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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21 - 30 of 90 results

21 - 30 of 90 results

The exterior of Breeze, a restaurant with an open-air patio partially hidden by tropical plants and palm trees, with guests seated inside. — Pull up a chair and let the laid-back Florida breeze remind you why slowing down feels so good.

Outdoor Dining in Downtown St. Cloud

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Chicken and avocado arepa on a plate — Chicken and avocado arepa, Susana's Cafe. By Corey Woosley / Atlas Obscura

Recipe: Reina Pepiada, the Venezuelan 'Curvy Queen'

Named after a beauty pageant winner, this deceptively simple dish is a favorite in Venezuelan cuisine.

Bowl of sancocho — Sancocho, Perico Ripiao. By Corey Woosley / Atlas Obscura

Recipe: Sancocho, a Dominican Stew That Feeds a Crowd

To make sancocho, you’ll want a big pot, lots of helping hands — and plenty of mouths to feed.

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.

Golf Classic — Golfers practicing their swing

Remington Golf Club

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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

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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 sign that says Royal St. Cloud Golf Links with flags and a fairway in the background — Enjoy a slower pace of play at Royal St. Cloud Golf Links.

Royal St. Cloud Golf Links

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A large modern vacation home with multiple outdoor pools, sun loungers, terraces, and tropical landscaping, viewed from above in a residential resort community. — When your vacation home feels like a private resort, relaxing becomes your easiest daily ritual.

Save vs. Splurge Experiences

Whether you tend to save or splurge when on vacation, Kissimmee, Florida, has amazing experiences for every budget.

Two drinks in plastic cups are on a white table with a greenery background. The ube drink on the left is light purple with darker purple swirls and is topped with a glazed ube doughtnut and white icing. The peanut butter drink on the right is light brown with chocolate swirls and is topped with a glazed doughnut covered with crumbled peanut butter cups and a straw. — Ube and peanut butter cup beverages at Everglazed Donuts and Cold Brew.

Everglazed Donuts and Cold Brew in Kissimmee for the Perfect Sweet and Bold Experience

Indulge in the perfect combination of fresh doughnuts and smooth cold brew at Everglazed Donuts and Cold Brew in Disney Springs. Enjoy unique flavors, local ingredients, and an unforgettable experience.