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.

0

1 - 10 of 96 results

1 - 10 of 96 results

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.

Two young children sit outside on bright turquoise chairs, enjoying ice cream at a table in front of a shop in Downtown St. Cloud, Florida. One child licks a waffle cone while the other eats with a spoon. — Sweet moments outside Pops Waffle & Ice Cream Shoppe in Downtown St. Cloud, where every cone comes with a smile.

Best Sweet Treats in Downtown St. Cloud

Craving something sweet? Discover the best dessert spots in Downtown St. Cloud, Florida, from colorful snowballs and waffle sundaes to chocolate-covered strawberries and more family-friendly treats.

A diner sits with a bowl of posole and a glass of sangria on the table before her — Sajoma Latin Fusion, Kissimmee

Taste the Freshness at Sajoma Latin Fusion

After growing up on a Dominican farm, Pedro Rodriquez, the owner of Sajoma Latin Fusion, strives for good ingredients, innovative cooking, and warm service.

A taco platter on a table — La Mexicana Restaurant, Kissimmee

La Mexicana: A Kissimmee Institution

How Odilia Alvarado and her family brought the flavors of Mexico’s mountains to the big, bold heart of Florida.

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.