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 63 results

11 - 20 of 63 results

Instagram @tinkerbellethedog lounging by the pool in Kissimmee — Ensure your pup has everything he or she needs for a safe, healthy, and fun vacation

Pet-Friendly Places to Stay in Kissimmee

Find pet-friendly accommodations that your furry family will love in Kissimmee, Florida.

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 group of five people practice their swings on a green driving range at Reunion Resort, with a tall resort building and a bright blue sky with scattered clouds in the background. — On these fairways, every swing comes with a side of sunshine and a whole lot of Florida charm.

Reunion Resort & Golf Club: Stay & Play in Luxury

From morning golf sessions to evening fine dining and everything in between, it’s easy to live the luxe life at Reunion Resort & Golf Club in Kissimmee.

A person wearing a red backpack and bucket hat takes photos with a telephoto lens while exploring a wooded nature area in Kissimmee, Florida. — Capture the beauty of Kissimmee’s natural landscapes and vibrant birdlife on a peaceful photography or birdwatching adventure through one of the area’s scenic preserves.

Enjoy Thrills, Not Chills in Kissimmee

In Kissimmee you can't go far without coming across sun-loving wildlife, hiking trails shaded by majestic oaks or an opportunity for thrills (Central Florida has seven of the best theme parks in the world).

A roseate spoonbill spreads its pink wings while perched atop green branches against a clear blue Florida sky. — A roseate spoonbill is one of many beautiful bird species you can spot in Kissimmee’s natural spaces.

Epic Birdwatching in Kissimmee

Florida is one of the most biodiverse places on Earth, and Kissimmee’s wild side offers some of the best birdwatching opportunities year-round.

Two anglers ride across the calm waters of Lake Tohopekaliga in a fishing boat during sunrise in Kissimmee, Florida. — Anglers head out at sunrise on Lake Toho, ready for another perfect day of bass fishing in Kissimmee, Florida.

Splashing Without Spending: Affordable Water Activities in St. Cloud

Dive into water-filled excitement in Downtown St. Cloud! For family fun and adventure, enjoy water sports, boat tours, and splash pads on East Lake Toho.

a young girl has her arms outstretched as she speeds down an exciting waterslide.

The Ultimate Summer Guide to Outdoor Fun in Kissimmee

Discover the best summer activities in Kissimmee, from scenic picnics and road trip stops to camping under the stars and water adventures.

A smiling woman in a wetsuit gently hugs a dolphin while swimming in the clear waters at Discovery Cove in Orlando, Florida. — Share an unforgettable moment with a dolphin at Discovery Cove, where guests can swim, play, and connect with marine life in a tropical paradise just minutes from Kissimmee.

Find Paradise at Discovery Cove®

At this all-inclusive day resort, you’ll be in harmony with the natural world. Learn why it's a little piece of paradise, just a short drive from Kissimmee, Florida, where big memories are made.

A Couple stands with birds on their arms in Kissimmee

Five Birding Hot Spots in Kissimmee

Grab your binoculars and explore Kissimmee’s top birdwatching locations — from wetlands to preserves, these sites are a birder’s paradise.

Two hot air balloons—one large and close, one smaller in the distance—float against a bright blue sky with soft, scattered clouds. — Morning skies over Kissimmee set the stage for a peaceful ascent into the clouds.

Going Up: What to Expect on a Hot Air Balloon Ride Over Kissimmee

Get an inside look at what it’s like to take a hot air balloon ride over Kissimmee, Florida. This first-person story explores the views, the experience, and the must-know tips for planning your own balloon adventure.