Cheltenham Gold Cup 1989

Run on heavy going on March 16, 1989, the 1989 Cheltenham Gold Cup was sufficiently memorable to be voted the ‘Greatest Race of All Time’ by readers of the ‘Racing Post’. In attritional conditions – racing only went ahead after a noon inspection – a total of 13 horses went to post, including the two previous winners, The Thinker and Charter Party, but only five finished.

Victory famously went to the 5/2 favourite Desert Orchid, trained by David Elsworth and ridden by Simon Sherwood, who rallied on the approach to the final fence and overhauled confirmed mudlark Yahoo on the run-in to win by a length and a half, with Sherwood punching the air in delight as he passed the post. Charter Party finished third, a further eight lengths away, with the Welsh National winner Bonanza Boy tailed off in a distant fourth.

Early casualties included The Thinker and the well-fancied Carvill’s Hill, both of whom fell before halfway, and the race was overshadowed by the death of Ten Plus, who was humanely euthanised after breaking a fetlock when coming to grief, when in the lead, at the third-last fence. At the point, Desert Orchid was left in the lead, but was soon joined, and passed, by the strong-travelling Yahoo, in the hands of Tom Morgan. Indeed, approaching two out, commentator Peter Bromley had cause to remark, “…and Desert Orchid is beaten, I think.”

Of course, he wasn’t. Galvanised by his jockey on the gruelling climb to the winning post, Desert Orchid galloped on relentlessly, despite hating the ground, and a dozen or so strides from the line was back in front. On the way back to the winners’ enclosure, winning owner Richard Burridge yelled at Sherwood, “This will never happen again to any of us!”

2026 Cheltenham Gold Cup

Run on good to soft going on Friday, March 13, the 2026 Cheltenham Gold Cup featured just 10 runners, but granted that the field included the defending champion, Inothewayurthinkin, three of the first four home in the King George VI Chase, The Jukebox Man, Gaelic Warrior and Jango Baie, and the Welsh Grand National winner, Haiti Couleurs, can probably be considered an above-average renewal. At the ‘off’, Gaelic Warrior and Jango Baie shared favouritism at 11/4, just ahead of The Jukebox Man at 7/2, with Haiti Couleurs at 6/1 and 11/1 bar that quartet.

A failure on his only previous attempt in Grade 1 company, in the Betfair Chase at Haydock in November 2025, Haiti Couleurs once again ran inexplicably badly, weakening quickly once headed approaching two out and being pulled up before the final fence. The Jukebox Man likewise dropped away turning into the straight, having reportedly made a respiratory noise, and eventually finished eighth of the nine finishers, over 30 lengths behind the winner.

That winner was, in fact, Gaelic Warrior, trained by Willie Mullins and ridden by his stable jockey, Paul Townend, who were combining for their fifth win in the race after Al Boum Photo (2019 and 2020) and Galopin Des Champs (2023 and 2024). Thus, Mullins moved alongside Tom Dreaper as the most successful trainer in the history of the Cheltenham Gold Cup and Townend moved ahead of Pat Taaffe as the most successful jockey.

Despite racing over a distance beyond an extended three miles for the first time, Gaelic Warrior was always travelling strongly and, having moved to the head of affairs approaching two out, only had to be pushed out on the run-in. He eventually passed the post eight lengths ahead of his nearest pursuer, Jango Baie, who proved no match for the winner in the closing stages, but still finished two lengths ahead of Inothewayurthinkin, who lacked fluency in his jumping, but stayed on strongly to finish third. Reflecting on his record-breaking triumph, winning jockey Townend said, “It’s the Gold Cup. They just get better and better. I am speechless.”

Cheltenham Gold Cup 1999

The 1999 Cheltenham Festival marked the arrival at the ‘top table’ of British trainers of Paul Nicholls, who, at the time of writing, has since won the National Hunt Trainers’ Championship 14 times, just one shy of the record set by Martin Pipe in 2004/5. That year, Nicholls won the first of his six leading trainer awards at the Cheltenham Festival with three winners, namely Flagship Uberalles in the Arkle Challenge Trophy, Call Equiname in the Queen Mother Champion Chase and, most notably, See More Business in the Cheltenham Gold Cup.

On good to soft going, 12 horses went to post in the Gold Cup, with Florida Pearl, trained by Willie Mullins, sent off 5/2 favourite after a comfortable, 2-length win in the Hennessy Cognac Gold Cup at Leopardstown the previous month. In fact, the Florida Son gelding was seeking a Cheltenham Festival hat-trick after winning the Weatherbys Champion Bumper in 1997 and the Royal & Sunalliance Chase in 1998, but while he challenged, going well, three from home, he was beaten from the final fence and eventually finished third, beaten 18 lengths.

See More Business, meanwhile, was involved in a ding-dong battle with one of the rank outsiders, Go Ballistic, over the final two fences. At the final fence, the pair were in the air together and Nicholls’ charge, himself a 16/1 chance, found just enough under Mick Fitzgerald to get the better of Go Ballistic, ridden by Tony Dobbin, and win, all out, by a length. In a classic understatement, Fitzgerald later told the BBC, “All I have done is the steering, really.” At the time of his death in 2014, aged 24, Nicholls said of See More Business, ” He was a fantastic horse. The horse of a lifetime.”

Cheltenham Gold Cup 1998

Seventeen horses went to post for the 1998 Cheltenham Gold Cup, including the second, third and fourth from the previous year, Barton Bank, Dorans Pride and Go Ballistic. Dorans Pride had won five of his six starts since, including an easy, 15-length victory in the Henessy Cognac Gold Cup at Leopardstown on his most recent outing. He was sent off favourite, at 9/4, ahead of the King Geoge VI Chase winner, See More Business, at 11/2, with Suny Bay at 9/1 amd 10/1 bar the front three.

In a bizarre incident approaching the seventh fence, Tony McCoy pulled up his mount, Cyborgo, who had gone lame, but, in doing so, carried out both See More Business and ramk outsider Indian Tracker. Meanwhile, former hunter chaser Cool Dawn, trained by Robert Alner and ridden by Andrew Thornton, continued to make the running, as he had done from flagfall. In fact, making just his second appearance at Grade 1 level, the 10-year-old was never headed. He had to be hard ridden on the run-in, but nonetheless ran on well to beat his nearest pursuer, Strong Promise, by 1¾ lengths, with Dorans Pride, who had been outpaced after making a mistake at the third-last, staying on well for third place, just a head further behind.

Cool Dawn was returned at 25/1 and never hit the same heights again, being pulled up on three of his final four starts, including when favourite for Whitbread Gold Cup at Sandown the month after his Cheltenham triumph. At the time of his death in 2018, aged 30, Thornton reflected on his victory, saying, “He [Cool Dawn] absolutely flew five out for me and every fence from there. His jumping won it.”

Cheltenham Gold Cup 1997

The 1997 Cheltenham Gold Cup once again featured Imperial Call, Barton Bank and One Man, first, fourth and sixth in the 1996 renewal, plus Dublin Flyer, who failed to finish on that occasion. Defending champion Imperial Call had fallen in the Punchestown Chase, with the race at his mercy, on his reappearance in December and finished a distant third, when favourite, in the Hennessy Cognac Gold Cup at Leopardstown in February. He was again sent off favourite for the Cheltenham Gold Cup, but ran a lifeless race and was tailed off when pulled up five fences from home. One Man, who had weakened so dramatically in the closing stages in 1996, did so again and, once again, finished a tired sixth.

Mr. Mulligan, trained by Noel Chance, had fallen at the final fence, when beaten, in the King George VI Chase at Kempton when ridden for the first time by Tony McCoy, but the partnership proved a different proposition at Cheltenham. Belying odds of 20/1, the nine-year-old led heading down the back straight for the final time, went clear at the third-last fence and, despite edging right on the run-in, was driven out to win by 9 lengths. Barton Bank stayed on for second, with Dorans Pride a further half a length back in third place.

Mr. Mulligan became a first Cheltenham Gold Cup winner for McCoy and, in so doing, completed a notable double for the Northern Irishman, who had won the Champion Hurdle on Take A Stand, trained by Martin Pipe, two days earlier. McCoy later said of Mr. Mulligan, “When I gave him a little smack, he warmed up and I knew when I let him stride on that he was warming to his task.”

1 2 3 8