The present invention concerns systems, a kit and methods for monitoring coupling of a vehicle and a trailer or a trailer and another trailer. The system includes two sensors associated with a turntable of a towing vehicle, said sensors consisting of: a contact sensor configured to detect when a skid plate of a vehicle to be towed is in contact with the turntable; and a locking sensor configured to detect when the locking mechanism is in a locked configuration. The system further including a controller operatively connected to the two sensors and configured to receive output signals from the contact sensor and the locking sensor and to determine whether safe coupling has been achieved based on the output signals.