Recently, I’ve realized there’s a way to keep the buzz alive all evening long: By swapping my glass of vino with an espresso-spiked cocktail. Coffee and booze are a match made in heaven, seriously—the perfect blend of caffeinated warmth plus spirited spice to power you through the any season. Whether you want to spruce up your wintery brunch with a cool mug of Irish iced coffee, cozy up with a classic coffee Old Fashioned, or end the day with a smooth espresso martini, there’s something here to quell your craving. And remember: If you’re sensitive to caffeine later in the day, just swap in decaf. By the way, it’s very easy to adjust the sweetness of this cocktail by varying the amount of simple syrup—we recommend starting light and increasing to suit your palate, or even leaving it out entirely for a more bitter cocktail. This twist on the classic is framed with strong coffee, and is served traditionally over a perfect cube of ice.