Systems and methods for estimating an end of a vehicle trip. The system includes a memory that stores instructions for executing processes for estimating the end of the vehicle trip and a processor configured to execute the instructions. The instructions cause the processor to: receive first data from each of a vehicle and a mobile device connected to the vehicle, the first data being received from the vehicle at periodic intervals; receive updated first data and second data from the mobile device when the mobile device is disconnected from the vehicle; upon failing to receive the first data from the vehicle at a next interval, estimate the end of the vehicle trip based on the updated first data and the second data from the mobile device; and generate a trip log with the estimated end of the vehicle trip.