Unraced as a two-year-old, Bahamian Pirate made his racecourse debut in a seven furlong maiden race at Gowran Park on 3 May 1998 when he finished fifth behind Alonzo. He failed to win in four subsequent races that year, producing his best effort when beaten a head in a maiden at Thirsk Racecourse in September. Early in the following year he finished fourth, third and second in minor races on the synthetic Fibresand surface at Southwell Racecourse before winning a five furlong maiden at Ripon in August.[7]
After finishing unplaced on his debut as a five-year-old, Bahamian Pirate won a minor handicap race at Carlisle Racecourse and then won a similar event at Southwell by eight lengths. In July he finished second in handicaps at Newmarket, Lingfield and Newmarket again before winning a six furlong handicap at Newmarket in August. Nine days after his Newmarket win the gelding contested his first important race when he carried 111 pounds in the Great St. Wilfrid Stakes and finished third behind William's Well. On 2 September he finished unplaced in a handicap before running in the Ayr Gold Cup two weeks later. Ridden by his trainer's son Adrian Nicholls he carried 112 pounds and started a 33/1 outsider in a 28-runner field which included seven other runners from the David Nicholls stable. After being restrained by Adrian Nicholls in the early stages he made rapid progress to take the lead a furlong out and won by one and a quarter lengths from Lago Di Varano.[8] The Scotsman's correspondent described the win as "ridiculously easy", whilst David Nicholls said that he was glad that he ignored the advice of Frankie Dettori, who recommended that the horse needed to race in blinkers.[9] Adrian Nicholls said "I thought the ground might be too soft for him but I was wrong. I've never been going so well in a sprint with two furlongs to run. I waited until I saw the furlong marker and said 'go' and he really went".[10]
Bahamian Pirate then finished fifth in a seven furlong handicap at Newmarket and was then moved up in class for the Listed Bentinck Stakes over six furlongs at the same track on 13 October. The Cammidge Trophy winner Andreyev was made favourite with Bahamian Pirate, ridden again by Nicholls, started at odds of 9/1. Racing down the far side of the track, (the right-hand side from the jockey's viewpoint), the gelding took the lead a furlong out and won by three quarters of a length from Andreyev.[11]
Bahamian Pirate, racing in the colours of the Indian businessman Lhendup Dorji was campaigned in major weight-for-age sprints in 2001 and finished unplaced in his first five starts: the Cammidge Trophy, Abernant Stakes, Palace House Stakes, Duke of York Stakes and Golden Jubilee Stakes. He reached the frame for the first time that year on 30 June, when he finished second to the three-year-old Firebolt in the Chipchase Stakes. He then finished ninth in the Sprint Stakes before being sent to Ireland for the Phoenix Sprint Stakes at Leopardstown Racecourse on 12 August. Ridden by Johnny Murtagh he started at odds of 7/1 for a race in which the Barry Hills-trained Munjiz and the Aidan O'Brien stable's representative Freud, were made the joint-favourites. Bahamian Pirate raced in third before challenging in the final furlong and caught the leader One Won One in the last strides to win by a short head.[12] The gelding went on to finish third in the Belgrave Stakes and third again in the Diadem Stakes before stepping up to Group One level for the first time in the Prix de l'Abbaye at Longchamp Racecourse in October. Starting a 22/1 outsider he finished strongly to take second place, half a length behind the winner Imperial Beauty. He ended the season by attempting to repeat his 2000 success in the Bentinck Stakes but was beaten into third by Danehurst and Orientor.
At the ages of seven and eight, Bahamian Pirate continued to race in top-class company, but failed to win a race. In twelve races in 2002 he produced his best effort in the Group One July Cup in which he finished second by half a length to Continent.[13] He also finished second in the Phoenix Sprint Stakes and third in the Palace House Stakes. In his first attempt to win the Nunthorpe Stakes he finished eighth behind Kyllachy. In ten starts in 2003 his best results were second places in the Palace House Stakes and a minor stakes race at Goodwood Racecourse. A second bid for the Nunthorpe saw him finishing seventh behind Oasis Dream.
On his debut as a nine-year-old. Bahamian Pirate was dropped in class for a minor event at Nottingham Racecourse on 31 March. Ridden by Murtagh, he broke 26-race losing streak and won for the first time in two and a half years as he defeated Fromsong by one and a quarter lengths.[14] In April, the gelding finished fourth to Arakan in the Abernant Stakes and fourth to Tout Seul in the Leicestershire Stakes before finishing runner-up to Steenberg at Haydock on 1 May. He kept up his busy schedule by winning at Beverley Racecourse on 8 May before finishing unplaced behind Monsieur Bond in the Duke of York Stakes three days later.
At Royal Ascot in June Bahamian Pirate ran twice without success, finishing seventh to The Tatling in the King's Stand Stakes and eighth to Fayr Jag in the Golden Jubilee Stakes. He then finished unplaced in the Chipchase Stakes and the July Cup: in the latter race he finished seventeenth of the twenty runners behind the five-year-old mare Frizzante. On 23 July, the gelding was ridden by Kieren Fallon in a minor stakes race at Newmarket and started second favourite behind the Middle Park Stakes winner Balmont. After racing towards the rear of the field he kept on strongly in the closing stages to take the lead 50 yards from the finish and won by a neck from Balmont.[15] Six days later at Goodwood he finished sixth in the King George Stakes, two and a quarter lengths behind the winner Ringmoor Down.
On 19 August on his favoured soft ground, Bahamian Pirate, ridden by Seb Sanders, made his third attempt to win the Nunthorpe Stakes and started a 16/1 outsider in a twelve runners field. The Irish-trained One Cool Cat started favourite head of Orientor, Airwave (Cheveley Park Stakes), Balmont and The Tatling, whilst the other runners were Avonbridge, Moss Vale (Sandy Lane Stakes), Fayr Jag and Fire Up The Band (City Walls Stakes) as well as the outsiders Night Prospector and Talbot Avenue. Fire Up The Band led before Airwave took over after two furlongs with Bahamian Pirate close behind. The gelding came under pressure in the last quarter mile but stayed on strongly to overtake the weakening Airwave inside the final furlong and won by a neck from The Tatling with One Cool Cat taking third ahead of Avonbridge and Orientor.[16] David Nicholls said "The ground is the most important thing for him. He can compete on soft ground like this. He might be nine, but he doesn't look it and he is racing full of confidence".[17] He also commented "I suppose because of his age a few people will knock the form and suggest it was a sub-standard Nunthorpe. They can think what they like, but he is still a good horse and he might get more credit for his win if he was trained down south. Bahamian Pirate lost his way for a while but he has been running well lately and it has helped to restore his confidence. You can't let him fall out of the gate. He needs somebody to get hold of him and let him know who is boss and Seb Sanders did just that".[18] Bahamian Pirate's performance made him the oldest horse up to that point to win a Group One race in the United Kingdom and led to his being named Britain's "star performer" for August 2004.[19]
Bahamian Pirate failed to reproduce his York form in two subsequent starts that year, finishing unplaced in both the Haydock Sprint Cup and the Prix de l'Abbaye.
In 2005 Bahamian Pirate embarked on another long winless streak and finished unplaced in all eight of his starts as a ten-year-old. He failed to win again in thirteen starts as an eleven-year-old in 2006 but did produce some good performances in defeat including a third place under 125 pounds in the Wokingham Stakes. The gelding raced at Southwell in early 2007, by which time he was racing for the Dandy Nicholls Racing Club, and was beaten in his first two races. He was without a win in two and a half years and on a losing run of 25 races when he started at odds of 12/1 for a minor handicap under top weight of 130 pounds. Commenting on the gelding's return to the fibresand track his trainer had said, "he's in good form and I think he knows more about racing than I do".[20] Ridden by Adrian Nicholls he stayed on strongly in the closing stages to win by three quarters of a length from Saviours Spirit.[21] It proved to be his final success as he was beaten in ten subsequent races that year although he did finish second in minor handicaps at Ascot and Thirsk. The twelve-year-old ended his racecourse career by finishing fourteenth of the twenty-two runners in the Great St. Wilfrid Stakes at Ripon on 18 August 2007.