Phlebopathic diseases are chronic conditions that impact the health status and affect functional capacity. We developed SISTINE 3.0, a wearable system for remote monitoring of patients, and the aim of the study is to evaluate whether it can detect differences between participants with phlebology and healthy ones. Twelve patients and five healthy subjects performed a 3-metres Timed-Up-Go wearing SISTINE 3.0 system. The results support the system’s potential to discriminate participants, especially based on the linear walking and turning angular velocity.