This is quite the pre-prohibition concoction. The orange from the Curacoa (basically triple sec if you can’t get Curacoa) completely dominates the drink due to it’s quantity. It was even powerful enough to mute the intense barley from the Roughstock Montana Pure Malt. It almost overpowered the rum too, but for me the added sugar is what really killed it for me and it became a cloyingly sweet. My wife loved it.
I really wanted the whiskey to sing so I experimented with the quantities while keeping the volume the same and I think this updated version is 1,000 times better. My wife though disagrees.
The Whiskey Jug’s Fedora
1 1/4 oz American Whiskey
1 oz Brandy
1/2 oz Jamaican rum
1/4 oz Curacoa
2 tsp bar sugar dissolved in a little water
Shake well with ice
Strain into a cocktail glass
If you give it a try (either one) let us know in the comments what you thought of it. I think you could make both of these versions of the cocktails and serve them when entertaining. Use the same ingredients, but make 2 different drinks and appease your whiskey loving guests as well as your sweet toothed guests.