Kissimmee Like a Local

From delicious dining and fun weekly attractions to appreciating the great outdoors, we’ve rounded up Kissimmee locals’ favorite things to do in this sunny part of Central Florida.

A family picnic at Kissimmee Lakefront Park

A family picnic at Kissimmee Lakefront Park

When you think of Kissimmee, some big-name, bucket-list experiences probably spring to mind. But aside from those epic adventures, what do locals love to do around here? The answer: a lot! Keep reading to learn how you can experience Kissimmee like a local.

Favorite Local Restaurants

Big John's Rockin' BBQ

Big John himself has been serving unique barbecue flavors for years now at Big John's Rockin' BBQ. In 2015, he brought his craft to Downtown Kissimmee and now has a location at Kissimmee Lakefront Park. Come and enjoy locally-sourced food like his slow-smoked brisket and homemade sides that make for the perfect pairing. From breakfast out on the patio to lunch with your large family, Big John's has a set up for everyone! 

3 Sisters Speakeasy 

If you've ever wanted to slip back through time and visit a hidden bar during Prohibition, visit 3 Sisters Speakeasy in Kissimmee. This atmospheric restaurant spins a tale about three sisters who ran a Prohibition bar requiring patrons to knock three times and give a password. This local hangout isn’t password protected anymore, and it’s no secret it’s the place to go in downtown Kissimmee for tasty pub-style fare, delicious cocktails, a fun trivia night on Tuesdays, and live music five nights a week.

Old Town Car Cruises

Kissimmee locals love to kick it old school and show off their classic cars at “America’s Longest Running Weekly Car Show”. Head down to Old Town Kissimmee on Friday for the muscle car cruise and show. And on Saturday, it’s all about classic rides from all kinds of eras. It’s a beloved tradition around here and a great way to spend the afternoon. In the evening, we suggest grabbing a spot at the 3 Sisters patio to have dinner and a drink, and watch all these gleaming automobiles cruise right by you!

Celebrated Natural Spaces

Kissimmee Lakefront Park

For morning runs, lunchtime strolls, and evenings walking the dog — Kissimmee Lakefront Park is where locals love to go to get their daily dose of nature. On the shores of Lake Tohopekaliga (often referred to as Lake Toho), the park features a playground, basketball courts, hiking and biking trails, the quirky Monument of States, and much more. Use the grills located in the park for your own picnic, or take a short walk to Savion’s!

Twin Oaks Conservation Area

A few preserves near Kissimmee are more well known, but twin oaks is certainly well loved by Central Florida residents. At St. Cloud’s Twin Oaks Conservation Area, hike through the live oak hammocks, remnant cypress stands, and freshwater marshes for a peaceful outing surrounded by nature. Take to the boardwalks to spot bald eagles, or channel your inner rancher with a horseback trail ride.

How to Stay Like a Local

If your heart is set on experiencing Kissimmee like a local, staying like a local is essential. And it just so happens the right home is waiting here for you. That's because Kissimmee is the Vacation Home Capital of the World! You'll find homes for everybody, from 15-bedroom mansions to secluded spots for single families. There are vacation homes with hot tubs, private pools, home theaters, and more. There are even dog-friendly vacation homes, because what's the point of living like a local without your four-legged friend? Spend a few nights in your vacation home, and you'll quickly start feeling like an honest-to-goodness Kissimmeean.

These great experiences only scratch the surface of the activities and attractions you'll find in Kissimmee, Florida. Subscribe to our newsletter for more insider tips on where to go and what to do while on vacation.