign outside in St. Cloud.

The History Behind Downtown St. Cloud: The Soldier City

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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.

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.

Three women take a selfie at Boardwalk Plaza in Kissimmee

See, Eat, and Explore Downtown Kissimmee for Less Than $30

Explore Downtown Kissimmee without spending a fortune. A full day of adventure, food, and family fun is waiting — all for less than $30!

Two women pose playfully inside the Museum of Illusions, surrounded by mirrored walls and a geometric black-and-white ceiling that creates endless reflections. — Strike a pose and let reality bend a little at the Museum of Illusions, where reflections multiply the fun and every angle tells a different story.

Mind-Bending Fun at the Museum of Illusions

Cool optical illusions, brain-baffling scenes, and perplexing puzzles are just some of the immersive experiences at ICON Park’s Museum of Illusions in Orlando, just a short drive from Kissimmee, Florida.

Audra Miller sits on the stage at Dr Phillips Center singing into a microphone — Hear Audra's melodic performance in her episode of The Kissimmee Experience.

Audra Miller: Performance Venues Around Kissimmee

Take in the ambiance of Central Florida’s top performance venues with musician Audra Miller.

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.

Ami Vitale

Ami Vitale: A Journey Through Kissimmee’s Wild and Peaceful Places

In this episode of The Kissimmee Experience, award-winning photographer Ami Vitale joins host Jen Bonner to explore the beauty, balance, and wonder of Kissimmee’s natural world, from wildlife encounters at Disney’s Animal Kingdom to serene moments at Bok Tower Gardens.

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.