The sleep and performance of train drivers was monitored across a 106-h rail operation between the Australian cities of Adelaide and Perth. The drivers worked alternating 8-h shift rotations across the operation and rested in specially equipped, crew-van carriages duringnon-work periods. The crew-van rest opportunities were associated with shorter bedtime spans, less total sleep time, and poorer sleep efficiency than sleeps initiated at home. The duration of crew-van sleeps was primarily dependent on the time of day at which the rest opportunities occurred. Overall, drivers incurred a significant cumulative sleep loss across the duration of the operation. Despite the deficit, drivers were able to sustain vigilance performance across the operation.