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From Milano to Basel / Freiburg Top Places

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Hi there,
I will be travelling with my 2 years old son at the end of the August to Milano from İstanbul/Turkey. My return is from Basel. I have already seen before Bern, Lucerne, Basel and Zurich etc. This time I want to see Milano, Como, Lugano and Freiburg (Germany). Any suggestions about my itinerary?

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