Six drinks, and what they teach you about the rest.
Almost every cocktail ever made is a variation on one of six ideas. Here
are the six, in the context of the two centuries of history that produced
them.
1806Old Fashionedthe original
1882Tom Collinsadding length
1898Daiquirimaking it sour
1904Dry Martiniusing a modifier
1919Negroniembracing bitterness
2005Penicillinthe modern remix
Eighty-six years separate the Negroni’s creation from the Penicillin’s —
not because the bar fell quiet, but because no new template emerged. The
cocktail revival that began in the 1970s gave us many brilliant drinks,
but all were variations on the five existing ideas. The Penicillin,
created in 2005, arguably kicked off the modern cocktail era.
There are 255 drinks in this catalog and many thousands more in the
world, but there aren’t thousands of unique ideas. At its core,
a cocktail is a framework: a spirit, and the one thing you decide to do
to it. Six drinks parameterize the six things we’ve figured out how to
do so far. Learn these and you may find yourself seeing commonalities
between drinks and implicitly understanding how to make the next one.
The word “cocktail” got its first definition on May 13, 1806, in a
small upstate New York paper called The Balance and Columbian
Repository: “a stimulating liquor, composed of spirits of any
kind, sugar, water, and bitters.” That’s the whole genre in one
sentence — and it also describes the Old Fashioned, obviously still
popular today. The name came later: by about 1880, as
bartenders increasingly reached for curaçao and liqueurs and other
flourishes, patrons who just wanted spirit, sugar, and bitters began
asking for their drink the old-fashioned way. (There’s a beloved
origin story involving the Pendennis Club in Louisville, but it’s
likely a myth — printed references predate the club’s creation by a
year, as David Wondrich has shown.)
The template: spirit + sugar + bitters. This is the
foundation for everything that comes after.
The next move was to make a drink long: stretch the spirit
with citrus, sugar, and soda and serve it over ice for instant
refreshment. The Collins emerged from the gin punches of early-1800s
London — by tradition from a head waiter named John Collins at
Limmer’s Hotel — and gained its current name from the Old Tom gin at
its core. (There’s also a famous 1874 prank that swept New York about
a fictional loudmouth named Tom Collins; historians generally treat
that as the way the name caught on, not where the drink came from.)
Harry Johnson printed the recipe in 1882.
The template: spirit + citrus + sugar + bubbles.
Every highball, fizz, and spritz is part of this family.
Now take that same citrus and sugar, drop the soda, and concentrate
it: spirit, something sour, something sweet, creating three-ingredient
tension. The structure is ancient (sailors drank it as grog, the
English as punch) but it got its name and fixed proportions in Cuba
around 1898, when an American mining engineer named Jennings Cox mixed
his rum with lime and sugar in the village of Daiquirí.
The template: spirit + citrus + sweet. No idea in the
cocktail world has more descendants: the Margarita, the Whiskey Sour,
the Sidecar, the Gimlet, the Daisy — they’re all related to the
Daiquiri.
A different question: what if the thing you add to the spirit isn’t
sweet or sour at all, but another, gentler wine? Vermouth —
aromatized, fortified wine — reached American bars late in the 1800s,
and the Martini’s sweeter ancestor, the Martinez, paired it with gin.
Then came years of slow drying: less vermouth, less sugar, colder and
more austere, until by 1904 you could order a “Dry Martini” and get
something that was nearly all gin. There’s no single inventor — it’s
the result of a fifty-year evolution.
The template: spirit + aromatized wine, stirred. The
Manhattan, the Martinez, the Vesper — half the stirred canon shares
this ancestry.
Until this point bitterness had been a seasoning, a couple of dashes
here and there. The Negroni makes it the drink’s essence. It grew out
of the Italian aperitivo, and the origin story everyone tells is from
Florence in 1919 when a Count Camillo Negroni asks bartender Fosco
Scarselli to stiffen his Americano with gin instead of soda. It’s a
wonderful story and it might even be true... but the paper trail is
thin, the Count’s title is disputed (Wondrich again), and the drink as
we know it doesn’t show up in print until around 1950. What isn’t in
doubt is how you build it: equal parts gin, Campari and
sweet vermouth. It’s bitter, sweet, and strong, all in balance.
The template: equal parts, bitter-forward. The
Boulevardier, the Americano, the whole amaro cocktail segment.
In 2005, at a small New York bar called Milk & Honey, the
Australian bartender Sam Ross took the house honey-whiskey sour — the
Gold Rush — and rebuilt it with blended Scotch, fresh ginger, and a
float of smoky Islay whisky over the top. He called it the Penicillin.
Robert Simonson would later call it “the most well-travelled and
renowned new cocktail of the 21st century,” and it opened the era
we’re still in: named creators, split bases, kitchen ingredients, and
the embrace of creative new classics.
The template: the sour, reimagined. Proof the
cocktail canon is still being written.
Six drinks, two centuries, one idea each. Pour them in order and you’ve
tasted the whole arc: from a newspaper definition in 1806 to a speakeasy
in 2005. After that, nearly every recipe in our library should look like
a variation on something you already know.
That’s all you need to know. The rest is just picking what to make
tonight.
More in the
reading room — short pieces on how cocktails work.
Sources. The 1806 definition: The Balance and
Columbian Repository, May 13, 1806. Per-drink history via
Difford’s Guide — the same
citations on our recipe pages (Old Fashioned #4782, Daiquiri #611, Tom
Collins #1972, Negroni #1392, Penicillin #2539). The Pendennis Club and
Negroni revisions follow David Wondrich; the Penicillin via Robert
Simonson, A Proper Drink. The Tom Collins is dated to its first
printed recipe, Harry Johnson’s 1882 manual — not the often-repeated
1876 Jerry Thomas, whose 1876 edition carries no Tom Collins at all.
The original cocktail, stripped to its essence: whiskey, sugar, bitters, water. The sugar cube slowly dissolves into bourbon warmth while Angostura adds spice and depth. Timeless for a reason.
Ingredients
1 1/2 ozBourbon
1Sugar Cube
3 dashesAngostura Bitters
A few dashesWater
Method
Place the sugar cube in a rocks glass. Saturate it with bitters and add a few dashes of water. Muddle until the sugar is dissolved. Add a large ice cube and pour in the bourbon. Stir gently to combine. Garnish with an orange twist. A maraschino cherry is optional — purists skip it.
Origin & Sources
Term "old-fashioned cocktails" emerged circa 1880; earliest published recipe in Theodore Proulx's 1888 Chicago bartending manual. The Pendennis Club origin story is contradicted by documented 1880 references. Per Difford's Guide #4782. IBA The Unforgettables list. Notes: widespread origin attribution to James E. Pepper and the Pendennis Club (founded 1881) is historically inaccurate per cocktail historian David Wondrich; Chicago Daily Tribune referenced old fashioned cocktails in February 1880, predating the club's founding.
Intensity and dose are approximate — they vary with prep, ice, and brand.
Notable Classics
Tom Collins
Lemonade for adults
GlassCollinsMethodShakenGarnishOrange Wheel and Cherry
Intensity~17% ABV
Dose~0.9 oz
Deceptively boozy
Old Tom gin, lemon, and sugar in its most civilized form. The Collins is gin's coming-out party — herbal, tart, and completely alive.
Ingredients
2 ozOld Tom Gin
3/4 ozFresh Lemon Juice
1/2 ozSimple Syrup
2 ozSoda Water
Method
Shake Old Tom gin, fresh lemon juice, and simple syrup with ice. Strain into a Collins glass filled with ice. Top with soda water. Stir gently. Garnish with orange wheel and cherry.
Origin & Sources
The Tom Collins evolved from Gin Punch, originating with John Collins, head waiter at Limmer's Hotel (London) circa 1790–1817. First published recipe in Harry Johnson's Bartenders' Manual (1882), calling for Old Tom gin, sugar, lemon juice, and soda. Per Difford's Guide #1972. Notes: The shift from "John Collins" to "Tom Collins" reflects the use of Old Tom gin rather than earlier London dry gin or genever versions; an alternate 1874 New York hoax theory exists about the name's origin.
Intensity and dose are approximate — they vary with prep, ice, and brand.
The UnforgettablesIBA
Daiquiri
Three things. Done right
GlassCocktail glassMethodShakenGarnishLime Wheel
Intensity~24% ABV
Dose~0.8 oz
Big & boozy
The holy trinity of rum, lime, and sugar in perfect balance. A proper Daiquiri is crisp, tart, and dangerously easy to drink — nothing like the frozen slushie impostor.
Ingredients
2 ozWhite Rum
2/3 ozFresh Lime Juice
2/3 ozSimple Syrup
Method
Add all ingredients to a cocktail shaker filled with ice. Shake vigorously until well-chilled. Fine-strain into a chilled cocktail glass. Garnish with a lime wheel.
Origin & Sources
Invented by Jennings Cox around 1898 in Cuba's Daiquirí mines. Earliest published recipe in Jacques Straub's Drinks (1914). Per Difford's Guide #611. Refined by Havana bartenders Maragato and Constante Ribalaigua; Admiral Lucius Johnson tried the drink in 1909 and later introduced it to the U.S. Army & Navy Club in Washington, D.C. IBA Unforgettables list.
Intensity and dose are approximate — they vary with prep, ice, and brand.
The UnforgettablesIBA
Dry Martini
The original power move
GlassCocktail glassMethodStirredGarnishOlive or Lemon Twist
Intensity~37% ABV
Dose~0.9 oz
Big & boozy
The undisputed monarch of cocktails. Ice-cold gin with a whisper of dry vermouth — austere, elegant, and revealing of every ingredient's quality. Perfection demands precision.
Ingredients
2 ozGin
1/3 ozDry Vermouth
Method
Pour gin and dry vermouth into a mixing glass filled with ice. Stir gently for 20-30 seconds until well-chilled. Strain into a chilled cocktail glass. Garnish with a lemon twist or an olive.
Origin & Sources
Evolved from the sweeter Martinez (c.1884) and Marguerite cocktails through progressive vermouth reduction. The earliest recipe explicitly titled "Dry Martini Cocktail" appears in Frank P. Newman’s 1904 American-Bar: Recettes des Boissons Anglaises et Américaines (Newman worked at the Ritz, Paris), calling for equal parts gin and dry vermouth; John Applegreen’s 1904 Bar Book ("Martini Cocktail, Dry") may have preceded it, and Louis Muckensturm’s 1906 Louis’ Mixed Drinks also carried a "Dry Martini Cocktail." Per Difford’s Guide (Martini history); IBA (The Unforgettables list). Notes: no single creator — the modern dry form is the endpoint of a progressive drying from the sweeter Martini/Martinez; Martini & Rossi vermouth marketing helped popularize it in the early 1900s.
Intensity and dose are approximate — they vary with prep, ice, and brand.
The perfect bitter-sweet equilibrium. Three equal parts in eternal balance — gin's botanicals, Campari's bitter punch, and sweet vermouth's plush depth. A cocktail that converted millions to bitter.
Ingredients
1 ozGin
1 ozSweet Vermouth
1 ozCampari
Method
Pour all ingredients directly into an old fashioned glass filled with ice. Stir gently until well-chilled. Garnish with an orange slice.
Origin & Sources
Widely attributed to Count Camillo Negroni and bartender Fosco Scarselli at Caffè Casoni, Florence, 1919, though genealogical disputes exist regarding Camillo's count status and the drink's true origins. Drinks with identical ingredients predate the Negroni—notably Campari Mixte (1929) and Camparinete (1934)—but earliest documented Negroni recipes appear in 1949–1955 publications. Per Difford's Guide #1392 and IBA The Unforgettables list. Notes: David Wondrich's research questions Camillo's genealogical count status; origins remain uncertain per Wikipedia.
Intensity and dose are approximate — they vary with prep, ice, and brand.
New Era DrinksIBA
Penicillin
Smoke, honey, healing
GlassRocksMethodShakenGarnishCandied Ginger
Intensity~24% ABV
Dose~0.9 oz
Big & boozy
Honey and ginger sweetness cut by sharp lemon, then the Islay float arrives with peat smoke. The contrast is the whole point.
Ingredients
2 ozBlended Scotch Whisky
3/4 ozFresh Lemon Juice
3/4 ozHoney-Ginger Syrup
1/4 ozIslay Scotch Whisky
Method
Combine blended Scotch, lemon juice, and honey-ginger syrup in a shaker with ice. Shake well. Strain into a rocks glass over a large ice cube. Float Islay Scotch by pouring slowly over the back of a spoon. Garnish with candied ginger.
Origin & Sources
Created by Sam Ross at Milk & Honey, New York, in 2005. Per Difford's Guide #2539 and the IBA New Era cocktail list. The original recipe used honey-ginger syrup; Difford adapted it in March 2009 to use ginger liqueur for convenience, which became the featured recipe on the guide.
The Martini's sweeter, more complex ancestor. Old Tom gin's malty sweetness meets sweet vermouth and maraschino, creating a rich, aromatic experience that predates the modern dry Martini.
Ingredients
1 1/2 ozOld Tom Gin
1 1/2 ozSweet Vermouth
1 barspoonMaraschino Liqueur
2 dashesOrange Bitters
Method
Pour all ingredients into a mixing glass filled with ice. Stir until well-chilled. Strain into a chilled cocktail glass. Garnish with a lemon twist.
Origin & Sources
Documented in O.H. Byron, The Modern Bartenders' Guide, 1884. Jerry Thomas's 1887 posthumous Bar-tender's Guide specified Old Tom gin. Per IBA (The Unforgettables list); Difford's Guide #1264. Notes: progenitor of the Martini family; Byron's original describes it as Manhattan with gin in place of whiskey; sweeter construction than modern dry Martini.
Intensity and dose are approximate — they vary with prep, ice, and brand.
Contemporary ClassicsIBA
Vesper
Bond's gateway martini
GlassCocktail glassMethodShakenGarnishLemon Twist
Intensity~38% ABV
Dose~1.0 oz
Big & boozy
Bond's personal martini: gin-forward with a vodka assist and Lillet's subtle bitter-floral note. Shaken, strained, and devastatingly strong.
Ingredients
2 ozGin
1/2 ozVodka
1/4 ozLillet Blanc
Method
Shake all ingredients vigorously with ice. Strain into a chilled cocktail glass. Garnish with a lemon twist.
Origin & Sources
Created by Ivar Bryce; published in Ian Fleming's Casino Royale (1953), where Bond specifies a gin-vodka-Kina Lillet drink and later names it after Vesper Lynd. Wikipedia cites pages 43-44 and 51 but chapter number unconfirmed. Per IBA Contemporary Classics list; Difford's Guide #2597. Modern versions use Lillet Blanc or other quinquina alternatives. Fleming later stated (1958 letter to The Guardian) he found the drink unpalatable upon tasting it.
A breezy, effervescent aperitivo with bittersweet Campari tempered by sweet vermouth and a lively splash of soda. The ultimate pre-dinner warm-up.
Ingredients
1 ozCampari
1 ozSweet Vermouth
A splashSoda Water
Method
Fill an old fashioned glass with ice. Pour Campari and sweet vermouth directly into the glass. Top with a splash of soda water. Stir gently. Garnish with a half orange slice.
Origin & Sources
Originated as the Milano-Torino at Caffè Campari (opened 1867), Milan, equal parts Campari (Milan) and sweet vermouth (Turin). Soda water was added to create the Americano, gaining popularity with American tourists in the early 20th century. Earliest published Americano recipes appear in Ferruccio Mazzon's Il Barista – Guida del Barman (1920). Per IBA (The Unforgettables list); Difford's Guide #61. Notes: Parent of the Negroni. The Prohibition-era naming origin is widely cited but not exhaustively documented in primary sources.
A brooding, whiskey-driven cousin of the Negroni. The bourbon's caramel warmth softens Campari's bitter edge while sweet vermouth ties the room together.
Ingredients
1 1/2 ozBourbon
1 ozSweet Vermouth
1 ozCampari
Method
Pour all ingredients into a mixing glass filled with ice. Stir until well-chilled. Strain into a chilled old fashioned glass over a large ice cube. Garnish with an orange twist.
Origin & Sources
Created by Erskine Gwynne, a Vanderbilt family member and co-founder of *Boulevardier* magazine, first documented in Harry MacElhone's *Barflies and Cocktails* (1927) in Arthur Moss's chapter "Cocktails Round Town." A bourbon-based variant of the Negroni. Per Difford's Guide #2955; IBA The Unforgettables list. Notes: Original 1927 recipe called for equal parts Campari, Italian vermouth, and bourbon; modern balance favors 2:1:1 ratios.
Intensity and dose are approximate — they vary with prep, ice, and brand.
Modern Notables
Gold Rush
Sour with honey instead
GlassRocksMethodShakenGarnishLemon Wheel
Intensity~23% ABV
Dose~0.8 oz
Big & boozy
A sour built for bourbon. Honey syrup rounds the lemon in a way simple syrup never could. Smoother and more complex than its three ingredients suggest.
Ingredients
2 ozBourbon
3/4 ozFresh Lemon Juice
3/4 ozHoney Syrup
Method
Combine bourbon, lemon juice, and honey syrup in a shaker with ice. Shake well. Strain into a rocks glass over a large ice cube.
Origin & Sources
Created by T.J. Siegel in 2001 at Milk & Honey, New York City (per Difford's Guide #3629)—a bourbon Whiskey Sour with honey syrup replacing simple syrup. Siegel conceived the drink while sitting at the bar; Sasha Petraske (Milk & Honey owner) made it first using a rich honey syrup (three parts honey to one part water). By early 2002 it had become a signature house drink. Per Difford's Guide and PUNCH.