There can be few sailors that have not heard of Joshua Slocum, the first man to sail around the world single handed. Slocum was born in Nova Scotia in 1844 and was lost at sea in 1909, on his way to the Caribbean aboard 'Spray', the vessel he had used on his voyage around the world some 12 years earlier. If you are interested in Slocum this video makes interesting viewing although it does miss out big chunks of his life, such as how he was arrested in later life, and spent over forty days in jail for indecent exposure. Nonetheless, it's an interesting narrative interspersed with some sailing shots aboard replicas of 'Spray'.
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