The perfect nightcap is different for everyone. For some it’s a stomach-settling shot of Fernet Branca, for others it’s a perfectly crafted Manhattan and for many it’s whatever is left in the bottle.
This past Tuesday night at the inaugural Sip a Nightcap competition presented by Santa Teresa, four judges including Leo Robitschek, of Eleven Madison Park and The NoMad, and “King Cocktail” Dale DeGroff judged the ultimate nightcap to be Jessica Gonzalez’s Fortune Teller cocktail: a simple but powerful mix of Santa Teresa 1796 rum, Cynar (an artichoke-based Italian liqueur) and Bonal (a bitter French aperitif wine). It is exactly what Robitschek looks for in a nightcap: Four ingredients or less. Strong and stirred. “Something that makes you want another sip but also doesn’t make you want to drink it too quickly.”
While Gonzalez’s drink falls in line with the modern cocktail trend of brown and boozy, nightcaps weren’t always like that. Here, cocktail historian DeGroff shares four examples of some historic nightcaps that probably wouldn't have stood a chance in the competition.