The cycleway has been built in various section through the early years of the 21st century, and as of 2022[update] extended in an unbroken section from St Leonards along the western edge of the Otago Harbour south to the heart of Dunedin City parallel with the South Island Main Trunk railway and SH 88, along Portsmouth Drive on the Southern Endowment at the head of the harbour, and along Portobello Road close to the shore of Otago Peninsula as far as Macandrew Bay (opened in September 2020).

The creation of the pathway has included the widening of various roads around the city, notably the extension and separating of paths on the embankment that runs along the edge of Otago Peninsula.

The section of cycleway close to Roseneath includes a large retaining wall decorated with a stylised taniwha by local artist Simon Kaan.

The cycleway runs close to a controversial sculpture of giant teeth, Harbour Mouth Molars by Regan Gentry, at the northwestern end of Portsmouth Drive.

A large brutalist sculpture, Kuri/Dog by Stephen Mulqueen, guards the harbourside close to Otago Yacht Club, just to the northwest of the mouth of the Leith.