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 104 results

1 - 10 of 104 results

Path lined with Oak trees — Path lined with beautiful oak trees

Oaks National Golf Club

Oaks National Golf Club has more than just a new name.

Golf course with flag and water — Kissimmee's Famous Golf Courses

Orange Lake Golf Club

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Golf Classic — Remington Golf Club

Remington Golf Club

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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 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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Minch Coffee Co./Orlando Cat Cafe

Minch Coffee Co.: Where Community, Coffee, and Cats Come Together

This local coffee shop combines expertly brewed coffee with a unique partnership at the Orlando Cat Café, and guests can relax, sip, and even adopt a furry friend.

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!

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.

A white ceramic coffee mug with a black circle and the words, XO Coffee in white letters in the center, on a wooden tabletop. In the background, there is a faint outline of a neon sign. — Enjoy a coffee while watching tattoo artists at work at XO Coffee Shop.

XO Coffee Shop: Fresh Brews & Tattoos

XO Coffee Shop in Kissimmee blends great coffee with creative tattoo art, offering a welcoming space for everyone. Experience the perfect mix of caffeine, creativity, and community.

Two baristas at Piccolo Coffee Co.’s mobile espresso bar, smiling and preparing drinks during an outdoor event in Central Florida, with a full setup including syrups, coffee grinder, and custom cups. — From espresso shots to unforgettable moments, Piccolo Coffee Co. is all smiles—and all flavor—at events throughout Kissimmee and Central Florida.

Piccolo Coffee Co.: The Specialty Coffee Cart That Comes to You

Piccolo Coffee Co. brings handcrafted coffee and heartfelt hospitality to Kissimmee and beyond. With a mobile coffee bar and a passion for creating meaningful moments, they serve specialty drinks and cozy vibes that elevate any event or everyday escape across Central Florida.