Variation of the Old Fashioned · San Diego, c. 2020s

Carajillo Old Fashioned

An Old Fashioned with coffee liqueur where the bitters go and Licor 43 where the sugar goes, over a split base of cognac and rye.

Carajillo Old Fashioned cocktail
Stirred · Double rocks Cognac & Rye San Diego · c. 2020s Coffee

The Spanish carajillo is coffee with a shot in it, and in Mexico it has settled into a specific form: espresso over Licor 43, on ice. The Carajillo Old Fashioned asks what happens if you keep that flavour and throw away the coffee. Sean O'Connor's answer is to put coffee liqueur in the slot where an Old Fashioned's bitters live and Licor 43 in the slot where its sugar lives, over a split base of cognac and rye. It is one of those drinks that seems inevitable about four seconds after you hear it.

Coffee liqueur is not a flavour here. It is a seasoning, in the position bitters usually occupy.

A San Diego Bar and a YouTube Channel

The drink is credited to Sean O'Connor at Jay & Tony's Discount Cured Meats and Negroni Warehouse in San Diego, and it reached a much larger audience through The Educated Barfly, which is where most people who make it at home first saw it. That second-hand route is worth naming, because it is how a lot of contemporary drinks travel now: a bar builds something, a channel films it, and within a month it is on home bar carts three thousand miles away with the bar's name still attached if you are lucky.

The name spelling is worth a note, since this site cares about getting credit right. The Educated Barfly's own recipe page says "Sean O'Connor". A booklet reproducing the drink renders it "Sean O'Connor Combee" and an Instagram post "Sean O'Connor-Combes". No source confirms the longer forms, so the short one stands here.

The Spec

Equal ounces of cognac and rye, then a quarter ounce each of coffee liqueur and Licor 43, stirred over ice and strained onto one large cube. Four ingredients, two of them in quarter-ounce doses, and the small numbers are the whole design — this is not a coffee cocktail, it is an Old Fashioned that has been seasoned with coffee.

Carajillo Old Fashioned · 4 : 4 : 1 : 1
Cognac1 oz · ~40% Rye whiskey1 oz · ~40% Coffee liqueur1/4 oz · ~10% Licor 431/4 oz · ~10%

Why Licor 43 rather than syrup

Licor 43 is a Spanish liqueur built on vanilla and citrus, and it is doing two jobs at once. It sweetens, at roughly the level a quarter ounce of rich syrup would, and it adds a soft vanilla top note that ties the cognac's fruit to the coffee's roast. Substitute simple syrup and the drink still works but goes flat in the middle — you lose the bridge and you can hear the gap between the brandy and the coffee. It is also the ingredient that makes this recognisably a carajillo rather than a coffee Old Fashioned, since Licor 43 is what a Mexican carajillo is actually made with.

The split base is not decoration

Cognac alone would make this too soft; the drink would slide into dessert. Rye alone would fight the coffee, because rye's pepper and the roast both want the back of the palate. Half and half gives you the cognac's dried fruit at the front and the rye's spine underneath, and the coffee sits between them rather than on top of either. Use a VSOP cognac and a rye at 45% or better — a 40% rye gets buried.

Garnish, and the white chocolate question

Three coffee beans is the garnish as documented, and the aromatics matter more than the look: you smell roast before you taste anything. Some versions add a white chocolate disk on top, which is pretty and pushes the drink further toward pudding. I would keep the beans and skip the disk, but it is not a wrong choice, and it does make the vanilla in the Licor 43 read louder.

Bottom Line

Espresso Martinis have made coffee cocktails synonymous with sugar and foam, and this is the corrective — a stirred, spirit-forward drink where the coffee is a seasoning rather than the headline. It is also considerably easier to make than an Espresso Martini and does not require a machine. Stir it, sit down with it, and see how long the finish runs.

The Old Fashioned Family

Old Fashioned

The original cocktail — spirit, sugar, and bitters over ice, with an orange peel.

c. 1806
  • 2 ozBourbon or rye
  • 1 cubeSugar
  • 2 dashesAngostura bitters
Full recipe →
Maple & Walnut

Rye sweetened with maple, deepened with black walnut bitters — earthy and autumnal.

Modern Riff
  • 2 ozRye whiskey
  • 1 tspMaple syrup
  • 2 dashesBlack walnut bitters
Full recipe →
Oaxacan Old Fashioned

Phil Ward's craft landmark — a split of tequila and mezcal for the whiskey.

New York · 2007
  • 1 1/2 ozReposado tequila
  • 1/2 ozMezcal
  • 1 tspAgave syrup
Full recipe →
Wisconsin Old Fashioned

The Midwest's Old Fashioned — brandy, muddled orange and cherry, and a soda top ordered sweet, sour, or press.

Wisconsin · mid-20th c.
  • 2 ozBrandy
  • 1 cubeSugar
  • MuddleOrange & cherry
Full recipe →
Demerara Rum

Aged Demerara rum and demerara syrup — a unified, dark, deeply warming Old Fashioned.

Modern Riff
  • 2 ozDemerara rum
  • 1 tspDemerara syrup
  • 2 dashesAngostura bitters
Full recipe →
Elder Fashion

Ward's pale, floral Old Fashioned — gin, St-Germain, and orange bitters, with a grapefruit twist.

New York · 2007
  • 2 ozPlymouth gin
  • 1/2 ozSt-Germain
  • 2 dashesOrange bitters
Full recipe →
American Trilogy

Rye and bonded applejack in equal parts — the Old Fashioned rebuilt out of American spirits.

New York · c. 2007
  • 1 ozRye whiskey
  • 1 ozBonded applejack
  • 1/4 ozRich demerara syrup
Full recipe →
Improved Whiskey Cocktail

The same drink with its collar turned up — a teaspoon of maraschino and a dash of absinthe.

United States · c. 1876
  • 2 ozRye whiskey
  • 1 tspMaraschino liqueur
  • 1 dashAbsinthe
Full recipe →
Benton's Old Fashioned

Bourbon washed with rendered bacon fat, maple for the sugar — the drink that made fat-washing ordinary.

New York · 2007
  • 2 ozBacon-fat-washed bourbon
  • 1/4 ozMaple syrup
  • 2 dashesAngostura bitters
Full recipe →
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