A working train trip like moving that loco from Bloemfontein to Durban would be ideal, no time to loll about just keep busy making sure the job gets done. I like to travel while I'm asleep and then spend all day exploring and come back knackered full of tales about where I've been, not laying about all day reading books, sipping wine and chatting over a cake or two at tea time - urrgh again! I like to find itineraries packed with places which have railway history be it trams or mining, docks or terminii. Its obviously not in the top 100 train trips, but the wooden train from Palma to Sollas, Mallorca is a good one.
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