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If I were Filthy Rich
By yallmemaybe+16 Describe your dream home, dream car, or dream vacation
I'll start.
My dream vacation would be doing a 'Big Lap' around Australia. Something like the image below. Instead of doing the whole lap in a single vacation, I would divide the lap into 4 or 5 separate mini-trips.
Image source: https://commons.wikimedia.org/wiki/File:Highway_1_(Australia)_map.png_map.png)