Driving events are captured at an event detector in a vehicle and stored in an associated data storage area. The output of a sensor in the vehicle is monitored, and the stored driving event data is sent to an evaluation server over a wireless communication network when a data transfer condition is detected. Driving event data is sent to the evaluation server when a predetermined output from the sensor is detected and the vehicle is in the transmission range of an access point. The predetermined sensor output may be from a motion sensor in the vehicle indicating that the vehicle is substantially stopped, or from a vehicle location sensor indicating that the vehicle is within transmission range of an access point.