The chapter outlines the specific contexts of youth transitions in the United Kingdom as part of the comparative analysis of this book, focussing on young people’s transitions from school to work as well as their housing and domestic transitions (leaving home, marriage/cohabitation and parenthood). Drawing on previous research, the first part examines the recent historical background of young people’s transitions and introduces the United Kingdom’s institutional and cultural context. The second part uses data from “Understanding Society” to present findings on young adult’s school-to-work, housing and domestic transitions. The analysis is focused on young women and men in their early 20s and late 20s/early 30s. The findings show that while transitions are increasingly delayed with extended periods of dependency or semi-dependency, in a comparative perspective many complete transitions at a relatively early stage. However, these processes remain highly stratified according to both educational level and gender. Non-graduate females were most likely to make the earliest transitions, where a majority had already become a parent by their early twenties. Overall, among both genders, leaving home, forming a partnership, or starting a family led to an increase in life-satisfaction, while being unemployed or in non-standard employment reduced subjective well-being among the males.