The Flying Kipper, occasionally known as The Kipper Express, is the railwaymen's nickname for the high-speed goods train that runs overnight, usually pulled by Henry, that transports fish from Tidmouth to the Mainland. The train is made up of different vans, utility vans and salt vans. On occasions, two trucks full of fish crates are added to the front of the train.

James appears to be the secondary engine to take the Flying Kipper when Henry is unavailable, as the former has been seen pulling the train several times. Other engines known to have pulled the Kipper on occasion include Crystal, Caitlin, Gordon, Alfred and Emily.

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