The race originally ran in 2012 and 2013 but was stimied when the historic train was taken out of action due to the passing of its owner in early 2014.
Organiser Adrian Bailey said the turnout today was "great".
"There’s been such a buzz of excitement here with the local community embracing the event.
"It would have been nice to have a few more travelling from further afield... [but] we did have people travel a reasonable distance to come today to be part of the event."
Runners took part in either a 24km race from Kingston to Fairlight and back, a 12km race from Fairlight to Kingston or a 5km race starting from Kingston, and run on a trail adjacent to the train tracks.
Early on in the race, the train was snaffued by a rogue sheep on the tracks, but quickly gathered steam to make up the lost distance.
Spectators filled almost every seat onboard and young children screamed at their parents to "run faster!".
About a quarter of the total number of runners beat the train across the finish line and one man, at a sprint, crossed the line just as the train pulled into Kingston station.
Runner Deanna Sheriff, who beat the train said "it was quite a hard case" and an "awesome event".
"The headwind was a bit strong coming back but the scenery was beautiful."
Speaking at the end of the day Mr Bailey was already looking ahead next year’s race.
"Hopefully we will have a positive step forward with all this Covid-related drama going on, so hopefully next year we will see a huge rise in numbers."
