Are you ready to sip like one of America’s greatest writers? Ernest Hemingway wasn’t just known for his adventurous prose and rugged lifestyle; the man had a legendary taste for strong, artfully crafted cocktails. From mojitos in Cuba to gin cocktails in Key West, Hemingway’s drinking habits were as intriguing as his famous stories.
If you’re a cocktail lover itching for a taste of history, stick around. We’re taking you on a boozy tour through Hemingway’s favorite drinks, famous Key West haunts, and how to mix these iconic cocktails at home.
Hemingway’s Cocktail Style
First things first, Hemingway wasn’t a fan of sweet drinks. The man liked his alcohol strong and his sugar levels at zero. Whether sipping a rum-heavy daiquiri or playing mixologist with absinthe and champagne, Hemingway had a knack for choosing bold flavors that packed a punch.
When you channel Hemingway, you’re going for cocktails tailored for the adventurous spirit. Think less umbrella drinks, more stiff pours and unique blends.
Famous Hemingway Cocktails You Must Try
1. Hemingway Daiquiri (aka Papa Doble)
Born in Cuba, this cocktail captures Hemingway’s signature taste for simplicity with a twist. It’s a spin on the classic daiquiri, minus the sugar.
Ingredients:
- 2 oz white rum
- ¾ oz fresh lime juice
- ½ oz fresh grapefruit juice
- ¼ oz maraschino liqueur
How to make it:
Shake all the ingredients with ice, strain into a chilled coupe glass, and enjoy. This isn’t your sugary, slushy daiquiri from a machine. It’s crisp, tangy, and oh-so-refined, just how Hemingway liked it.
Hemingway famously declared, “I don’t want to taste sugar. All I want to taste is the daiquiri.” Mission accomplished.
2. Death in the Afternoon
Named after Hemingway’s book “Death in the Afternoon”, this drink is an ode to the writer’s love for the dramatic. It pairs the boldness of absinthe with the sparkle of champagne, creating a cloudy, opalescent cocktail.
Ingredients:
- 1 oz absinthe
- Chilled champagne
How to make it:
Pour the absinthe into a champagne glass, then slowly top with champagne until the drink takes on a milky appearance. Sip slowly (Hemingway suggested three to five, but that’s between you and your tolerance).
3. Green Isaac Special
Hemingway invented this refreshing tropical drink, mentioned in his novel Islands in the Stream. It’s perfect for hot Key West afternoons.
Ingredients:
- 2 oz gin
- 4 oz chilled coconut water
- 1 oz fresh lime juice
- A couple of dashes of Angostura bitters
How to make it:
Mix everything over ice, stir, and serve in a highball glass. It’s light, hydrating (sort of), and exactly what you want in the Florida heat.
4. The Negroni
A bold, classic cocktail Hemingway loved, this Italian drink hits all the bitter notes he enjoyed.
Ingredients:
- 1 oz gin
- 1 oz Campari
- 1 oz sweet vermouth
How to make it:
Stir everything with ice and strain into an old-fashioned glass over a large ice cube. Garnish with an orange peel for that citrus kick.
5. The Americano
A lighter cousin of the Negroni, the Americano combines Campari with soda water for a bitter yet refreshing drink.
Ingredients:
- 1 oz Campari
- 1 oz sweet vermouth
- 3 oz club soda
How to make it:
Pour the Campari and vermouth over ice in a Collins glass, top with club soda, and garnish with an orange slice. Perfect for leisurely afternoons when you want something easy-going but sophisticated.
Want more cocktail recipes? Check out all of our Island Inspired Cocktails here
Key West Spots Hemingway Loved
For those craving a pilgrimage to Hemingway’s old stomping grounds, Key West is full of historic charm (and plenty of bars). Here are the must-visit spots to drink like Papa himself:
Sloppy Joe’s
Hemingway’s favorite watering hole, Sloppy Joe’s has been an iconic Key West landmark since 1933. Don’t be surprised if the bartender gives you a heavy pour – this place is known for its strong drinks and lively atmosphere.
While some may call it touristy, it’s an essential experience for any Hemingway fan. Pro Tip: Check out their Papa Doble on the cocktail menu.
Captain Tony’s Saloon
Before Sloppy Joe’s moved to its current location, it called the space where Captain Tony’s now stands home. With its quirky charm and long history, this spot will make you feel like you’ve stepped back in time.
Blue Heaven
Today known as Blue Heaven, this spot was once a boxing ring where Hemingway likely refereed matches. Now, it’s a vibrant restaurant serving amazing food and drinks in a gorgeous outdoor courtyard. Sip a Gin and Tonic among roosters and banyan trees while soaking up the unique atmosphere of Hemingway’s Key West.
Pepe’s Cafe
Opened in 1909, this is one of Key West’s oldest dining establishments and a likely Hemingway hangout. It’s the perfect spot for breakfast or a relaxed cocktail while imagining Papa jotting down ideas for his next novel.
Check out our Fun in Key West Book club – sign up here
Celebrate Hemingway Today
Hemingway’s legacy is alive and well in Key West, especially during Hemingway Days each July. This festival is a quirky homage to the man himself and includes highlights such as:
- Hemingway Lookalike Contest at Sloppy Joe’s.
- The (hilarious) Running of the Bulls with fake bulls on wheels.
- A Hemingway 5K Sunset Run (because what pairs better with a Negroni than exercise?).
- Literature readings, paddleboard races, and more.
If you’re planning a Hemingway-inspired Key West trip, this festival is a must-do for history buffs and party lovers alike.
Bring Hemingway to Your Home Bar
Not heading to Key West anytime soon? Recreate these iconic cocktails at home and host your own Hemingway-themed happy hour. Dim the lights, throw on some jazz, and sip something strong while discussing existential themes with your friends.
Whether it’s the crisp Hemingway Daiquiri or the bold Negroni, there’s a drink for every mood. Just remember Hemingway’s unspoken rule – always keep it strong, and never too sweet.
Cheers to drinking adventurously, just like Papa.
