When the sun sets in Kissimmee, the fun is far from over. Known for its proximity to major theme parks in Central Florida, there’s also plenty of excitement to be found in Kissimmee after dark – even including bars inside theme parks!
Here is your ultimate guide to making the most of your nights in Kissimmee when you stay at a local vacation home.
How to Get Around Kissimmee, FL
Part of having a carefree night out in Kissimmee is sorting out your transportation. Once you leave downtown, the outer parts of the city aren’t as walkable. And Orlando is only a 20-minute drive away! You can always hop in an Uber or use a local service such as Kissimmee Taxi.
Bars and Pubs in Kissimmee
1. Three Sisters Speakeasy
For a laidback but flavorful evening, kick off your night at Three Sisters Speakeasy. Located in downtown Kissimmee, Three Sisters Speakeasy gives you a speakeasy vibe while still retaining a modern flair.
Three Sisters is a great choice if everyone at your party feels a different vibe for dinner, as they serve all kinds of cuisine, from burgers to tacos to sushi. After dinner, grab a nightcap and enjoy trivia night, karaoke, and even a classic car show.
2. Rock and Brews
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Rock and Brews is the place to be if you’re looking for a fun mix of rock ‘n’ roll energy and tasty food and drinks! This eatery was co-founded by members of the legendary rock band KISS. This lively bar and restaurant truly embraces everything rock with its cool music-themed décor, recognizable memorabilia, and heart-pumping live performances.
You can grab a happy hour drink and enjoy a bite from their menu, which features mouthwatering gourmet burgers and delicious wood-fired pizzas. Plus, their outdoor beer garden is just perfect for sipping on a cold brew al fresco while rocking out to live bands.
3. Mad Hippo Saloon
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Mad Hippo Saloon is a favorite spot among locals that perfectly blends the charm of a classic American dive bar with a fresh, modern vibe. Have a laidback evening shooting pool, trying your aim at darts, or enjoy their wide menu of classic American food (locals go crazy for the wings!).
If you visit during the week, catch local talent at Tuesday’s open mic. Energy picks up even more near the weekend, with Thursday night karaoke and a live music or a DJ on Friday night.
4. Vintage Vino
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Looking for a relaxed evening with European flair? One of the coziest spots in downtown Kissimmee, Vintage Vino is an intimate wine bar that serves wine, cheese, and craft beers from around the world.
Owned and operated by a wine writer and critic who previously did business in New York City, the sophisticated setting of Vintage Vino is ideal for a quiet night out or a romantic date. Keep your eye out for happy hour specials like 30% off of all glasses and live music every Saturday night!
5. Breeze Kissimmee
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Breeze Kissimmee is a classic downtown bar where you can enjoy your favorite drinks and some live entertainment. One of the great things about Breeze Kissimmee is its charming outdoor patio, perfect for enjoying the lovely Florida evening breeze.
The bar keeps the fun going with regular events, like live DJs, ladies’ night, and karaoke, so there’s always good energy coming out of there. Whether you want to relax after a busy day of exploring or amp up your night out, Breeze Kissimmee is the spot for you!
6. Pá’l Callejon
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Put on your dancing shoes to visit this colorful neighborhood spot. Pá’l Callejon is a vibrant Puerto Rican bar that brings the flavors and rhythms of Latin America to Kissimmee.
This spot’s mission is to be the place where the Hispanic Diaspora can enjoy its cultural traditions through food, art, music, and more. From karaoke to community events to late night dancing, this venue is known for its infectious energy. Coming here is an absolute must if you want to let your hair down and lift your spirits in a festive atmosphere.
Clubs and Dance Venues in Kissimmee
7. Sun on the Beach
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If you’re in the mood for a high-energy night out, head to Sun on the Beach, one of Kissimmee’s most buzzing nightclubs. One of the vibrant mainstays of Kissimmee, this is where you can go to grab dinner, sip colorful cocktails, and dance the night away amidst pulsating lights and music. Check their schedule for a list of events, from wild karaoke to Latin nights!
8. Bliss Hookah Lounge & Bar
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For a high end experience, hop over to neighboring Orlando for a fun night at Bliss Hookah Lounge & Bar. Settle in at a reserved table and enjoy flavorful hookah and top-shelf cocktails, all within the lounge’s chic interior. And, of course, don’t miss the chance to make the most use of the dance floor!
9. The Amador Gallery Nightclub
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A place where class meets culture, the Amador Gallery is Kissimmee’s most exclusive nightclub. Your experience in the Amador’s sleek lounge atmosphere can vary depending on which night you visit.
Thursdays let you steal the spotlight with karaoke. Fridays bring dynamic beats for hip-hop night, and Saturdays are all about grooving to Latin music. Leave any flip-flops at home, as the dress code is smart-casual attire.
Other Evening Activities in Kissimmee, FL
10. Fun Spot America
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Amusement parks aren’t just for the daytime, you know! Get a whole different experience when you visit Fun Spot America after dark. Hop on your favorite rides (like the gravity-defying SkyCoaster, if you’re not afraid of heights!) or play your favorite arcade games as the park lights up all around you.
Fun Spot American is open until midnight, so you’ll have plenty of time to make memories. Don’t forget to grab a classic theme park snack to polish off your magical night!
11. Studio Movie Grill
Take a night out at the movies to a new level at Studio Movie Grill on Sunset Walk. You can do much more than just grab a popcorn and enjoy a film at this cinema: come early to grab a proper bite to eat at their in-house restaurant serving classic cocktails and finger-licking American food. The self-serve beer kiosks and sleek decoration definitely make for an elevated cinema experience.
12. Medieval Times Dinner & Tournament
Are you looking for a unique night out that will make for an unbeatable vacation story? Step into a time machine for your night out in Kissimmee and head to the Medieval Times Dinner & Tournament in neighboring Orlando. This immersive experience will give you dinner and a show.
Chow down on your medieval feast while you watch knights, horses, royalty, and other entertainment perform in front of you with peak dramatic storytelling. They offer vegan, vegetarian, and gluten-free options to make the experience as accessible as possible.
13. Osceola Performing Arts Center
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This is one way to both sort out your evening entertainment and support local artists. They regularly host concerts, comedy shows, plays, and musicals. The Osceola Performing Arts Center has a rotating program of touring acts and local talent. Check their program to plan your experience!
Book Your Vacation in Kissimmee, FL
Staying in one of our vacation rental homes puts you in the perfect spot to explore Kissimmee’s nightlife. Whether you’re looking for a cozy wine bar or a colorful club, there are plenty of things to fill out your evening itinerary! So, book your stay and get ready to experience the best of Kissimmee after dark. The night is young!
