In this chapter we engage with notions of nostalgia and returning to the past as they emerge in Second Life. The first section of this chapter deals with nostalgia for home. This is based on interviews with women who have recreated spaces of family memory to share with their mothers. We link this discussion about nostalgia for real-life histories in the digital, with an analysis of manifestations of nostalgia for Second Life’s own history within the virtual world. Finally, we conclude the chapter by discussing the notion of time travel as it is manifested within Second Life. The chapter concludes with a case study of 1920s Berlin, a simulation which attempts to replicate the appearance and feel of Berlin in the 1920s.