Top 5 Sydney Cup Winners

Adam Cusworth Adam Cusworth
Sydney Cup winners


The Sydney Cup (3200m) sees the stayers get their shot at Group 1 glory and has been won by some champion gallopers over the years. See who made our list of top 5 Sydney Cup winners since 1990.

In modern times, the feature race has been taken out by some outstanding gallopers.

Top 5 Sydney Cup winners.

1. MAKYBE DIVA (2004)

Makybe Diva won a staggering three Melbourne Cups (3200m) and what is sometimes overlooked is her efforts in Sydney. The legend of Australian racing won the Sydney Cup in 2004. With Glen Boss on board, her win was a thriller and saw her fight off a number of challengers down the outside, including the race favourite, Mummify. She returned to Randwick a year later and landed a stirring edition of the Tancred Stakes (2400m) ahead of Grand Armee in 2005. Other memorable performances came in the lead up to her third Cup when she took out the Memsie Stakes (1400m), Turnbull Stakes (2000m) and the the Cox Plate (2040m) during that spring as a seven-year-old.

2. TIE THE KNOT (1998 & 1999)

Tie The Knot sometimes sneaks under the guard in discussions about horses from the late 90s and early 2000s, an era that featured the likes of Might And Power, Sunline, Northerly and Lonhro. But the former Guy Walter galloper was a champion in his own right, registering a then record 13 Group 1 wins. Two of those came in the Sydney Cups of 1998 and 1999. He remains the most recent three-year-old to win the Sydney Cup and is one of only five winners to have won the race on two occasions.


Who Shot Thebarman was a popular winner of this race in 2018, winning as a nine-year-old in was his fifth attempt in the race. The Chris Waller galloper was a regular in the staying races in Australia for a number of years and was a previous Melbourne Cup placegetter. He fell in the 2017 edition of the race and in the 2018 Sydney Cup, he was sent out as an $18 chance before getting up in a thrilling finish ahead of Zacada.

4. THE OFFER (2014)

One of the biggest wins in the Sydney Cup in recent times was the one that was produced by The Offer, who did not let punters down as a $3.25 favourite in the 2014 edition of the race. Coming off a sparkling win in the Chairman’s Handicap, the Gai Waterhouse-trained galloper stormed to a four length romp with Tommy Berry on board. Berry had just weeks earlier lost his twin brother, Nathan, who passed away at the age of 23 due to a rare form of epilepsy.


The 2017 edition of the race was memorable for all the wrong reasons as Almoonqith and Who Shot Thebarman fell at the first turn, which was just past the finishing post with a lap to go. Sadly, Almoonqith would later be put down. The Cup was abandoned mid-race and half of the field were pulled up. However, in chaotic scenes, not all of the jockey’s realised what had happened, including Corey Brown, who went to the line thinking he was the winner aboard Polarisation, only to find out after the race that there was no result. The Cup was re-run a couple of weeks later and Polarisation notched up his ‘second’ win in the race in the space of weeks, just holding out Who Shot Thebarman.



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