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What to Wear and How to Pack for Sydney Australia? Sydney is a fairly casual city and you can spot people in T-shirts and jeans during most of the season. However, the city dons its party hats during night time and you will find dressed up people if you step out during nights; so, your packing will include both. Here are some tips:
No matter what hat you wear, keep these few rules in mind: 1  Make sure the hat fits your head. 2  Wear light-colored hats during the Spring and Summer and dark during Fall and Winter. 3  If you feel âweirdâ or not comfortable wearing a Fedora, than donât do it.