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3 Spots with the Best Live Entertainment in Downtown Kissimmee

Big John's Rockin BBQ meal

Enjoy a meal at Big John's Rockin' BBQ

Downtown Kissimmee is not just a destination; it's an experience waiting to be explored. Nestled amidst the magic of nearby theme parks and the allure of Old Florida charm, this downtown area offers an array of live entertainment options that’ll have everyone in your family out of their seats and onto the dance floor. Or, at least, tapping their feet! You’re in for a musical tour through Downtown Kissimmee’s live entertainment options.

Big John’s Rockin’ BBQ

Get ready for a finger-licking good time at Big John's Rockin' BBQ, the ultimate barbecue destination in the heart of Downtown Kissimmee. Since 2015, “Big John” Glover has been serving mouthwatering, slow-smoked barbecue that is bound to leave your taste buds dancing. From tender, fall-off-the-bone ribs to savory pulled pork sandwiches and succulent brisket, their menu is a symphony of smoky flavors. But it's not just the food that makes Big John's a standout. Located just across from Kissimmee Lakefront Park, their large outdoor porch will transform into a stage, filling the night air with classic rock jams or smooth blues tunes. With live music performances each weekend, Big John's Rockin' BBQ will become a must-visit pit stop (see what we did there?) for your family to have a rockin' good time.

Mother and son at Big John's BBQ in Downtown Kissimmee.

2 Brothers Steak House 

Located off Dakin Ave. in Downtown Kissimmee, 2 Brothers Steak House is the local favorite that indulges in delicious American cuisine with an emphasis on mouth-watering steaks. The warm, family-friendly atmosphere will add an extra layer of charm to your dining experience, making it a welcoming place for all. Beyond their delectable steaks, the menu boasts a delightful variety of dishes, ranging from classic American hamburgers to savory pasta, succulent seafood, finger-licking wings, and more. And on the weekends when the evening rolls around, you’ll be in for a treat as 2 Brothers Steak House offers live entertainment with dashes of salsa, bachata, and merengue. With the rhythmic beats of bongos and the harmonious sounds of brass, you’ll experience a world of passion, rhythm, and celebration, where every beat resonates with the spirit of Latin culture. Whether you're an avid listener or you’re not familiar with this style of music, these lively genres will ensure a night of unforgettable music and movement for you and your loved ones.

Plate of food with a blue drink at 2 Brothers in Kissimmee.

 

Pa’l Callejón

Pa’l Callejón promises to whisk you away to the vibrant shores of Puerto Rico through its cuisine, ambiance, and live entertainment. Serving food for breakfast or dinner, you can savor authentic Puerto Rican dishes such as chicharrones de pollo, carne frita, and camarones al ajillo. Buton the weekends when the sun starts to set and the outdoor string lights are on, that’s when Pa’l Callejón really comes to life. Whether the band plays the familiar chorus of iconic merengue or salsa songs, don't be surprised if someone asks you to be their dance partner to shimmy on the dance floor!

Downtown Kissimmee offers a vibrant and diverse array of live entertainment options that cater to a wide range of tastes and preferences. From the rhythmic beats of salsa at Pa'l Callejón to the rock n’ roll jam sessions at Big John’s Rockin’ BBQ, there's something for everyone to enjoy. Whether this is your first time or your 10th time exploring the heart of Kissimmee, the live entertainment scene here promises unforgettable moments and lasting memories. And if you want to know even more about all the things you can do in Downtown Kissimmee, be sure to sign up for our newsletter.