Begin at the Customs House Forecourt with sweeping harbour views of the Sydney Opera House and Harbour Bridge while your guide introduces Sydney’s story — from its Aboriginal heritage and the arrival of the First Fleet in 1788 to the vibrant harbour city visitors see today.

Walk into The Rocks, Sydney’s oldest European neighbourhood. Once home to convicts, sailors and dock workers, this historic precinct is filled with sandstone buildings, pubs and narrow laneways that reveal the city’s colonial past. Make your way through Nurses Walk & Suez Canal, and explore cobblestone laneways that once formed the heart of early Sydney. Hear stories about the colony’s first hospital, life in the crowded port district and the notorious “push gangs” that once ruled the streets. Visit the preserved 1840s terrace houses of Susannah Place and learn how working families once lived in The Rocks. The guide will also explain the famous “Green Bans” movement that saved the neighbourhood from demolition in the 1970s.

Take in elevated views across Circular Quay and Sydney Harbour from the Cahill Expressway viewpoint while learning how the city developed through the 20th century. Stroll along the edge of the Royal Botanic Garden and via Tarpeian Way with stunning views of the Sydney Opera House and Harbour Bridge — one of the most scenic walking routes in the city. Finish the tour at the Sydney Opera House forecourt, a UNESCO World Heritage site and one of the most famous buildings in the world.