Forget the trip to Asia, Fashion at the Races finalist, Brooke Cupples, has her sights set on a much bigger prize, making a difference to Australian jockeys and their families.

Following Saturday’s final Brooke will be encouraging fashionistas Australia wide to contribute when she puts her handmade dress and millinery up for auction. Although her outfit will be under wraps until Saturday she hints that she looked closely at current trends and chose to go with something different but still very “beautiful” and “racewear” appropriate. All money raised from the auction will go directly to the NJT (National Jockeys Trust) so that they can continue to assist families of the fallen and injured.

fashion at the races

When Brooke found out that she would be heading to Adelaide to represent Pt Lincoln at the Fashion at the Races Grand Final she couldn’t wait to have another opportunity to spread the word about her family’s efforts to raise money for the National Jockeys Trust (NJT) when they cycle from Streaky Bay to Darwin later in the year.

After more than 3000 km and 26 days of cycling there’s no doubt Brooke and the “Cycling for Simone” team will be looking to head straight to Mitchell Street for a celebratory beer, but before they set off for Darwin they hope to raise more money and make people aware of the exceptional support the NJT provides for jockeys and their families in times of need.

Brooke tragically lost her sister Simone in a fall at the Darwin Cup in 2013. Her father, Peter Montgomerie, spent many hours behind the wheel of a truck devising a way to honour Simone and thank the NJT. He shared the plan with Brooke and after months of contemplation she finally decided to make it happen! The team have been training and their support for each other has kept them motivated for the mammoth task ahead. Brooke now has ‘no fear’ of the ride and seeing her Dad focussed on the ride, rather than the loss of Simone, has filled her heart with warmth and happiness.

Brooke knows all too well that dressing up for the races is what many ladies focus on, because she has been one of those fashionistas herself, attending numerous local race meets throughout the years. If their lucky fashion entrants walk away with a special prize and some punters walk away with a pocket full of money but on the very rare occasion an unlucky jockey may not get to walk away from a day at the races. Brooke says it is a “great industry with some of the best events” but “we forget these days happen because they are risking their life”. She believes we need to “celebrate how wonderful our jockeys are” because what they love can be taken away so quickly.

fashion at the races

We forget these days happen because they are risking their life – Brooke Cupples



Cycling for Simone is an initiative of Peter, Simone’s father. Former top horse trainer who prepared On a Jeune to 2nd in Melbourne Cup


Simone’s sister Brooke is a fitness guru who is sure to have the whipping cracking on the ride. Brooke is the Team Leader on the ride


Greg is a long time friend of the Montgomerie family and is helping organising the ride with Brooke and Peter. He will be riding and taking photos

Racewear Carousel will be ‘on track’ to cover all of the fashion at Morphettville on Saturday 7th May for Oaks Day, so follow us on Instagram, Facebook or SnapChat for updates throughout the day.

Become a sponsor, donate money or even goods for the event. The Cycling for Simone website has more details or if you would like to donate now visit the Every Day Hero website.

To find out more about the National Jockeys Trust visit 

For ticket or Fashion at the Races information visit

All images courtesy of