As learners solve complex problems, such as the ones present in case narratives, they need instructional support. Potentially, Web 2.0 applications can be useful to learners during case-based instruction (CBI), as their affordances offer creative and collaborative opportunities. However, there is limited research available on how the affordances of Web 2.0 technologies can be used specifically to support learners as they navigate the problem context presented during CBI. An exploratory descriptive case study approach was utilized to investigate how preservice teachers, participating in CBI, used the educational affordances of Web 2.0 technologies to navigate real-world problems. Findings indicate that while Web 2.0 tools have the potential to facilitate learning during CBI, learners did not always use these tools in the most effective ways. Implications for research and practice are discussed.