I agree with TIMP stay in Hobart and drive to Huon Valley. The Tahune air walk is not to hard at all and is fantastic.

As for food I love Kelleys It does not have the great views but fantastic food and good service.

Richmond is a great little place to visit. You can go through a small jail and get that Port Arthur feel without the long drive! It’s also the home of Australia's oldest bridge. It amongst the wine trail and I would recommend a stop at Meadowbank they have some great wines and a fantastic restaurant.