THE LOOK: The 5th Annual Cocktail Jockey Competition

Photography: Alyssa Dawson Photography

Makeup Artist: Ana V Beauty

Hair Stylist: Emily Roop


  • Make sure you bring shades if you aren’t rocking a big hat
  • When choosing a big hat find one that has some structure to it as the floppy hats can be frustrating and limiting to your view while enjoying the event.

Floral Straw Hat/Bertacchi Italian Hatcrafter

Rock it Tortoise Shades/ C4 by Susie Wall

Black Patent Handbag/ Chanel/Mine & Yours

Lace Dress/Self Portrait/Mine & Yours

Necklace & Cuff/ AIR collection/Lux Jewels
Designer: Suman Bakshi


The moment has arrived! The much anticipated Cocktail Jockey Competition returns in just over two weeks for a very special 5th anniversary edition.

Evolved from Hastings Racecourse and elevated high above downtown Vancouver, join us from 12pm – 3pm at Reflections Bar – Hotel Georgia the day before The Deighton Cup on Friday, July 21st. Sip bubbly cocktails in the sky as you watch 10 of the province’s top bar talents shake up their own unique take on the classic champagne cocktail using PIPER-HEIDSIECK Champagne.

Tickets for this year’s competition are complimentary and include a welcome cocktail designed by Prohibition At Rosewood Hotel Georgia Head Mixologist and Cocktail Jockey Judge, Robyn Gray.

RSVP’s for this year’s Cocktail Jockey are limited to just 250 and are available now. Click here to reserve yours:

Looking beyond the move from the track, this year on Deighton Cup day we will also be offering Bulleit Bourbon mint juleps in a commemorative metal Deighton branded cup to sip out of. Each $25 upgrade includes the cocktail itself, as well as guaranteed access to the Cocktail Jockey competition happening the day prior. $5 from all upgrades will go straight to charity imagine1day. Purchase your upgrade here:

2017’s Cocktail Jockey Competitors:
Jayce Kadyschuk, Clive’s Classic Lounge
Michelle Medwin, The Vancouver Club
Dave Mott, The Oakwood Canadian Bistro
Rod Redford, The Diamond
Chris Enns, Botanist Dining
Jasmine Radu, UVA Wine & Cocktail Bar
Jessica Hofmann, Four Seasons Hotel Vancouver
Philipp Karatsyupa, Ancora Waterfront Dining and Patio
Caledonia Wright, Veneto Tapa Lounge
Yonah Sweetapple, Free Agent