A kitchen bar shows a white quartz countertop, mixed blue collage tile backsplash, and a large collection of spirits, bar accessories, and shot glasses.
A deep amber cocktail served in a martini glass on a dark wooden bar, with a row of bitters bottles in the background, at BlackTail bar in New York City.

Fun, Classy, y Cubano — BlackTail

A brass plaque embedded in a dark wooden table, engraved with Frank Sinatra’s signature and his name printed below, marking his dedicated seat at Blacktail in New York.
The Chairman of the Board has a seat at the bar at BlackTail.

BlackTail is a vibrant New York City bar that evokes the glamour of 20th century aviation (when passengers frequently dressed up to fly) and Cuba (during Prohibition and before the Castro regime).  Voted as the Best New American Bar during the 2017 Tales of the Cocktail, the bar’s name comes from the distinctive tail fins of the planes of Aeromarine Airways, a luxury airliner that flew Americans to and from Cuba.

A deep amber cocktail served in a martini glass on a dark wooden bar, with a row of bitters bottles in the background, at BlackTail bar in New York City.
And so does the real Scarface.

But enough about the back story.  How are the drinks?  In a word — spectacular.  Take your time going through the extensive selection.  Ms. Cocktail Den and I spent a good part of a weekend evening savoring a number of cocktails. Personal favorites included the Baccarat (bears no resemblance to the card game played by James Bond), the Whizz Kid (a fascinating mix of bourbon, cognac, cachaça, amaro, vanilla, and cherry), and the El Presidente (I admit their version with a base of two rums and mezcal is superior to mine). While you can stick with traditional Cuban libations such as the Daiquiri, I encourage you to explore what else BlackTail has to offer.  Many of the drink combinations look strange on paper, but blend together nicely when you taste them.

The atmosphere at BlackTail is dynamic, and the attention to detail is phenomenal.  For example, calling the menu a “menu” does not do it justice.  It’s really a wonderfully illustrated history book that describes how the legendary gangsters Meyer Lansky and Lucky Luciano (two true Scofflaws) turned Cuba into a moneymaking empire of sun and sin. Fortunately Ms. Cocktail Den talked me out of “liberating” one of them.

To paraphrase the title of one of my favorite Frank Sinatra songs, come fly away — to BlackTail.

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