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The Pineapple Track is a walk along Dunedin's skyline with magnificent views of the city and Taieri Plains. It passes through the tussock country above the tree line of Flagstaff Hill.
The Flagstaff Hill vantage point, high above the harbour and inland plains, proved useful in pioneering times. When a ship was entering the harbour, a flag was raised on the hill signalling the ship's arrival to the people on the plains and surrounding areas. Given the shortage of women at that time, bachelors from the Taieri Plains would make a hasty journey to the port in hope of getting a wife.
The Pineapple Track's name comes from much later. In the 1920s a local grocer guided people up the track and provided a snack of tinned pineapple for the hikers when they rested at the top of a steep section. They would often leave the tins hanging on trees or fences.
The walk is 5 kilometres in length and takes two hours to complete.
The Pineapple Track runs from a car park off the Flagstaff-Whare Flat Road to Booth Road or vice versa. There is a Dunedin City Transport 'Glenleith Extension' bus to Booth Road.