I love the classic idea of having nuts, chocolate, and dried fruit with coffee and port after dinner. For this recipe, I leaned on the idea of Sangarees and Cobblers, layering flavors over a tannic base and drying the whole thing out with a half-ounce of rye. Pebble ice and a very Victorian garnish make this one quite festive indeed.

I love making all manner of Cobblers during the summer when every month brings a new bounty of fresh fruit. But I’ve always wanted to adapt a Cobbler for peak fall and Madeira is the perfect wine for it. I love looking at old pear and apple varietal names and took the name for this drink from a type of pear that’s still grown in western Massachusetts.

In developing a drink appropriate for ringing in the new year, I looked to the legacy of “Cups,” a genre of drink popular in the nineteenth century. Typically a mix of wine and/or spirits, fruit, sweetener in the form of sugar and/or liqueur, and carbonation, these cocktails are often presented with opulent garnish. Ours is inspired specifically by Claret Cups, which were a popular expression of this template built on French red wine (traditionally from Bordeaux).

The smash has evolved over its more than 150-year history. Our version splits the difference between its past as a small, shaken julep and its modern-day life as a muddled affair. I really love this presentation.

This drink follows a classic Collins template. But it’s a “royale” Collins, meaning it’s topped with Champagne instead of soda. And it’s got this great interplay between the yeasty flavor of the Champagne and the maltiness of the genever.