Find shortest path between points avoiding shapefile?

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I am an intermediate python developer with very limited GIS experience. I have a list of latitude/longitudes of a ship at sea. I need to join them into a polyline using the shortest distance between them to trace the path followed by the ship. However, the path cannot pass over land (for which I have a shapefile). How can I do this? I use Python 2.7.

I am presently not using any GIS software and hope to do the task using the python modules like matplotlib and scipy.



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