Best Mate

At the time of writing, following the defeat of the odds-on favourite, Galopin Des Champs, in the 2025 Cheltenham Gold Cup, Best Mate remains the last horse to win the ‘Blue Riband’ event three years running, which he did in 2002, 2003 and 2004. Indeed, nearly two decades after his death, as a 10-year-old, on November 1, 2005, he remains the joint-twelfth highest-rated steeplechaser in the history of Timeform, albeit fully 30lb behind the eternal yardstick, Arkle.

Foaled on January 28, 1995, Best Mate was owned by the late Jim Lewis, in whose claret and blue colours he ran, and trained by Henrietta Knight in West Lockinge, Oxfordshire. All told, he won 14 of his 22 races under National Hunt Rules, including 11 of his 14 steeplechases, and just over £1 million in prize money. In fact, over fences, Best Mate finished outside the first two just once, when pulled up in the Haldon Gold Cup at Exeter on November 1, 2005.

On that fateful day, returning from a 308-break, having suffered a burst blood vessel during his preparation for the 2006 Cheltenham Gold Cup, he collapsed and died from a heart attack while being led back to the stables. He was subsequently cremated and his ashes were buried alongside the winning post at Cheltenham shortly afterwards.

In happier times, Best Mate was a top-class hurdler, good enough to finish second in the Tolworth Hurdle at Sandown and the Supreme Novices’ Hurdle at the Cheltenham Festival in 2000. Sent over fences in 2000/01, he won his first three starts, including the Scilly Isles’ Novices Chase at Sandown and, on Boxing Day 2001, was beaten just three-quarters of length by Florida Pearl in the King George VI Chase at Kempton, en route to his first success in the Cheltenham Gold Cup. The rest, as they say, is history.

Barbaro

Barbaro was a hugely talented, but ultimately ill-fated, racehorse, best known for his runaway, 6½-length victory in the Kentucky Derby at Churchill Downs in 2006. Bred and owned by Gretchen and Roy Jackson, under the Lael Stables banner, and trained by Michael Matz in Fair Hill, Maryland, the Dynaformer colt ran just once as a two-year-old, winning the Laurel Park Futurity at Laurel Park, Maryland by 8 lengths. He also won his first three starts as a three-year-old, the Tropical Peak Derby at Gulfstream Park West, the Holy Bush Stakes at Gulfstream Park and the Florida Derby at the same venue.

Thus, Barbaro was sent off at a narrow 6.1/1 second-favourite for the ‘Run for the Roses’, behind only the Illinois Derby winner Sweetnorthernsaint. However, he never gave his supporters an anxious moment. Having taken the lead with a quarter of a mile to run, he soon left the opposition floundering in his wake and only had to be pushed out by jockey Edgar Prado to become the widest-margin Kentucky Derby winner since Assault, 60 years previously.

Not altogether unsurprisingly, Barbaro was sent off at prohibitive odds of 1/2 for the Preakness Stakes at Pimlico two weeks later, but his troubles began when he broke through the starting gate, He was soon pulled up and, deemed fit to race, reloaded, but worse was to follow. Once the race was underway, after the field had travelled just a furlong Barbaro broke down on his off hind and was pulled up.

He was rushed to hospital at the New Bolton Center at the University of Pennsylvania, where he was found to have suffered a catastrophic fractures to three bones in his right hind leg, which, according to medical staff were ” shattered into more than 20 fragments.” After multiple surgeries and lengthy rehabilitation, Barbaro recovered sufficiently to walk again, but developed laminitis; he was humanely euthanised on January 29, 2007.

Affirmed

Bred and owned by Harbour View Farm, under the auspices of American financier Louis Wolfson, and trained by Cuban-born Lazaro ‘Laz’ Barrera, Affirmed is best remembered for winning the American Triple Crown – that is, the Kentucky Derby, Preakness Stakes, and Belmont Stakes – in 1979. In so doing, he made Steve Cauthen, who turned 19 on May 1, 1979, four days before the Kentucky Derby, the youngest jockey ever to win that coveted champhionship.

Foaled at Harbor View Farm in Ocala, Florida on February 21, 1975, Affirmed made a winning two-year-old debut in maiden special weight race at Belmont Park in Elmont, New York on May 24, 1977. He first met Alydar, who was making his debut, on his next start in the now-defunct Youthful Stakes, also at Belmont, the following month and the pair would go on to become career-long rivals.

Affirmed and Alydar met six times as two-year-olds, with the former winning on four occasions, and seven out of nine races in the season as a whole. The pair finished first and second in all three Triple Crown races, leaving Alydar with the dubious distinction of becoming the first horse to finish runner-up in all three. Alydar did have the last laugh when ‘winning’ their final meeting, in the Travers Stakes at Saratoga on August 19, 1978, but needed the help of the stewards to do so.

Affirmed was retired at the end of 1979 after winning 22 of his 29 races and a then-record $2,393,818 in prize money. He finished outside the first three just once, when fifth in the Jockey Club Gold Cup at Belmont Park in 1978, after his saddle slipped. He subsequently stood at stud at Jonabell Farm near Lexington, Kentucky, where he was humanely euthanised in early 2001, just turned 26, having suffered from the incurable hoof disease laminitis.

Most Famous Horses in the UK

Horse racing is one of the oldest professional sports in the United Kingdom, dating back to the reign of Richard I in the twelfth century. Modern, organised horse racing became popular during the reign of the ‘Father of the English Turf’, Charles II, and continued to flourish in the eighteenth century, leading to the establishment of the Jockey Club in 1750.

When it comes to famous horses, ‘the daddy of them all’, quite literally, was Eclipse. Named after the annular eclipse that coincided with his birth on April 1, 1764 – dubbed ‘The Great Eclipse’ – Eclipse dominated British racing for two seasons, in 1769 and 1770, and retired unbeaten in 18 starts. He subsequently stood at Clay Hill Stud, Epsom and later at Cannons Stud, Edgware until his death, during a bout of colic, on February 27, 1789. His name appears in the pedigree of 95% of modern throughbreds and his direct bloodline includes Arkle and Desert Orchid, to name but two.

Foaled at Ballymacoll Stud in Co. Meath, northeastern Ireland on April 19, 1957, Arkle is widely regarded as the greatest steeplechaser of all time. All told, he won 27 of his 35 races, but 22 of his 26 steeplechases between November 1962 and December 1966. He is best remembered for winning the Cheltenham Gold Cup three years running, in 1964, 1965 and 1966, but also won the Irish Grand National (1964), the Hennessy Gold Cup twice (1964, 1965), the Whitbread Gold Cup (1965) and the King George VI Chase (1965).

Although not quite on a par with Arkle, Desert Orchid was nonetheless a hugely popular steeplechaser during the eighties and nineties. Instantly recognisable by his grey, almost white, coat and his bold, front-running style, he won 34 of his 70 starts, including the King George VI Chase four times (1986, 1988, 1989, 1990), the Cheltenham Gold Cup (1989) and the Irish Grand National (1990).

On the Flat, Nijinsky, trained by Vincent O’Brien, remains famous as the last horse to win the Triple Crown – that is, the 2,000 Guineas, Derby and St. Leger – which he did in 1970. So, too, does the ill-fated Shergar, best known on the track for his record 10-length win in the Derby in 1981 and off it for his subsequent kidnap and disappearance two years later.

Most Famous Racehorses in American History

Horse racing in North America inevitably revolves around the Kentucky Derby, Preakness Stakes and Belmont Stakes, which are staged in May and early June and collectively constitute the Triple Crown, and the Breeders’ Cup, which is staged in late October or early November.

That said, one of the most famous racehorses in American history, Man O’War, did not win the Triple Crown, for the simple reason that he did not even contest the Kentucky Derby. Owned by Samuel D. Riddle and trained by Louis C. Feustel, he did, however, win both the Preakness Stakes and Belmont Stakes during his three-year-old campaign in 1920 and, as a four-year-old, easily beat the first ever Triple Crown winner, Sir Barton, by seven lengths in the Kenilworth Park Gold Cup at Kenilworth Park in Windsor, Ontario. All told, he won 20 of his 21 races.

By any metric, the only horse that can rival Man O’War as the greatest horse in American history is Secretariat, who did win the Triple Crown, in 1973, and still holds the record for the fastest time in each of the constituent races. Owned by Christopher Chenery and his daughter, Penny, under the Meadow Stable banner, and trained by Lucien Laurin, ‘Big Red’, as the horse was popularly known, beat Twice A Prince by an eye-watering 31 lengths in the Belmont Stakes and, in so doing, took more than two seconds off the previous American record for a mile and a half on dirt.

Although not in the same league as Man O’War or Secretariat, the talented, but enigmatic, John Henry was another to capture the attention of racing enthusiasts, not least because of his rags-to-riches story. A $25,000 purchase as a three-year-old, the unfashionably-bred gelding went on to win 39 of his 83 starts, including 17 at Grade 1 level, and just over $6.5 million in prize money. He was Horse of the Year twice, in 1981 and 1984.

Fast forward three decades and the 2010 Horse of the Year, Zenyatta, may have failed, by a head, to retire unbeaten, but won 19 consecutive races between November 2007 and October 2010 and over $4.7 million in prize money. Her most notable victories came in the Breeders’ Cup Ladies Classic in 2008 and the Breeders’ Cup in 2009, both at Santa Anita Park in California.

For our broader top ten famous racehorses list, visit this page.