The 10 Best Old Town Kissimmee Restaurants

Apr 28, 2020

The 10 Best Old Town Kissimmee Restaurants
By Alex Velazquez

The 10 Best Old Town Kissimmee Restaurants

There seems to be a saying in Kissimmee. In fact, it is on the Experience Kissimmee homepage. The expression is “perfectly whelmed.” That’s not overwhelmed or underwhelmed, but that perfect, in the middle, just right feeling of being in the perfect place, doing the perfect thing, at exactly the right time. And to be sure, whether you're checking in to one of our fabulous Kissimmee hotels, or you're just day-tripping in for a day to hit the parks, Kissimmee is the perfect place to be, no matter what you're into!

That being said, it might not immediately come to mind that some of the BEST dining in Central Florida centers on a small collection of long-time Old Town Kissimmee restaurants, but if you've never tried this culinary corner of Florida, then you can certainly find foods to tickle your taste buds and leave your tummy in a state of personal satisfaction if you're willing to give it a go!

Kissimmee is in the central part of Florida. The area is well known for citrus orchards, cattle ranching and gator farming. Just ten miles down the road is Disney World. And, of course, right there alongside civilization, are the ancient, mysterious swamps. Filled with strange trees that rise up out of the water on their roots, a wide variety of birds, and a stillness that is almost unknown in our current busy world.

To thoroughly enjoy the Kissimmee experience, be sure to go with a guide out into the stillness of the swamps, where the primary sounds are birds and the boom of the ‘gators. Then come back to “town” to enjoy good food and fun.

So Bring On the Best Old Town Kissimmee Restaurants to Go to on Your Next Vacation!

Food is always a central part of any settled metro area - it's part of the local culture, and part of every travel journey, and this one is no exception! In Kissimmee, you can find restaurants featuring all sorts of cuisine. This list is not in any particular order, because in Kissimmee the food, as well as the experience, is perfectly whelmed.


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1 | Woodsby’s Café | Here is the place for “down home” cooking. You can get breakfast all day long – eggs and sausage, tall stacks of pancakes, biscuits and gravy. The lunch menu is an all-American line-up of familiar foods including a full lineup of sandwiches, corndogs, fries, seven different kinds of grilled cheese, and that like-nothing-else Reuben. For dinner, you can get traditional meals, usually consisting of a serving of meat, some kind of potato, and a vegetable. Sides can include salads, extra bread rolls, and more. There are kid plates designed to tempt the palate of jaded youth, and desserts for everyone.

WHERE: 4515 S Orange Blossom Trail, Kissimmee, FL 34746 | WHO: 407-932-2252

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2 | King O Falafel | Maybe you’d like something a little more exotic, or perhaps you prefer vegetarian or Mediterranean cuisine. King O Falafel definitely serves Falafel, along with vegetarian plate dinners, kabobs and gyros. Fish, shrimp, beef or chicken…you can find your choice of protein here. Kids plates are available for the under twelve crowd, as well as appetizers, soups, salads, and scrumptious deserts.

WHERE: 5045 W Irlo Bronson Memorial Hwy, Kissimmee | WHO: 407-979-4940

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3 | Flipper’s Pizza | Started in the 1980s by three college kids who set out to make the best pizza ever. No artificial flavors or preservatives. Just handcrafted pizza crusts topped up with the very best ingredients to make the most scrumptious pizza ever. If that weren’t enough, you can also get ricotta, wings, and beautiful Italian-style salads. Top off your meal with bacon honeybuns or chocolate chip cookies. Why Flipper’s? Well, you toss those crusts, right?

WHERE: 5770 US-192, Kissimmee, FL 34746 | WHO: 407-397-9509

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4 | Southern Breeze Restaurant | Enjoy good, traditional American cooking with just enough Florida southern flavor to make the menu exciting. You can get burgers, hot dogs, chicken and fish ‘n’ chips. But you can also get gator tail, or popcorn shrimp. Sandwiches usually come with French fries, but you can substitute onion rings or a side salad if you would rather. The restaurant has had various names over the years since it opened in 1992. But it still focuses on good food with that southern flavor. Like many parts of Kissimmee, it has just enough ordinary blended with the exotic to make it perfectly “whelmed.”

WHERE: 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746 | WHO: 407-397-4004

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5 | Sakeba Asian Pub & Grill | Centrally located, Kissimmee is truly a melting pot of food and customs. Sakeba brings diners the best of Asian/American cuisine. It features sushi, as well as kababs. They serve hot or cold appetizers, soup and salad bar. Plate lunches focus on, but are not limited to, sesame chicken, orange chicken, or General Tso’s chicken. Kid’s meals are also available, as well as an array of rice and noodle options. Drinks include American label soft drinks, Thai tea, other tea flavors and Ramune. Deserts feature tempura ice cream and tempura cheesecake, but you can also obtain regular ice cream in vanilla, green tea, and coconut flavors; or Mochi ice cream in green tea, mochi, or strawberry flavors.

WHERE: 5770 W Irlo Bronson Memorial Hwy ste 414, Kissimmee, FL 34746 | WHO: 407-479-6796

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6 | El Borrego | No international restaurant row in the US would be complete without a representative from Mexico. Borrego means lamb, the restaurant takes its name from Mexican family traditions of getting together on Sunday afternoons for barbacoas, which often featured Borrego. The restaurant features authentic Mexican cuisine, as well as Tex-Mex selections. Drop in for Margarita Mondays (2 for the price of one all day) or Taco Tuesdays. Founded by chef Ruben Mota, a dedicated family man, the tradition is continued by a chef who studied with him. They continue to upgrade and add to their menu, keeping up with modern tastes in food by adding new flavors to traditional foods.

WHERE: 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746 | WHO: 407-479-5555

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7 | Frogger’s Bar & Grill | Love the atmosphere of a traditional sports bar? Then you will be delighted with Frogger’s. Its specialties are wings and pizza, but it is also a full-service restaurant, with an extensively supplied bar that includes 44 different types of beer on tap. With 50 HD LED TVs, 3 big screen projectors, pool tables and dartboards guests will never be bored while they wait. It also has adjacent rides and attractions including a carousel, ferris wheel, and roller coaster. You can stop in for a meal and stay for the fun.

WHERE: 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746 | WHO: 407-507-0760

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8 | Medieval Times Dinner & Tournament | Not unique to Kissimmee, but definitely an experience, Medieval Times offers “royal” packages to guests who would like to try out what it might have been like to view a tournament. Enjoy a four-course meal, served in true medieval style while watching knights break lances in authentic jousts or live steel duals. As of 2020, the sessions are presided over by Her Majesty Dona Maria Isabella – the first queen in 34 years for Medieval Times! The Kissimmee location is one of ten locations stretching across the United States and Canada.

The meals usually include garlic bread, tomato bisque soup, roasted chicken, buttered corn, herb-baked potato and end with “desert of the castle.” Vegans, do not despair. You can expect hummus, warm pita bread, three-bean stew served with fire-roasted tomatoes and brown rice. Fresh fruit, Italian ice, coffee and two rounds of beverage are also served.

WHERE: 4510 W Vine St, Kissimmee, FL 34746 | WHO: 866-935-6878

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9 | Downtown Deli | Serving traditional Greek food, truly an amazing eatery. Focusing on gyros that feature traditionally prepared meats, visitors universally have great things to say about Downtown Deli. No games, no gimmicks, just great food prepared in Greek style and nicely presented. Visitors say it doesn’t look like much, just your typical hole-in-the-wall eatery, but they also say that the food is beyond delicious. In addition to traditional gyros, they also serve “Big Dawg” hot dogs, a wide variety of hoagies, and a delightful array of finger foods. You can get fancier, but you aren’t likely to get better.

WHERE: 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746 | WHO: 407-489-6857

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10 | Big John’s Rockin’ Barbeque | Nothing says southern US cooking like a good barbeque. Big John’s serves all the traditional barbeque foods: pulled pork, pulled beef, even pulled chicken; ribs, brisket and so much more. They even have a super grilled three cheese sandwich: three kinds of cheese on thick slices of Texas toast bread. Sides include baked beans, green beans, Cole slaw, and potato salad. If you want something different, they also have sweet potato fries, fried okra and corn nuggets. If you can make it on a grill, there’s a good chance you can find it at Big John’s.

WHERE: 324 Broadway, Kissimmee, FL 34741 | WHO: 407-483-7770

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Use Our Handy Map Of Old Town Kissimmee Restaurants to Dine Your Way Around!


Last Tips on Other Things to Do in Kissimmee!

With its central location in Florida, it is right there amidst the swamps, right between the Atlantic in one direction and the Gulf of Mexico in the other. It is just a jaunt to the west to get to Louisiana or Texas, and not too great a distance to the north to look in on the Yankees and those famous pizzas.

Not far from the ports where the Spanish, Cajuns, and many others landed to mingle with the native Americans who were already there. This melting pot of tradition is reflected in the many dining opportunities available to Kissimmee visitors.

There you have it, folks. Go to Kissimmee and get “whelmed” with good food, good entertainment and a chance to let go of the daily hustle and bustle. Take a boat ride out into the swamps and listen to the stillness, then come back to a fantastic lunch, great carnival rides and a chance to touch base with the best that civilization has to offer in the way of food and fun.

You could say that “central” is Kissimmee’s main theme – because it fits right in the middle. In the middle in location, in the middle in satisfaction. It is that good feeling you have after the perfect meal, after being perfectly entertained. Nicely relaxed and comfortable, but not bored or lonely, whether you are alone or in a crowd.

If you're looking for other things to do nearby, check out these fun things to do in Kissimmee at night, some free things to do in Kissimmee, or some Kissimmee activities that have NOTHING to do with Disney!


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* Westgate Resorts is in no way affiliated with the attractions featured in this article. Items or places listed are current as of the publishing date of this article. Please call or visit the respective website for the most up-to-date offerings and details.