 On 31 July 1955, Holder and his troupe appeared in a concert billed as "The First Caribbean Carnival in London" held at the Royal Albert Hall, sponsored by entrepreneur Hugh Scotland.In January 1959, the Boscoe Holder dance troupe was a headline act, performing "Carnival Fantasia", at the "Caribbean Carnival" organised by Claudia Jones held in St Pancras Town Hall.From 1959, for four years, Holder produced, choreographed and costumed the floorshow in the Candlelight Room of The May Fair hotel, where he also formed and led his own band, The Pinkerton Boys, who alternated there with Harry Roy's orchestra.