Add the amontillado sherry, palo cortado sherry, and superfine sugar to a cocktail shaker.
Add 2 quarter-wheel pieces each of fresh orange and lemon.
Fill the shaker with ice and shake briskly for 8–10 seconds.
Strain into a julep cup packed with crushed ice.
Garnish with fresh seasonal berries and a quarter wheel each of orange and lemon.
Serve with straws.
Blending amontillado and palo cortado sherries gives this cobbler both nutty richness and a dry, complex backbone - a simple split that elevates the drink well beyond a single-sherry version. The Sherry Cobbler's mid-1800s popularity is widely credited with making the drinking straw mainstream.
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