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What’s cool about cobblers: they’re full of fruit but don’t taste “fruity” in the sweet, simple sense. The combination of raw sugar and oloroso sherry, and perhaps their association with pineapple, makes this drink taste like a luscious dark rum, or like a rich, caramelized pineapple tart, yet not sweet at all. Totally addictive. — From Be Your Own Bartender: A Surefire Guide to Finding (and Making) Your Perfect Cocktail by Carey Jones and John McCarthy. Buy this book from W. W. Norton, Indiebound, or Amazon.
Reprinted with permission from Be Your Own Bartender: A Surefire Guide to Finding (and Making) Your Perfect Cocktail, 2018. Published by W. W. Norton. Photographs copyright © 2018 Matthew Taylor-Gross.
Heat water in a kettle or microwave until nearly boiling. Combine with sugar and stir until it’s dissolved. Let the syrup cool to room temperature before using.
In the bottom of a cocktail shaker, muddle the pineapple thoroughly. Add the remaining ingredients and ice, and shake vigorously. Double-strain into a wine glass over fresh ice (ideally crushed ice or pellet ice). Garnish with three thin slices of pineapple and a straw.
