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4

The problem that you state is known in academia as the Traveling Salesman Problem as pointed out by @ZachLipton. Googling for that expression in combination with app/website/software gives a few good finds. As apps I could find e.g. Concorde TSP and Route4Me (no affiliation nor experience). A nice online tool is Optimap which seems to use Google ...


5

Yes, 16 days should be plenty of time in my opinion. I have driven the ring road several times, sometimes in much shorter time, but then of course not with quite so many activities. I took a brief look at your itinerary and it looks good. It covers many interesting places, although I would strongly recommend you to consider visiting the magical and ...



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