Diabetes is a chronic disease that is escalating day by day and requires 24/7 continuous management. It may cause many complications, precisely when a patient moves, which may risk their and other drivers’ and pedestrians’ lives. Recent research shows diabetic drivers are the main cause of major road accidents. Several wireless non-invasive health monitoring sensors, such as wearable continuous glucose monitoring (CGM) sensors, in combination with machine learning approaches at cloud servers, can be beneficial for monitoring drivers’ diabetic conditions on travel to reduce the accident rate. Furthermore, the emergency condition of the driver needs to be shared for the safety of life. With the emergence of the vehicular ad-hoc network (VANET), vehicles can exchange useful information with nearby vehicles and roadside units that can be further communicated with health monitoring sources via GPS and Internet connectivity. This work proposes a novel approach to the health care of drivers’ diabetes monitoring using wearable sensors, machine learning, and VANET technology. Several machine learning (ML) algorithms assessed the proposed prediction model using the cross-validation method. Performance metrics precision, recall, accuracy, F1-score, sensitivity, specificity, MCC, and AROC are used to validate our method. The result shows random forest (RF) outperforms and achieves the highest accuracy compared to other algorithms and previous approaches ranging from 90.3% to 99.5%.