The Kentucky Derby is known as the most exciting two minutes in sports, but only if you win. And by winning we mean looking good, drinking well and, you know, raking in the ducats. Your guide, below.

  • Maison Premiere

    Your Drink

    The Brooklyn oyster house Maison Premiere, where they broadcast the ponies on a transistor radio, serves up a mint julep called the “Magnum Opus” with vermouth and citrus notes to “even out the beverage.” Check out the recipe here.

  • Collared Greens


    Your Clothes

    Even if you’re not going to Churchill Downs, you’ll want to dress the part. Collared Greens, a new North Carolina eco-conscious brand, just launched a line of neckwear inspired by famous thoroughbreds (e.g., a pink Barbaro necktie or navy blue Secretariat bow tie).

  • Twin Spires

    $2 and up

    Your Bet

    Vice advice courtesy Richard Eng, official handicapper/columnist for The Las Vegas Review-Journal and author of Betting on Horse Racing for Dummies (that would be you).

    Know the Odds
    Seventeen of the horses will have double-digit odds. Two horses that have a good chance to run well: Normandy Invasion, 12-1, and Goldencents, 15-1.

    Bet Across the Board
    A straight bet (win, place or show) is $2. So a $2 across-the-board bet on any one horse is $6.  To build a betting bankroll, pool your money with friends. You can add more long shots while spreading the risk.

    Vet the Ponies
    If a horse finished 1st or 2nd in a Grade 1 final prep race (which means they ran very well) but still has high odds, he’s a smart long shot bet.

    Sleep Well
    The Brown Hotel. Been to 15 Derbies. Best hotel I’ve stayed in.