En Vind Av Sorg
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For the kind of hiking you are doing, you really don't need to go out and spend $200 on expensive trekking boots. Get yourself some comfortable low top trail or trail/running shoes. Some good brands out there: Merrell, Patagonia, La Sportiva, etc.
P.S. for Cara: the closest shoes to barefoot-
P.S. for Cara: the closest shoes to barefoot-