An information estimating system includes an acquisition unit configured to acquire an operation item for vehicle-mounted equipment mounted on a vehicle and a vehicle environment state, which is at least one of a vehicle status and a traveling state of the vehicle when the operation item is operated for each of a plurality of drivers, a learning unit configured to learn the operation item and the vehicle environment state of each of the plurality of drivers acquired by the acquisition unit in association with each other, and an estimator configured to estimate the operation item for the vehicle environment state at a predetermined time point of a specific driver based on the learned result learned by the learning unit.