Our motivation is the belief that blind students cannot participate effectively in Web-enhanced instruction due to challenges in non-visual Web interactions. We want to understand nature of accessibility and usability problems they face in WEI environments. Literature informs the Web lacks accessibility and usability, but does not explain what aspects of WEI interactions present difficulties for the blind. This is necessary to improve their WEI participation. Our user-centered, task-oriented approach relies on sound understanding of blind students’ WEI experiences, supplemented by perspectives of instructors, developers and accessibility standards. We employ protocol analysis of blind participants’ verbal reports, content analysis of instructor and developer interviews, and objective accessibility evaluation. Results explain where and why difficulties occur; their character; associated interface elements; coping mechanisms and possible solutions. Findings help instructors, developers and accessibility researchers better appreciate blind students’ needs and challenges. It will help develop WEI environments that support non-visual WEI participation.