The Tennessee Highball No. 2’s Sentimental Journey

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Photo by Tim Turner

In 1963, Frank Sinatra famously told Playboy, “I’m for anything that gets you through the night, be it prayer, tranquilizers or a bottle of Jack Daniel’s.” The topic was religion, but the quote has outlived its context and probably gone on to spur countless debauched nights. But then, Sinatra was also a believer in second chances. When the five-star general of mixology, Tony Abou-Ganim, was tapped to create the new cocktail menu to accompany a very Sinatra-esque renovation of Caesars Palace’s former Galleria Bar (now Lobby Bar), he looked to the past.

“The Tennessee Highball No. 2 ($50) is a riff on the Tennessee Highball I created in 1999 to showcase Bellagio’s first barrel of Jack Daniel’s Single Barrel whiskey,” Abou-Ganim says. More than a decade later, he has Jack Daniel’s Sinatra Select to work with—a newer expression that’s had deeper contact with charred oak. “It truly is a world-class libation that I would like to imagine Frank would have approved of.”

Tennessee Highball No. 2
As served at the Lobby Bar in Caesars Palace, $50

In a mixing glass, combine 2 ounces Jack Daniel’s Sinatra Select Tennessee whiskey, 1½ ounces fresh lemon sour (2 parts freshly squeezed and strained lemon juice to 1 part simple syrup), and 3 dashes Angostura orange bitters. Add ice, cover and shake well. Strain over fresh ice into a 10-ounce highball glass and top with Fever Tree ginger beer. Give it a quick stir to integrate the ginger beer, and garnish with a slice of orange.


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