Cruise or kayak the Derwent river, sip coffee under the sun umbrellas of Salamanca Square or soak up the seafaring vibe of Hobart’s first suburb, Battery Point. Just 20 minutes from Hobart’s 19th century sandstone warehouses lies windswept Mount Wellington. A little further to the south-east, wind past the Coal Valley’s cool-climate wineries to the historic towns of Huonville and Richmond. In the coastal hamlet of Kettering, you can take a car ferry to Bruny Island or a wildlife cruise past crags, caves and sea cliffs. From crescent-shaped Cockle Creek, you can sense the World Heritage-listed wilderness of Southwest National Park even if you never step beyond the beach. Learn about life as a mid-19th century prisoner at the Port Arthur Historic Site on the Tasman Peninsula. Then stay in Woodbridge, walk the sweeping beaches of Tasman National Park and dine in luxury at Peppermint Bay. See 200-year-old oaks and sandstone cottages in Oatlands or follow the path of pioneers on the Heritage Highway from Launceston to Hobart. Visit the antique-loving town of New Norfolk and pretty Hamilton on the Clyde River. For a taste of high country and malt whiskey, visit Bothwell at the southern edge of the Central Plateau.