Cadillac tailfin
Photo credit: Christer Johansson, Wikipedia

Tailfin Sling

Originally created by Craig Hermann and Justin DuPré for Tiki Kon: Adventure Island (2013) and served on the Sunday bar tour at the Cadillac Corner home bar. It was originally made with Cherry Bomb Whiskey, made by Eastside Distilling, but that product has been discontinued and is no longer available. This is an adaptation using bourbon and Cherry Heering as a replacement. Adjust the ratio/amount of syrups and Cherry Heering to your taste.

  • 1-1/2 oz Bourbon
  • 3/4 oz Pineapple Juice
  • 3/4 oz Lemon Juice
  • 3/4 oz Orange Juice
  • 1/3 oz Vanilla Syrup
  • 1/3 oz Cinnamon Syrup
  • 1/3 oz Cherry Heering
  • Dash Bitters

Shake with ice until the shaker is frosted. Strain into a Collins glass filled with crushed ice and garnish with a slice of pineapple and cherry.