I'm confused about how to travel around the South Island. Should I go around Greymouth or go straight to Tekapo for the 11-day trip around the South Island ?

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11 days is a tight schedule, it depends on what places you want to play? If you want to go to Greymouth in the north, you have to give up Milford Sound or the coastal area of the South or Mount Cook, otherwise the time is not enough.