While Hobart itself offers visitors a peak into charming heritage atmosphere, the region surrounding the capital city makes for one of the best Tasmanian holiday itineraries available.
A unique and fascinating journey awaits you on the historic Convict Trail from Richmond to Eaglehawk Neck and Port Arthur.
This tour requires at least four days in order to enjoy it to its full potential, so it is important to plan your trip to the island state carefully – especially if you only have limited time.
Beginning in Richmond, you will get up close to the first military garrison town outside Hobart.
The Convict Trail takes you along some of the tallest sea cliffs in the world, as you discover intriguing stories of Tasmania's past as a home to long-suffering prisoners and harsh penitentiaries.
Officially recognised by UNESCO for their important historical worth, a number of sites in the region are the best-kept records of convict history anywhere in the world.
You will journey through the Coal River Valley – passing some of Tasmania’s best cool climate wineries along the way – to the powerfully emotive Port Arthur Historic Site.
Some 73,000 convicts were transported Van Diemens Land on the peninsula's southern-most tip, with about one in five serving time at Port Arthur.
A day here includes at tour to the boys' prison of Point Puer, the coal mines and – if you're brave enough – a ghost tour.
There will also be time to spot some Tasmanian Devils, take in the panoramic views and rugged rock formations of the coastline and be dazzled by the Tasman National Park.
Other significant destinations en route include the Cascades Female Factory in South Hobart, Darlington Probation Station on Maria Island, and Woolmers and Brickendon Estates near Longford.