Here’s the thing about Hobart: You are pretty much guaranteed to get into a pint chugging contest with a wild-eyed, VB-swilling local singing Australian drinking toasts (“here’s to…, he’s true blue, he’s a wanker through and through, he’s a bastard so they say, tried to go to heaven but he went the other way!”). Or maybe that was just our experience.
But seriously, Hobart is a beautiful and underrated city in the equally overlooked and misunderstood island of Tasmania (where no, Tasmanian devils do not run rampant… although yes, they do exist.) Check out the former convict settlement of Port Arthur to see beautiful seaside colonial buildings where the British once housed their prisoners (i.e., Australia’s founding fathers.) With the majestic Mount Wellington dominating the city’s coastal landscape, the former penal colony wouldn’t be the worst place to do some time. Do yourself a favor and check out one of the world’s best beaches, Wineglass Bay, in nearby Freycinet National Park.