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Hi Dunk
I cannot speak for Sydney but down here in Vic observing can be done all year round clouds permitting. Even in the depths of winter, temperatures rarely drop below zero C and in summer you can often observe wearing shorts (mozzies permitting).
The best time of year for objects IMHO is March/April. Down here it is possible to go out and see at the same time M42, 47Tuc, Omega Centauri, the Tarantula Neb and Eta Carina. Later in the evening the Leo Triplet along with the other Leo galaxies followed by the Virgo cluster come available. And then Scorpio and in the early morning Sagittarius.
Cannot get better than that.
Malcolm
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