The First Dedicated Cocktail Bar in Orlando Starts a New Decade at a New Location

Known by the locals as “Courtesy Bar,” this establishment has just celebrated 10 years by opening in a new location.

by Debra Pamplin | October 19, 2022

All photos by Erin Miller

Ask various locals which bar in Orlando stands out in the crowd for serving up a cold alcoholic beverage, and they will point you toward The Courtesy. Known by the locals as “Courtesy Bar,” this establishment has just celebrated 10 years in the Downtown Orlando area.

The Courtesy is owned by husband-and-wife wine and spirit industry veterans Gene and Diana Zimmerman.

Known by the locals as “Courtesy Bar,” this establishment has just celebrated 10 years by opening in a new location.

“When we were first approached to consider a small space in downtown Orlando, all assumptions were on us opening a wine bar,” Diana Zimmerman said. “That was our collective background and what people recognized us for. We credit timing, travel, and connecting with the right people that gave us the motivation to go bigger. We saw a void in the Orlando market and knew that creating a dedicated cocktail bar is what we need to do with this cozy little space. Instantly pumped, Gene scrolled through his list of ‘If I ever owned a bar or started a band, it would be called’ list on his phone, and that’s how The Courtesy was born.”

Setting itself apart from all the competitors, this drinking spot is considered to be the most dedicated cocktail bar in Orlando. Over the years, it has developed into one of the city’s signature bars.

Unique Eats That Locals Love!

From the secret spots you may not yet know about to venues serving drool-worthy works of art you can actually eat, Restaurants on the Radar covers it all. Travel around town with our host Brendan O’Connor as he shares his favorite places for local dishes and noteworthy noms.

Get the Very Local channel on Roku, Amazon Fire and Apple TV to watch all of our shows for FREE.

Restaurants on the Radar
Host Brendan O’Connor takes you on along on his culinary adventure showing you what makes the city beautiful so delicious.

But, just like the downtown area transformed over the last decade, so did The Courtesy. The couple has regrouped and hatched a new business plan.

“Since I moved to Orlando in the mid-90s, I have been “Downtown” to the bone,” said Gene. “For a long time, it was a touchstone place of inspiration and community. When we were creating The Courtesy, there was no other location we would even consider. Woefully, Downtown is a very different place now, and we needed to find a space that fits our well-oiled concept and clientele. Fortunately, that’s exactly what we did.”

So, they temporarily closed their doors and began setting up shop in a new location. A soft opening occurred this week at the new location at 1288 N. Orange Ave. in Winter Park. The new cocktail bar in Winter Park officially opened on Oct. 14.

Not only can locals and visitors alike partake in craft cocktails in Winter Park, but the Zimmermans have once again extended their offerings.  The Courtesy owners are partnering with prominent chefs, Alexia and Rhys Gawlak of Swine & Sons, to offer a new sister project, named BarSwine. All the dishes are created by Swine & Sons, and are served exclusively at The Courtesy. Examples of their culinary work includes Pork belly lettuce wraps, tomato tartlets, roasted mushroom toast, pickle plates and loaded potatoes.

BarSwine will be serving up complimenting plates for The Courtesy’s cocktail drink menu. Patrons of the new Winter Park location can order up a new tasty treat that harmonizes perfectly with their long-standing favorite spirit.  

The Courtesy serves up cold drinks six days a week, closed on Mondays. Tuesday and Wednesday nights, the party runs from 4:00 p.m. to midnight.  Thursday, Friday and Saturday nights, the doors will be open from 4:00 p.m. until 1:00 a.m. On Sundays, the drinks flow from 3:00p.m. until 10:00p.m. Brunch is currently in the works, once again pairing the hot treats of the upcoming BarSwine with cold spirits.

BarSwine will also be closed on Mondays but will be open during evening hours, Tuesday through Sunday.

The Courtesy
Getting there
1288 N Orange Ave, Winter Park, FL 32789, USA
Mon Closed
Tue-Thu 4 PM – 12 AM
Fri-Sat 4 PM – 1 AM
Sun 3 – 10 PM
Debra Pamplin

Debra Pamplin

Since beginning her career as a freelance writer in 2008, Debra has had many articles published on a variety of topics. Websites such as USA Today Travel, Coldwell Banker and have run her stories. She currently also freelancesfor and

Her byline appears in prints such as AAA Southern Traveler, Oklahoma Today, Kentucky Monthly, AAA Midwest Traveler, Missouri Life, Golden Isles Magazine and Jacksonville Magazine.

Explore more Very Local stories

Explore more Very Local stories

Download the Very Local app to stream all of the Very Local original series for FREE!

Download the Very Local app to stream all of the Very Local original series for FREE!

Featured Origional Series