The O'Brien family has owned and run Pleasureland as an indoor Fun Fair and Amusement Arcade since 1975. Before that however, the family and their ancestors were Travelling Showmen and Circus performers who entertained across the country. The third generation of O'Briens now look after the business and continue to provide laughter to continuously new generations.

Many years ago, James A O'Brien, brought up as a travelling showmen met Vivienne Rosaire, a circus trapeze artist. As in all the best stories, they fell madly in love and courted throughout the years of the 2nd World war, with James serving abroad as a Sergeant. Needless to say their love survived the war and they married in the most glamorous of wedding ceremonies, one which included snakes, elephants and tigers as guests as well as a military sword salute from James' army friends and colleagues.

The couple went on to have 3 children, the eldest James (Jimmy) and twin daughters Alison and Vivienne.