Initially I thought I would rely on tours and buses when I get to Hobart in mid Sep as I am very bad with parallel parking so I avoid in Sydney as much as possible. However after talking to a colleague who visited Hobart recently, he told me it is very easy to drive around Hobart and it will be much cheaper than joining tours (even if I am travelling by myself)
If I rent a car I will probably rent it for the first day to head to Port Arthur right after my plane land at 9:30 on the morning. And the next morning drive to Mount Wellington (if weather is bad, then around Battery Point) and return the car.
My questions would be how difficult is the drive to Port Arthur and Mount Wellington. Some people commented the drive to and from Mount Wellington is quite scary, but how bad is it? How long does it take to get to both places? And how busy do the roads get on a weekday nights at Hobart CBD?