Jacksonville, Florida, December 5, 2025
Dapper D’s Cigars Downtown has successfully completed an investment exceeding $530,000 for its new establishment in Jacksonville, Florida. The project, which includes a fast-casual restaurant and a premium cigar lounge, reflects the brand’s commitment to enhancing the local dining and leisure experience. With significant financial support from the Downtown Investment Authority, this location aims to revitalize the urban core and attract both cigar enthusiasts and casual diners.
Jacksonville, Florida
Dapper D’s Cigars Downtown Completes Over $530,000 Investment
Dapper D’s Cigars Downtown has finalized a significant investment exceeding $530,000 for its new establishment at 11 N. Ocean St. in Jacksonville. The project includes a $516,571 build-out permit issued on December 3, 2025, along with additional permits for signage and plumbing, bringing the total investment to $531,571. The construction is being managed by DePratter Construction Group Inc., with signage by Signarama Jacksonville and plumbing by Famous Plumbing, all based in Jacksonville.
City Grants Support Downtown Expansion
In July 2025, the Downtown Investment Authority (DIA) approved a $187,620 grant for the establishment under the Food and Beverage Retail Enhancement Program. This grant is structured as a forgivable, no-interest loan, amortized at 20% annually over five years, contingent upon uninterrupted business operations. Additionally, a $29,952 DIA Facade Grant was approved to enhance the building’s exterior appearance.
Concept and Offerings
The new location will feature a fast-casual restaurant on the ground floor, specializing in Philly cheesesteak sandwiches and a casual bar serving beer, wine, and mixed drinks. The second floor will house a cigar lounge, humidor, and an upscale cocktail bar, all equipped with an extensive ventilation system. The establishment aims to offer a comprehensive experience for cigar enthusiasts and casual diners alike.
Background on Dapper D’s Cigars
Founded in 2019 by Navy veteran Darian “Jack” Jackson, Dapper D’s Cigars is a family and veteran-owned business dedicated to providing superior customer service and a wide selection of premium and boutique cigars. The company operates two existing lounges in Jacksonville and St. Johns County, with the Downtown location marking its third in Northeast Florida.
Location and Accessibility
The new establishment is situated in a two-story, 3,674-square-foot building that previously housed the Island Girl Cigar Bar, located between Bay and Forsyth streets in Jacksonville’s historic core. The location is adjacent to Cowford Chophouse, enhancing its appeal to both locals and visitors.
Future Prospects
The Downtown expansion reflects Dapper D’s Cigars’ commitment to revitalizing Jacksonville’s urban core and providing a dedicated space for cigar enthusiasts and diners. The establishment is expected to contribute positively to the local economy and community, offering a unique blend of dining and leisure experiences.
FAQ
What is the total investment for Dapper D’s Cigars Downtown?
The total investment for Dapper D’s Cigars Downtown exceeds $530,000, including a $516,571 build-out permit and additional permits for signage and plumbing.
What grants has Dapper D’s Cigars received for this project?
The Downtown Investment Authority approved a $187,620 grant under the Food and Beverage Retail Enhancement Program and a $29,952 Facade Grant for exterior improvements.
What offerings will the new Dapper D’s Cigars Downtown include?
The establishment will feature a fast-casual restaurant serving Philly cheesesteak sandwiches, a casual bar, a cigar lounge, humidor, and an upscale cocktail bar with an extensive ventilation system.
Who is the founder of Dapper D’s Cigars?
Darian “Jack” Jackson, a Navy veteran, founded Dapper D’s Cigars in 2019.
Where is the new Dapper D’s Cigars Downtown located?
The new establishment is located at 11 N. Ocean St., Jacksonville, Florida, in a building that previously housed the Island Girl Cigar Bar.
Key Features
| Feature | Description |
|---|---|
| Total Investment | Over $530,000, including build-out, signage, and plumbing permits. |
| Grants Received | $187,620 from the Food and Beverage Retail Enhancement Program and $29,952 for facade improvements. |
| Offerings | Fast-casual restaurant, casual bar, cigar lounge, humidor, and upscale cocktail bar. |
| Founder | Darian “Jack” Jackson, Navy veteran and founder of Dapper D’s Cigars. |
| Location | 11 N. Ocean St., Jacksonville, Florida, in the former Island Girl Cigar Bar. |
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