Smartness in contemporary society implies the use of massive data to improve the experience of people with connected services and products. The use of big data to collect information about people’s behaviours opens a new concept of “user-centred design” where users are remotely monitored, observed and profiled. In this paradigm, users are considered as sources of information and their participation in the design process is limited to a role of data generators. There is a need to identify methodologies that actively involve people and communities at the core of ecosystems of interconnected products and services. Our contribution to designing for social innovation in ecosystems relies on developing new methods and approaches to transform data-driven design using a participatory and co-creative data-enabled design approach. To this end, we present one of the methods we have developed to design “smart” systems called Experiential Design Landscapes (EDL), and two sample projects, Social Stairs and [Y]our Perspective. Social Stairs faces the topic of behaviour change mediated by sensing technologies. [Y]our Perspective is a social platform to sustain processes of deliberative democracy. Both projects exemplify our approach to data-enabled design as a social proactive participatory design approach.