For this flip, I took post-Civil War technique and style and applied it to pre-Civil War ingredients. As we saw with our At Loggerheads a few years back, flips in the eighteenth century were ale-based and served hot. But the Gilded Age brought ice and shakers into the equation and, though beer-based versions did exist (especially with porter), fortified wine as well as spirits took over as the most common base. I love the flavor of this drink, the walnut adds this really pleasant bitterness to the whole thing; it kind of tastes like melted pumpkin ice cream with walnuts on top.

I always like to include a beer cocktail when we travel to this time and place because they were so incredibly common, it’s almost lying not to have one! Beers brewed with a pumpkin base (once known as pompion ales) originated in the years before the Revolutionary War and pumpkin ales line shelves every fall to this day. This autumnal beer cocktail is named for the original town center in Conway, Massachusetts, which is also the name of this month's theme. This drink is, then, sort of like a title track!

This is an imagined punch that might have been from the early republic with favorite products of the period, all of which would have been available for purchase in olde New English taverns. Aged rum and brandy is just about a classic eighteenth-century punch base as you’ll find and the sherry gives it this wonderful nutty, oxidized flavor. There’s a noble history of using oranges in punch and I really like what it’s doing here! And I really love orange with maple, it’s such an autumnal combination for me; this combo is also featured in my most popular BA recipe ever, the Applejack Sour. And in fact, we’re doing this with apple brandy instead of rum at Gigantic this fall, and it’s delicious both ways!

As you know, my historically-driven palate favors the spirits that were popular in 19th-century juleps, i.e. rye, Cognac, and rum. For my own julep recipe, I wanted to combine these three in equal parts with a favorite amaro (Braulio or dell’erborista are particularly good here, but there are many that would work!). I also decided to make the garnish do a little aromatic work, hence the nutmeg and shaved coffee bean, which hit the nose along with the mint upon first sip. The sherry float also contributes a nice aroma if desired!

This recipe, based on one from the 1850s, gives a window into what pre-Civil War juleps looked like after ice had established itself as an essential part of the drink. The mixture of Cognac and rye and the slight presence of Jamaican rum illustrate the julep’s former life as a rum drink and the preference for a brandy base during this period while also foreshadowing the rise of rye juleps that would come after the Civil War (see Dabney Julep from our Pre-Civil War Black Tavern-keepers theme). NB: crushed ice is preferred over pebble here.

What’s a julep before it becomes an iced drink? Why, a Mint Sling, of course! During the eighteenth century the eastern seaboard was awash with minty, rum-based slings that also traveled under the name julep. Because we are used to chilled beverages (especially with juleps on the mind), I decided to give this tavern drink the batch-n-freeze treatment; the result is a very pleasing pour that tastes like an aged rum mojito sans ice and soda.

Sometimes called Black Stripe, this drink is a toddy-like mixture of rum, molasses, and hot or cold water that comes from the same seafaring roots at Calibogus (and, indeed, early versions at sea contained spruce ale). Blackstrap was one of the most popular tavern drinks of the late eighteenth through mid-nineteenth centuries in rural New England. Our version uses nineteenth-century techniques to revive this forgotten Rum Old-Fashioned ancestor.

This drink is another that was emblematic of American culture in the days of the early Republic but has since been forgotten. Popular in winter, as they were traditionally served hot, Apple Toddy recipes, including the one in Jerry Thomas’s 1862 book, typically call for mixing apple brandy with hot water and baked apple, and topped with nutmeg. Our version is a little more complex, with notes of cranberry, vanilla, spices, and ginger.

The Mai Tai didn’t originate in Hawaii, but in the archipelago’s postwar tourism boom, the drink was quickly adopted into its hotel and bar culture. The drink developed into a fruitier, less strictly-defined subgenre unto itself, with orange and pineapple popping up frequently. Our version opts for passionfruit (which I love), layered over my own Banana Mai Tai recipe.

The Halekulani–a whiskey-based sour with lemon, orange, pineapple, demerara sugar, grenadine, and bitters–has always intrigued me. Another non-rum tropical drink from Hawaiian hotel history, this one originated at the House Without a Key Lounge at Waikiki’s Halekulani Hotel. I decided to turn this into a stirred, spirit-forward drink–the result is a tropical Improved Cocktail with a nod to all of the original elements, plus our banana mix and a touch of absinthe.

I have a deep appreciation for eggnog (and its cousin, Tom & Jerry). Because of my fondness for the holiday classic, I’ve developed several recipe for eggnog over the years, both large-format and single serve. This one combines two of my favorite versions–one with rum, rye, and Cognac and one with sherry and Madeira–and streamlines it into a single-serving variation that has a classic flavor profile with a dried fruit note.

Milk Punch–the kind we now differentiate as “clarified”–goes back to at least the early eighteenth century. It’s made by curdling warm milk in a punch mixture then straining it and, thanks to the magic of science, the milk solids make the mixture clear (hence the term “clarified”). Ours has aged rum, Madeira, lime, green tea, sugar, spices, and, well, milk.

Hot Buttered Rum is a drink that has, blessedly, survived into the twenty-first century thanks in large part to its popularity around the holidays. At its most elemental, it’s just rum, sugar, spices, butter, and hot water. I didn’t want to make this variation too overly complicated, but the walnut liqueur, as well as the pumpkin and miso flavors in the syrup, amp up all the best parts of this simple classic while giving it a bit more dimension.

The Stone Fence is a much-mythologized olde Yankee drink consisting of aged rum and hard cider. Supposedly Ethan Allen and the Green Mountain Boys drank a ton of Stone Fences before storming Ticonderoga. In this simple mix of ingredients, I saw the opportunity to play with a bit of anachronism and apply a nineteenth-century template (the Collins) to this eighteenth-century classic.

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.

This frozen Daiquiri riff brings us into the later twentieth century, when most people began to experience the Daiquiri in blended form and, often, with more in the way of artificial flavorings. Chain restaurants latched onto the Strawberry Daiquiri, as did tourist destinations in hot climates, like New Orleans or Key West. That said, the combination of rum, lime, sugar, and strawberries is exceedingly pleasing, especially when the strawberries have been roasted to concentrate their sweetness.

This drink is one of my “cocktails that might have been,” i.e. a drink that could have existed even if it doesn’t survive in the historical records. My Proto-Daiquiri seeks to summarize the rum-based punches and drinks that were consumed at sea, many of which used the Caribbean trifecta of rum, lime (or citrus more broadly), and sugar. Eventually, this combination of ingredients gave us the Daiquiri.

The Improved Cocktail was a more complex take on the original formula of spirit, sugar, bitters, and water that first appeared in print in the appendix of Jerry Thomas’s 1876 edition. In 2021, I spent a lot of time with this genre and I produced a template from which I derived recipes for rye, genever, and Spanish brandy iterations. I was pleased to have the opportunity to design one with an aged rum base for this month’s theme.

Smashes were all the rage from the 1830s through the Civil War period. In July 2021, we delved into its history and the (s)mash-up of nineteenth- and twentieth-century styles that produced the modern Smash. This one features my signature presentation and is laced with amaro and fortified wine, just like my on my Derby Smash (bourbon, rabarbaro, blanc vermouth, honey, mint). The “dry orange” bit in the title refers partially to the dry sherry and partially to a soda flavor by Polar, the pride of Worcester, MA.

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).