Image via Frank Ribaudo & family.

EVERY year I ask my two sons if they are going to take me to the Kentucky Derby for my birthday. As most of you know, The Derby falls on the first Saturday of May; and as most of you probably do not know, my birthday -coincidentally- is on May 6th. What better birthday present could there be?  

This year, my oldest Matt, told me he planned on bringing The Derby to me. Huh? 

With the announcement that he and Amanda Vargus (his partner with The Runway Ball) will be hosting a Kentucky Derby Party at The Sporting Club in Omni Boston Hotel at The Seaport this year, my only thought was “their better be betting windows at this sporting club.” 

It’s known as “the most exciting two minutes in sports” but the truth is The Kentucky Derby is so much more than just those 120 seconds during a single annual race. From its traditions, to the events and parties, to the fashion, to the food and drinks; “Derby Week” truly is an American rooted extravaganza like no other.  

So when Matt asked if I’d be willing to provide a lucky “Pick Six” for his and Amanda’s celebration of the 151st running this year, I told him I don’t typically breakdown the racing form and handicap races this far out, but… 

He interrupted me and said, “No Dad. I want you to give us a Pick Six on the other Derby tradition you know very well.. the specialty spirits.”  

Oh. Well in that case, here are six guaranteed winners worth trying on Derby Day. With a bonus “Lucky 7th” to boot. 

Image via Frank Ribaudo & family.

Mint Julep 

We obviously need to start with the most traditional of Derby cocktails. I call this one “the tourist trap.”  

Made mainly with bourbon, fresh mint, simple syrup, an optional dash of bitters, and lots of crushed ice—it very is easy to have in hand while watching the race and while moving around throughout the day.  

Be sure to stir your mixture until the cup is frosty for the most refreshing taste. A lot of bartenders will be making these for the first time on May 3rd and might not know to do that. 

A Kentucky Derby classic, The Mint Julep. (Image via Liquor.com)

Bourbon Rickey 

Legend has it that the The Bourbon Rickey’s modern identity is linked to my financial advisor -and one of my son Ted’s best friends- Rickey Dickinson.  

Whether true or not, Rickey (and the rest of us) have definitely enjoyed our share of these both watching the Derby and attending The Preakness Stakes at Pimlico Racecourse in Maryland.  

The original version of the Rickey was reportedly created in the late 19th century at the request of lobbyist Joe Rickey, who preferred his drinks on the tart side.  

This is a “can’t miss” pick: a simple combination of bourbon, lime juice, and sparkling water prepared right in the glass. 

The Bourbon Rickey (Image via Liquor.com)

Jockey Club 

I had to put this one in for Amanda. It’s a close cousin of the Manhattan and elevates even the most casual race-viewing parties. The Jockey Club is known as a favorite among the most chic and fashionable at Churchill Downs. A sophisticated and spirit-forward sipper that mixes bourbon, sweet vermouth, and maraschino liqueur, The Jockey Club will have you feeling good while you’re looking good. 

The Jockey Club (Image via Liqour.com)

Oaks Lily 

The day before the Derby, Churchill Downs is also packed with a full afternoon of races and spectators dressed to the nines. The Kentucky Oaks is America’s signature race for 3-year old fillies.  

The Oaks Lily is a light and refreshing vodka drink named for the stargazer lilies that are placed on the race’s winning filly. A combination of vodka, cranberry and lemon juices, orange liqueur, and simple syrup with subtly nods to the Cosmopolitan, the Oaks Lily is always a winning ticket. 

The Oaks Lilly (Image via Liquor.com)

Kentucky Mule 

Always a safe bet. The classic  Moscow Mule—made with vodka, lime juice, and ginger beer—is exceedingly easy to make and drink. To make it as a Derby-friendly rendition simply put bourbon front and center in place of the vodka. 

The Kentucky Mule (Image via Liquor.com)

Horse’s Neck 

In 1978 I was convinced Alydar was the best thoroughbred in racing. And then I watched him finish 2nd to Affirmed -by a horse’s neck- in all three legs of The Triple Crown. For those reasons I stay away from this one. But others really enjoy it, and its popularity has soared over the years.  

Once just a glass of non-alcoholic ginger ale, the Horse’s Neck has come a long way since its late 19th-century beginnings. A classic two-ingredient drink that is super easy to make, you simply pour bourbon, brandy, or American rye whiskey over ice and top with ginger ale and a lemon peel.  

The Horse’s Neck (Image via Liquor.com)

BostonMan O’ War 

When on the menu at any Derby party, The Man O’ War is always the second most popular cocktail to the Mint Julep -sometimes even usurping the most recognized Derby spirit in popularity. 

Named for one of the world’s greatest racehorses, I couldn’t help but put my own twist on this one, calling it The BostonMan O’War 

Honoring both of these horses in the liquid: simply shake together this combination of bourbon, triple sec, sweet vermouth, and lemon juice and then enjoy. 

The BostonMan O’ War (Image via Liquor.com)

To read more on the bond Frank Ribaudo and his sons have with thoroughbred horse racing, check out The Triple Crown by Matt Ribaudo and When the Stretch Run Ends also by Matt Ribaudo.

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‘Lucky’ Frank Ribaudo has been known for picking winners his entire life; most notably, his beautiful wife of 50 years, Betty.