Designed specifically to showcase Off The Track Thoroughbreds (OTTBs), the competition was held in conjunction with Plantation Field International Horse Trials in 2017 and 2018. This crowd-pleasing celebrity charity challenge changed venues in 2019 and served as the kick-off for the Fair Hill Thoroughbred Show. Due to the COVID-19 pandemic, Real Rider Cup 2020 was held as a virtual event. It will be held as such again in 2021.

Since its inception, Real Rider Cup participants have included a number of racing industry personalities – jockeys, trainers, members of the media, “Racing Kids” who grew up in the sport, sidesaddle riders and representatives from world-class breeding farms. All competed over a course of show jumping fences to determine the “real riders.” Each competitor pledged to raise at least $1,000, which directly supported our beneficiaries – the Retired Racehorse Project , New Vocations and The Fair Hill Thoroughbred Show.

Interested in showing your support? Simply visit our “Donate” page and indicate which Real Rider Cup participant you’d like to sponsor, and then click the PayPal link below. You can use a credit card or a PayPal account. Please be sure to enter the amount you wish to contribute on the PayPal form that comes up after you click “Pay Now”.