Hamlet's Dreams brings together the Robben Island Prison of Nelson Mandela and the prison that is Denmark for Shakespeare's Hamlet. David Shalkwyk uses the circulation of the so-called 'Robben Island Shakespeare', a copy of the Alexander edition of the Complete Works that was secretly circulated, annotated and signed by a group of Robben Island political prisoner in the 1970s (including Nelson Mandela), to examine the representation and experience of imprisonment in South African prison memoirs and Shakespeare's Hamlet.

The book looks at the ways in which oppressive spaces or circumstances restrict the ways in which personal identity can be formed or formulated in relation to others. The 'bad dreams' that keep Hamlet from considering himself the 'king of infinite space' are, it argues, the need for other people that becomes especially evident in situations of real or psychological imprisonment.