Adelaide is the Australian capital that never tried to be Sydney. It was planned on paper in 1836 by Colonel William Light, who laid out a grid of streets around six squares, ringed it with Park Lands and added a smaller grid for North Adelaide across the river. The colony was settled freely, without convicts, and drew many faiths, which is how the city got its old nickname City of Churches. The Kaurna people call the city center Tarntanya.
The city itself is small, calm and easy. A great food market, free museums along one boulevard, a botanic garden and a beach at the end of a tram line fill one easy day and half of another. What makes five days worth it is what sits around Adelaide: the German villages of the Adelaide Hills, the Barossa Valley's wineries, and Kangaroo Island, where sea lions sleep on a beach and kangaroos graze beside the road. Not many cities this size have a world wine region 60 minutes north and a wildlife island across the water.
The plan runs like this. Day one is the city: Central Market, Rundle Mall, North Terrace and a sunset at Light's Vision. Day two is Glenelg by tram in the morning, then Hahndorf and Mount Lofty in the Hills. Day three is the Barossa Valley. Days four and five are Kangaroo Island, as an overnight trip by ferry. Start on a Tuesday: the Central Market is closed Sunday and Monday, and a Tuesday start puts the Barossa on a Thursday and the ferry on Friday and Saturday. November and December give you long days and warm weather, and the Adelaide Fringe is the reason some people come in February or March instead (the 2027 season runs from 19 February to 21 March). More of Australia next? See 5 Days in Melbourne or 5 Days in Sydney.