Though the Sherry Cobbler is far and away the most famous of the genre, the Madeira version is the first known mention of the drink on record. Even more popular than sherry in the eighteenth century, it’s no wonder Madeira made a splash in the new style of iced drinks that emerged in the decades before the Civil War. Stone fruit and ginger compliment the wine and so do the fortifying spirits of brandy and aged rum.

The Sherry Cobbler came on the scene in 1838 and in a matter of years it was known across the United States and was poised to take over the world. A simple mixture of sherry, sugar, and citrus shaken with ice, served over ice with a straw, and garnished with abandon. For this recipe, I stuck to the classic orange and lemon, pineapple syrup (inspired by an 1880s Harry Johnson spec) and a blend of oloroso and PX sherries.

It’s only natural that for a template that centers fortified wine would extend to the third member of the great Iberian triumvirate: port. The first published recipe I can find for a Port Cobbler is in Harry Johnson’s 1882 book. I love ruby or white ports in cobblers and for this recipe I combined tannic ruby port with blueberries and a 1:1 vanilla syrup. I really like currant and cherries spilling out of this drink in a goblet.

Though vermouth became part of the American drinks landscape after the Sherry Cobbler’s heyday, it nevertheless makes a fantastic base for Cobblers. The Torino Cobbler illustrates this point while also reflecting how the Cobbler template has found a home in twenty-first century bar culture, where it sees favorite modern products work their way into recipes.