Dissecting a Cocktail

DISSECTING A COCKTAIL

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Jack and Coke

Story and Photograph by Tony Cross

The Jack and Coke is, and has been, widely ordered at bars for almost a century. It was the go-to drink of my late brother and my father, who recently passed away, so this is an homage to them.

The first recorded mention of a “Coca-Cola highball” stretches all the way back to 1907. Highballs — cocktails in tall glasses that contain ice, spirit and some variation of soda — were popular but the quality of other sodas was inconsistent. Every location formulated its own drinks; syrups would be improperly stored (lack of refrigeration or ice), leading to a loss of flavor; CO2 variations would leave drinks flat or too acidic from over-carbonation. This gave Coca-Cola an advantage: It tasted the same every time.

Fast forward to the Prohibition years and you’ll read how cola was masking bad-tasting spirits, especially whiskey. This is where Jack Daniel’s came in. The way it charcoal-filtered its whiskey made it softer around the edges, also giving it notes of vanilla and caramel. Pairing that with the sweetness of Coke made the drink an instant classic.

A decade later, the United States was in the middle of a world war. Coca-Cola President Robert Woodruff declared his intention “to see that every man in uniform gets a bottle of Coca-Cola for 5 cents, wherever he is and whatever it costs the company.” In turn, soldiers started ordering Jack and Cokes when they were at bars until the whiskey became hard to find. Down the line, the drink became a favorite of everyone from musicians like Frank Sinatra and Lemmy Kilmister to my father and little brother, who all raised a glass of Jack and Coke during some of the best times of their lives.

Jack Daniel’s and Coca-Cola didn’t create whiskey and soda, but they made it iconic.

Specifications

1 1/2 ounces Jack Daniel’s
No. 7 Whiskey

4-6 ounces Coca-Cola

Execution

Add ice and whiskey in a short or tall glass. Top with ice cold
Coca-Cola. A quick stir is optional.

Dissecting a Cocktail

DISSECTING A COCKTAIL

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The Tipperary

Story and Photograph by Tony Cross

The Tipperary first appeared in the 1916 book Recipes for Mixed Drinks, by Hugo R. Ensslin.

Likely named for either the town in Ireland or the popular World War I song “It’s a Long Way to Tipperary,” about a young man yearning for “the sweetest girl I know,” the first print has this cocktail with equal parts Irish whiskey, sweet vermouth and Chartreuse. It was Harry MacElhone’s ABC of Mixing Cocktails in 1922 that upped the whiskey to 2 ounces, the vermouth to 1 ounce, and identified the original Chartreuse spec as green, using 1/2 ounce. You can look at The Tipperary as a spin on the classic Bijou cocktail (substituting gin for Irish whiskey) or imagine it as an Irish Manhattan with a kick of Chartreuse.

The recipe given here is from a famed Irish bar in New York City, The Dead Rabbit. The bartenders there found a better balance by lowering the Irish whiskey to 1 1/2 ounces and adding a couple of dashes of bitters. With mezcal, tequila and bourbon being all the rage over the past 15 years, Irish whiskey may not be getting its due. This is the perfect cocktail for any whiskey-curious imbiber to cut their teeth on.

Specifications

1 1/2 ounces Irish whiskey

1 ounce sweet vermouth
(I recommend Dolin Rouge)

1/2 ounce Green Chartreuse

2 dashes Angostura bitters

Orange peel

Execution

Combine all ingredients in chilled mixing vessel, add ice and stir until proper chilling and dilution has occurred. Strain into a chilled cocktail glass. Express oils from orange peel over cocktail — keep as a garnish or discard.

Dissecting a Cocktail

DISSECTING A COCKTAIL

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Naked & Famous

Story and Photograph by Tony Cross

In 2014, famed New York City bar Death & Co. released its first cocktail book, Modern Classic Cocktails. It was the book that bartenders had to have and one of the best cocktail books ever printed.

One of the cocktails inside, the Naked & Famous, was created by bartender Joaquín Simo in 2011. The drink immediately caught my eye. The Naked and Famous is an Indie rock duo from New Zealand that had a hit song at the time of the drink’s creation, and I appreciated the fact that I wasn’t the only bartender in the world who tended to name drinks after bands and songs. The specs were interesting, too, with equal parts mezcal, Aperol, Yellow Chartreuse liqueur and lime juice. Why did this seem familiar? According to Simo, “This cocktail is the bastard child born out of an illicit Oaxacan love affair between the classic Last Word (a gin-based cocktail) and the Paper Plane, a drink Sam Ross created at the West Village bar Little Branch.”

I once read somewhere that Simo chose Aperol and Yellow Chartreuse instead of Campari and Green Chartreuse because he wanted lower ABV liqueurs to avoid overpowering the mezcal. The cocktail became an instant classic, and I put it on my outside patio bar menu, where it sold like crazy. These days if anyone hears the words “Naked and Famous,” it’s the drink — and not the band — that comes to mind. 

Specifications

3/4 ounce Del Maguey Chichicapa mezcal

3/4 ounce Yellow Chartreuse

3/4 ounce Aperol

3/4 ounce fresh lime juice

Execution

Shake all ingredients with ice, then strain into a chilled cocktail coupe. No garnish.

Dissecting a Cocktail

DISSECTING A COCKTAIL

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100 Year Old Cigar

Story and Photograph by Tony Cross

Let’s start 2026 off with a bang, or the strike of a match, if you will. The 100 Year Old Cigar was created by Maks Pazuniak at the bar Jupiter Disco in Bushwick, New York. Carey Jones includes it in her book Brooklyn Bartender: A Modern Guide to Cocktails and Spirits published in 2016.

One of the qualities of Pazuniak’s creations is how well he blends myriad spirits that might intimidate others. He showcased those skills in Beta Cocktails (the book he cowrote with Kirk Estopinal) and again with his 100 Year Old Cigar cocktail. The backbone of this drink is an aged rum — I use Ron del Barrilito’s 3 Star — that has more body and depth than the typical light rum. The modifiers are Laphroaig 10 Year Scotch, Cynar and Benedictine. On paper, this cocktail looks intense — indeed, these flavors are juxtaposed: Laphroaig is very peaty, Cynar is savory and bitter, and the French liqueur, Benedictine, is sweet with notes of baking spices and honey. Throwing them together with an aged rum lets the ingredients shine while the rum still holds its own without overpowering the modifiers. After stirring this and pouring it into a coupe, give a few spritzes of absinthe over the cocktail. The result is richly boozy, with layers of flavor that echo the notes of a fine cigar. It makes a great nightcap or perhaps a celebratory toast for surviving another year. 

Specifications

1 3/4 ounces aged rum

1/2 ounce Benedictine

1/2 ounce Cynar

1/4 ounce Laphroaig 10 Year

Absinthe

Execution

Combine all ingredients, sans absinthe, in a chilled mixing vessel. Add ice and stir until cocktail is ice-cold and properly diluted. Strain into a chilled cocktail coupe. Using an atomizer, spritz absinthe over the cocktail a few times. 

Dissecting a Cocktail

DISSECTING A COCKTAIL

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Tom & Jerry

Story and Photograph by Tony Cross

Long before flavored lattes at Starbucks, there was another creamy and sweet beverage that went hand-in-hand with cold weather.

The Tom & Jerry, named after the punch bowl and mugs, not the cartoon, is a warm, frothy variation of eggnog made with eggs, sugar, hot milk (traditionally hot water), brandy and rum. Though recipes have existed since the early 1800s, it was famed American bartender Jerry Thomas who was responsible for its revival in the Northeast. Author Amanda Schuster says, “From the 1930s to the late 1960s or so, it was adopted as a traditional winter treat all over the U.S., served as soon as temperatures dropped.” The tradition carries on today in colder cities, particularly the Midwest. Thomas’ recipe calls for hot water, but as bartender Jim Meehan points out, you should opt for whole milk instead: “There’s no way around this drink’s richness.” Below is Meehan’s recipe that he adopted from Audrey Saunders, bartender and owner of New York City’s famed Pegu Club.

Specifications

6 ounces whole milk, served hot

2 ounces Tom & Jerry mix*

1 ounce Remy Martin VSOP cognac

1 ounce aged rum (Plantation 5 Year, perhaps?)

Garnish: grated nutmeg

Execution

Preheat a coffee mug or teacup by filling it with boiling water, letting it sit until heated, then discard the water. Add cognac and rum, then add Tom & Jerry mix. Stir until evenly combined and top with hot milk. Grate nutmeg over the top.

*Tom & Jerry Mix

(Makes 48 ounces)

6 large organic eggs, yolks and whites separated

1 pound sugar

1 ounce Jamaican rum (Appleton works great here)

1/2 teaspoon ground allspice

1/2 teaspoon ground cinnamon

1/4 teaspoon ground cloves

1/4 teaspoon ground nutmeg

2 dashes Angostura bitters

1 tablespoon vanilla extract

In a medium bowl, whip the egg whites until stiff peaks form. In a separate bowl, whip egg yolks until they are completely broken up and smooth, then stir in the sugar, rum, spices, bitters and vanilla. Mix contents together in a large bowl and blend until it resembles a cake batter. Refrigerate to cool, store up to 2 days.

Dissecting a Cocktail

DISSECTING A COCKTAIL

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Kettle to the Coil

Story and Photograph by Tony Cross

Years ago, I was commissioned to create a cocktail for a local event celebrating the famed author Tom Wolfe, who was a frequent Sandhills visitor. The book being highlighted was The Right Stuff, and the committee that hired me thought Tang, the orange drink mix, would be a great ingredient to include as an homage to the earliest astronauts. After a little persuasion, I was able to change their minds. The resulting cocktail that I called Kettle to the Coil did indeed include orange, but not in a powdery form. Instead, I infused the fruit and its oils in a blended Scotch whisky. I also incorporated a syrup with a wine base — pinot noir. Everyone loved the drink, and it ended up on my bar’s menu that year.

A great cocktail to serve during the cooler months, the whisky is rounded out with the orange oils, and the spices added to the pinot noir syrup scream fall weather. You can try this syrup in other cocktails that include whisk(e)y and sugar. It’s also great on its own with sparkling water. Some people get excited for pumpkin lattes this time of the year. I get excited for whisky and red wine.

Specifications

1 1/2 ounces orange oil-infused blended whisky*

1/2 ounce Drambuie

3/4 ounce fresh lemon juice

1/2 ounce pinot noir syrup**

Execution

Combine all ingredients with ice in a shaking vessel. Shake hard until the tin becomes frosted. Double strain into a chilled Nick & Nora glass. Express the oils of an orange coin over the cocktail. Lay orange coin on top.

*Orange Oil-Infused Blended Whisky

Using two 16 ounce Mason jars, add the following: flesh and peel of one medium orange; 1/2 bottle blended Scotch whisky (I use The Famous Grouse). Tighten jar and let sit for three days (shake or swirl the jar for 15 seconds once each day). When ready, pour infusion through a mesh strainer and then again though a coffee filter. Rebottle in the same whisky bottle.

**Pinot Noir Syrup

1 bottle (750 milliliters) pinot noir (preferably a lighter pinot like Willamette Valley)

3 cups granulated sugar

3 cinnamon sticks

1/2 apple (sliced)

1 tablespoon star anise pods

1 tablespoon whole cloves

1/2 tablespoon cardamom pods (crushed)

1/2 teaspoon fresh ground nutmeg

Zest of 6 oranges

Combine all ingredients in a medium saucepan over medium/high heat and bring to a simmer. Let simmer to the consistency of a rich syrup, 15-20 minutes.

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The Cosmopolitan

Story and Photograph by Tony Cross

In the fall of 1988, bartender Toby Cecchini was working at The Odeon in New York City, chatting with his co-worker Melissa about her previous night out with friends. They were visiting from San Francisco and introduced her to a cocktail that was making its way across the gay bar scene.

“It’s called The Cosmopolitan,” she said. “Wanna see it?”

“Why not?” replied Cecchini.

She proceeded to make him a cocktail with vodka, Rose’s lime juice, Rose’s grenadine, and a twist of lemon. Oh, that’s cute, Cecchini recalls thinking.

“It was in one of those V-shaped martini stems (very of the times), and I thought that it was funny, because you don’t put cocktails in a martini glass, you only put a martini in a martini glass,” Cecchini said on the podcast Cocktail College. “I thought that was clever — and it was very cute — but it was disgusting. It was Rose’s, fake, cloying, lime cordial and Rose’s grenadine, which is even worse; just simple syrup artificially colored red . . . And I thought, I can make that better.”

So, he did. “Because we made our margaritas with Cointreau and fresh lime juice, I thought, oh, there’s the base, and Absolut had just come out with Absolut Citron — it was the first flavored vodka that we had ever seen, and it was absolutely mind-blowing.” For the red coloring, Cecchini decided to use cranberry juice, since he was used to making Cape Codders all day long. He made it for the servers at The Odeon, and it quickly became the staff drink.

Word of mouth had regulars at the bar asking for “Toby’s drink.” Soon random guests and celebrities began asking for his Cosmopolitan. “Madonna would come in for lunch several times a week and ask for the ‘pink drink,’” he says. And the rest is history: The Cosmopolitan became an instant hit in the bartending community and even had a resurgence a decade later when it was glorified in the Sex in the City series.

Here are Cecchini’s exact specs. Feel free to change the vodka if you’d like, or even the garnish (perhaps a twist of orange?), but do not change the orange liqueur or cranberry juice — Cointreau and Ocean Spray all the way. 

Specifications

1 1/2 ounces Absolut Citron

3/4 ounce Cointreau

3/4 ounce fresh lime juice

3/4 ounce Ocean Spray Cranberry Juice Cocktail

Garnish: lemon twist

Execution

Combine all liquid ingredients into a cocktail shaker and fill with ice. Shake hard until your mixing vessel starts to frost on the outside. Double strain into a chilled cocktail coupe. Garnish with lemon twist.

Dissecting A Cocktail

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Mia Khalifa

Story and Photograph by Tony Cross

There are many alternatives to cocktails and alcoholic beverages these days. I’ve tried plenty, but the ones containing kava have captured my heart.

Kava is a plant native to the South Pacific, traditionally used for its calming and euphoric effects. The active compounds, kavalactones, are found in the root of the plant, which is typically ground, soaked and strained. It’s not much to look at — when ready for consumption, kava has a brownish, muddy appearance. On its own, the flavor is earthy and root-like, a bit of an acquired taste.

I was introduced to drinking kava on a date at Wana Navu Kava Bar in Fayetteville. I was familiar with the plant as a supplement but had never consumed it as a drink. Looking at the cocktail menu, I was floored by the variety of intricate blends of ingredients and the bold names for the drinks. Wana Navu owners Chloe Benhaim and Casey Fox helped me navigate the menu, offering a quick history of the root and explaining the effects of various ingredients.

Some drinks are combined with vitamins, kratom, or Delta-9, making for a highly personalized experience. I settled on a drink from their “Kavafornication” category, which features cocktails built on a kava base and infused with functional ingredients like B6, B12, L-theanine and ashwagandha. My go-to? The Mia Khalifa — a blend of those very ingredients, plus hibiscus flowers and lemongrass. The kava flavor is still present, but beautifully balanced. Did I mention these drinks contain zero sugar, carbs or calories? I ordered another. And then another.

Last year, Chloe and Casey opened a second location, this time in Sanford — what they proudly call their “Feel Good Bar” — which has quickly become my local stomping ground. 

Specifications

Hibiscus

Lemongrass

Vitamins: D, B6, B12, milk thistle, iron, ashwagandha, L-theanine

Execution

Get in your car and take a trip to Wana Navu Kava Bar at their Fayetteville or Sanford locations and place your order.

Dissecting a Cocktail

DISSECTING A COCKTAIL

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The Southside

Story and Photograph by Tony Cross

Like many classic cocktails, The Southside’s origins are a bit murky. Some say the drink was created on Chicago’s South Side and was a favorite of mobster Al Capone — the “bathtub gin” his mob smuggled in was harsh, so the addition of mint, sugar and lemon juice made the alcohol more palatable. Others claim it was created at the 21 Club in New York. Yet another says its invention was at the Southside Sportsmen’s Club on Long Island.
Cocktail historian David Wondrich found what he believed to be its earliest recipe in Life magazine in 1913. Dubbed the “Gordon’s South Side” (as in Gordon’s Gin), the drink was more like a frappe and included a picture that resembles a mojito.

Now comes the other mystery of the cocktail — the ingredients. Yes, there is gin, mint, sugar and citrus, but many recipes include the addition of soda water. A splash or served in a highball? And what about the citrus? Some recipes have lemon while another has lemon and lime. When I was behind the bar, I used lemon juice and a splash of sparkling water in a coupe glass. As time has gone by, I prefer a little more sparkling water, served over ice. I’ve even gone as far as making Reverie’s version as a carbonated cocktail soda (pictured). The recipe below is how I’d whip these up when I was behind the stick.

Specifications

2 ounces Sutler’s Spirit Co. gin

3/4 ounce lemon juice

1/4 ounce rich simple syrup

5 mint leaves

1 ounce soda or sparkling water

Thinly sliced lemon wheel

Execution

In a cocktail shaker, combine all ingredients, sans soda water, and add ice. Shake hard for 10 seconds. Add soda water inside shaker and double strain into a chilled coupe glass. Garnish with lemon wheel.

Dissecting a Cocktail

DISSECTING A COCKTAIL

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Ranch Water

Story and Photograph by Tony Cross

One of the simplest cocktails to make was also one of the most popular during the pandemic. Ranch water is the drink, and it hails from West Texas, though the precise regional claim to fame is debated.

There are Texas natives who say they grew up drinking the tequila, lime juice and mineral water highball, but the late Kevin Williamson, chef and founder of Ranch 616 in Austin, takes credit for its creation. Their website describes how Williamson used to “sneak” the mix into his water bottle while hunting with his father. The importance of using Topo Chico mineral water is key to this cocktail, which helped make the brand so popular there were nationwide shortages in 2021-22.

Regardless of the drink’s origin, everyone can agree that this is one of the most refreshing cocktails to beat the summer heat. There are two ways I enjoy Ranch waters: in a glass with ice or built in a Topo Chico bottle.

Specifications

2 ounces blanco tequila

1/2 ounce fresh lime juice

Topo Chico sparkling water

Execution

In a glass: Add tequila and lime juice in a rocks or highball glass with ice. Top with Topo Chico.

In a Topo Chico bottle: Drink 3 ounces from the bottle and add tequila and lime juice. Put your thumb over the top and slowly turn bottle upside down to integrate ingredients. Don’t shake. Turn the bottle right side up and slowly remove thumb from the top. We’re not spraying Champagne in a locker room here.