The Paper Plane—a straightforward box-step of a recipe made with precisely equal proportion of four ingredients—may be the best bourbon cocktail that you’re not drinking. You should be.
1. It's Easy to Make and Light on the Booze but Complex in Flavor
Though it’s easy to put together and it’s plenty easy-drinking, it offers a complex flavor profile: still bright and fresh but with enough heft to make it autumn-appropriate.
2. It Was Born in Chicago
There’s some confusion about the drink’s origins, being that it involves a now dearly-departed drinking institution. Was it created at New York’s Milk & Honey or Chicago’s Violet Hour? Sam Ross, now partner for New York’s Attaboy, explains: It was a drink he created for the Violet Hour in 2008, at the request of then-proprietor Toby Maloney.
“He wanted me to riff on a summer drink,” says Ross. “Usually, drink creation is pretty organic for me, I’m inspired by something or riff on something. This time I sat down and thought of some combinations and worked on it. It’s a riff on a Last Word cocktail,” a classic drink also made with equal parts. Further confusing the issue, the Paper Plane was also made at Milk & Honey, then Ross’ home base, “but we never had any menus,” so the first recorded instance of the Paper Plane would be on the Violet Hour’s summer 2008 drink menu.
3. It Started with Campari but Ended with Aperol
Another common point of contention: Is the Paper Plane made with Campari or Aperol?
“The original was Campari rather than Aperol,” Ross admits, and it likely first appeared on the Violet Hour menu as such. But it was later revised to Aperol, and that’s now officially the right ingredient for the drink. Bourbon, however, was always a non-negotiable component.
“That .75-ounce of bourbon,” says Ross. “To be sure, I tried it with every type of spirit—rye, applejack, brandy—to really make sure that bourbon was the right fit. And it was.”
4. Its Name Comes from a Popular British Song
Meanwhile, the drink was named for a song by M.I.A., “Paper Planes,” then newly released (“a spectacular track,” says Ross. “I was listening to it all the time when I was creating the drink.”). But the name of the cocktail only houses one lone aircraft.
5. The Secret Is Slightly High-Proof Bourbon
Although this drink is almost impossible to screw up, Ross offers a couple of tips for making an Attaboy-worthy Paper Plane. Although he doesn’t have a preferred bourbon for the drink, he does suggest using a slightly higher-proof bourbon—43% to 46% ABV—to “add a bit of body.”
6. It Only Needs a Light Shake
Another tip: Don’t overshake the drink. “You don’t want to overdilute it or make it watery, but you still want it very cold,” he says. Other than that, “as long as your lemon juice is fresh and all proportions are equal, there’s no secret to making it right.”