A Guide to the Bars in Downtown Orlando's Wall Street Plaza


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Wall Street Plaza in downtown Orlando sprawls over 10,000 feet and has a bevy of bars, nightclubs, and outdoor party space. It is a space designed for dancing, drinking, and socializing. With an eclectic mix of establishments, there is a hot spot for everyone. Every Friday and Saturday night, Wall Street transforms into a lively Block Party, both in the bars and on the street.

Each year, several annual events bring in thousands to celebrate together. RumFest, Cinco De Mayo, Mardi Gras, St. Patrick’s Day, Margarita Fest, Super Block, New Years, and Florida Music Festival are just a few of the most popular events. In addition to annual celebrations, nightly activities and events include bingo, karaoke, DJs, drink specials, and drinking games. Between the block parties and special events, Wall Street is one of the best spots for nightlife in Downtown Orlando.

Wall Street can't be missed when visiting the downtown area. Just venture down Orange Avenue between East Washington Street and East Central Boulevard and you will find the party going on in Downtown Orlando. The street is designated for pedestrians only, so no parking or traffic. (Parking can be found on the street or in paid parking lots in the downtown area. Downtown parking prices change and range from $2-$25.) The area can sometimes get loud and can be elbow-to-elbow crowded, plus there's often a cover to enter, especially on weekends and for special events. But it offers variety, strong drinks, and fun nights that continue to bring people back.

Here's a list of the places you'll find while you're out for the night on Wall Street Plaza. 

01 of 07


15 N Orange Ave, Orlando, FL 32801, USA
Phone +1 407-420-1515

Sideshow is the latest addition to the Wall Street Plaza in the former One Eye’d Jacks/The Loaded Hog space.

Sideshow brings a spirited Coney Island vibe to Downtown Orlando by celebrating oddities and curiosities in a welcoming and lively setting. This carnivalesque bar offers food, drinks, music, and unusual theme nights seven days a week.

For a slightly more subdued scene, Sideshow also serves up one of the best brunch deals in town: two hours of unlimited Mimosas and Bloody Mary’s for just $20. 

02 of 07

Wall Street Cantina

19 N Orange Ave, Orlando, FL 32801-2418, USA
Phone +1 407-420-1515

Wall Street Cantina is located on the corner of North Orange Avenue and is usually the first bar spotted on Wall Street. Decorated with colorful Southwest, Mexican, and adventure themes, the Cantina is a popular, laid-back place for lunch, dinner and late night food.

The menu serves up tasty Mexican dishes that are very reasonably priced. The Cantina is often busy but offers full-service dining and plenty of seating both indoors and outdoors. It was nominated for Best Outdoor Dining, Best After-Work Bar, and Best Margarita by Citysearch Orlando.

03 of 07


26 Wall St, Orlando, FL 32801, USA
Phone +1 407-449-1121

Waitiki is a retro-style Tiki lounge—the decor resembles an open, airy, Hawaiian beach. You can find live reggae bands playing nightly. The bar serves strong Tiki-inspired drinks, and the atmosphere is laid back with plenty of dancing.

Waitiki serves up bar favorites with tropical flavors at lunch and dinner ​and has a special late night menu. 

04 of 07

Monkey Bar

26 Wall St 2nd floor, Orlando, FL 32801, USA
Phone +1 407-743-8767

For a sophisticated bar atmosphere, martini drinkers should head to the Monkey Bar. This lounge has a beautiful upstairs hideaway that provides an incredible view of the Downtown Orlando nightlife. A bit more upscale than the other Wall Street bars, Monkey Bar has a more metropolitan atmosphere and invites drinkers to relax, socialize, and people watch. Drink specialties offered on the menu include a massive, oversized martini. 

Continue to 5 of 7 below.
05 of 07


25 Wall St suite b, Orlando, FL 32801-2420, USA
Phone +1 407-849-9904

Located in the former Slingapour’s location, Shine is one of the newer bars on the block. A fun, lively dance club atmosphere is what you'll find here, housed in a steampunk-style, old moonshine warehouse, there are industrial elements throughout the club.

Shine gets its name from moonshine, so you will find several signature house-batched moonshines on tap. Popular flavors include pumpkin moonshine and apple pie moonshine, and you can choose to sip in style by the bar or get wild on the dance floor.

In addition to the moonshine, Shine has an extensive beer list and also serves up both classic and craft cocktails with a simple but tasty food menu.

And, if you're a sports fan, Shine is also the official home for The Ruckus supporter group during Orlando City Soccer Club away matches! 

06 of 07


25 Wall St suite a, Orlando, FL 32801-2420, USA
Phone +1 407-849-9904

Whether you're looking for a sports bar to watch a game or you want a spot for a night out, Hooch is a good option. The industrial-style bar serves up both cocktails and beer, and they also have a house-batched moonshine that comes in flavors like apple pie, lemonade, or PB & J. If you're a UCF football fan, Hooch hosts watch parties for away games. 

07 of 07

Hen House

11 Wall St, Orlando, FL 32801, USA
Phone +1 407-849-9904

For those looking for something more intimate, the Hen House is for you. Also known as Wall Street's "bardello," the Hen House offers craft beers and unique liquors, including apple pie moonshine.

The staff is dressed in somewhat racy outfits, so keep this in mind, if you are traveling with a more buttoned up crowd. 

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A Guide to Nightlife in Downtown Orlando's Wall Street Plaza