Development of wireless communications enables the rise of networking applications in mobile personal systems. Thus, Web access from wireless PDAs is now available. More recently, emergence of proximity and wireless communication technologies has allowed to envision new kinds of applications taking part from their physical neighbourhood. In the field of personal applications, physical neighbourhood awareness can contribute to manage direct interactions between people during opportunistic encounters. Such encounters can be exploited to perform spontaneous and direct information exchanges. In this context, the SIDE Surfer system proposes to enrich casual meetings with proximate and spontaneous Web interactions.