How to Make The Easy Frank Sinatra 3-2-1 co*cktail

Published: Oct 2, 2023 · Modified: Oct 26, 2023 by Kevin Mayfield · This post may contain affiliate links.

Jump to Recipe Print Recipe

Great artists have a way of distilling things down to their essential elements to focus on perfection, and the Sinatra 3-2-1 is a great example of that principle. Frank knew that nothing should get in the way of the taste of a great whiskey!

How to Make The Easy Frank Sinatra 3-2-1 co*cktail - Flour Child (1)

The Original 'Influencer'

Back in the mid century era, there were just a select few celebrities that transcended their fields. In 1955 no one was a bigger celebrity than Frank Sinatra. Born on December 12, 1915 in Hoboken, New Jersey, Frank was a hit singer and an Academy Award winner for his performance in From Here to Eternity. He was one of the first true global superstars, and people loved the cool lifestyle that he, Dean Martin and their Rat Pack pals lived. So when he walked onto a concert stage in New York City with a rocks glass filled with an amber liquid and announced "This is Jack Daniel's, and it's the nectar of the gods," it caused a mad buying rush from New York to southern France.

How to Make The Easy Frank Sinatra 3-2-1 co*cktail - Flour Child (2)

Introduced to Jack Daniel's by his buddy Humphrey Bogart, Frank's recommendation caused a problem for the company. At the time Jack Daniel's whiskey was just a small, regional distiller and not the global brand we know today. Frank's endorsem*nt naming Jack Daniel's as the best whiskey caused a run on their whiskey, and they nearly ran out of it. He was not a paid spokesman, he just liked it. Being smart business people, the good folks at Jack Daniel's always made sure to ship a case to wherever Frank was appearing--whether it was in Las Vegas or Chicago. Upon his death in 1998, Frank Sinatra was buried with a bottle of Jack Daniel's by his side.

Is the Sinatra Select Really Different From Regular Jack Daniel's?

Commemorating what would have been Ol' Blue Eyes 100th birthday, for the first time the makers of Jack Daniel's and the Sinatra family issued a special batch of whiskey limited to only 100 bottles. A few years later, they reissued it in larger quantities. What makes this whiskey different than regular Jack? Special oak barrels that have extra deep grooves cut into the white oak so that the mash comes into more contact with the wood. These became known as the Sinatra barrels. This gives the extra dark whiskey a more oaky, woody flavor. This is what Jack Daniel's tasted like back when it was a favorite of the Rat Pack, and makes a good whiskey into a great whiskey.

Ingredients for the Sinatra 3-2-1

There are only a few things needed for a Sinatra 3-2-1. Frank always liked to keep it simple, and this is the easiest of co*cktail recipes. You just put 3 ice cubes in a rocks glass, pour in two 'fingers' of Jack and add a splash of water.

There are many old fashioned bartending terms that are no longer commonly used. A 'finger' of whiskey is one of them. It refers to a time when you would hold a finger horizontally around the bottom of the glass and pour to the top of your finger. Was it consistent and repeatable? Not at all, which is probably why it eventually fell out of common use. To be more precise, one finger is approximately ¾ of an inch of whiskey in a standard old fashion co*cktail glass, or about one ounce, thus making Frank's "two finger" serving roughly two ounces.

Keep in mind that this is a very pure whiskey drink with a bold character and can be seen as a bit more harsh than a traditional mid-mod co*cktail like an Old Fashioned. However, once you are used to it, you can really appreciate the incredibly smooth vanilla finish and rich amber color.

Tips for Success

There's no way to mess this one up! There is no need for simple syrup, bitters or orange peel. You don't even need a co*cktail shaker!