The Situationists defined the increasingly spectacularized society (The Society of the Spectacle ) as the alienation of the individual by an increasingly mediated and commoditised modern world that has spread across the globe, pacifying and alienating its audience with the manufacture of lack and the control of desire. Set dead against this spread of spectacular culture, the Situationists sought to free themselves from the commoditisation and mediation of everyday experience. By employing direct action and the creation of “situations,” they attempted to make clear the restrictive boundaries, both intellectual and environmental, that the habituated processes of modern capitalism (in the form of production and consumption, work and leisure) had placed upon society. In the era of the emerging digital or interactive Spectacle that now permeates every aspect of our culture, what has been added to the Spectacle is the illusion of agency administered through the new technological conduits. Virtual environments, for example, deliver visitation and visualization of places that, despite attempts at access by the viewer, remain remote. However, in our new digitally enhanced cultural spaces, despite restrictions, Situationist style interventions can still be made. Views can be expressed that had no outlet in previous media forms, allowing for the development of communities and exchange of ideas that require, at least in some part, the agency of the individuals taking part in them. Situationist theory takes its place in helping to describe such activities, even though, in some cases, the polemic is often watered down. Here we shall consider a number of examples of this kind of intervention, in relation to the Situationist practices of the dérive and détournement, to help give some structure to the critical analysis.