Sydney with Old Compass Travel

Private walking tours and cultural travel experiences in Sydney – heritage and history, architecture, big stories and stunning Sydney scenes. Sydney is one of the world’s great walking cities. Join one of our experts for a celebration of Sydney natural and built beauty, while exploring a complicated past.

Ask about a customised walking tour of architecture, historic houses, museums, Sydney harbour parks or photography.

Join us!

Sydney – Tales of the City is a private history walking tour through Sydney’s stunning places and fascinating history. With the intimacy and low-impact of a small group (maximum 8), we experience the big stories, architecture, ar...more

Private heritage walking tour of Sydney –  expert leaders, real history, Sydney Harbour, stunning scenes

  • $95AUD incl. GST Minimum 4 travellers (adult / child over 12 years). Minimum charge $380AUD per booking
  • Operates Thu / Fri / Sat / Sun : 9am – 12pm OR 3pm –  6pm including breaks and drinks by the harbour (summer)
  • Email: [email protected]
  • Call +61426638642
  • Minimum: 4 people – min. age 12. Min. fee $380 (4 pax). Mobility essential – around 6000 steps (ask about customised walks with fewer steps.
  • Ask about customised walks of architecture, the beaches, historic houses and National Parks.

A private walking tour that uncovers the complexity of Sydney’s past and present through its globally loved icons – Sydney Opera House (1973) and the Harbour Bridge (1932). Our walk is a visual celebration of Sydney that dives into th...more

  • Price – $560AUDpp incl. GST Minimum 2 travellers (adult / child over 12 years).
  • 5.5 hours approx. including expert guide and presentation, transport, admission fees, drinks and snacks, pub lunch OR dinner,
  • Operates daily by request. Mornings 8.30AM – 2PM approx or Afternoons 1PM – 6.30pm (we adjust for light and seasonal conditions).
  • Email: [email protected] Call +61426638642
  • Mobility essential – around 8000 steps (ask about customised walks with fewer steps).
  • Ask about customised walks of architecture, the beaches, historic houses and National Parks.

A private alternative history walking tour of Sydney’s historic Rocks – Tallawoladah district. With the intimacy and access of a small group (8 or less), we’ll see where the harsh convict settlement of New South Wales was estab...more

A private alternative walking tour of The Rocks, Sydney, where dispossession and convict history began and a colonial outpost was transformed to a trading powerhouse – minimum 4 people.

  • Private walk – $75AUD pp incl. 10% GST. Min 4 pax or Min booking – $300AUD incl. GST
  • Active walking tour – 2.5 hour approx.
  • Operates Thu / Fri / Sat / Sun The Rocks @ 9.30AM
  • Includes: Expert Sydney guide, presentation, coffee stop (coffee or soft drink).
  • Ask about customised Sydney walks of the Rocks, history, heritage, architecture, historic houses, harbour parks and more
  • Text us on +61426638642 or email [email protected]

Led by acclaimed Sydney author and historian, Dr Ian Hoskins, this small group walk (max. 8 people) takes you from some of Sydney’s oldest places to its newest. We start at Bennelong Point, site of the world-renowned Sydney Opera House, and...more

  • Ian walks by appointment on afternoons. The walk is approximately 3 hours. In summer 3PM – 6PM is optimal. Winter 2PM – 5PM.
  • Minimum cost is $640AUD incl GST (1 – 4 people). $140pp – between 5 – 8. Larger groups also possible on request.
  • Mobility essential – stairs and hills

We’d love to customise an unforgettable Sydney cultural travel experience for you or your group. Our tailormade experiences include in walks of history and heritage, architecture, museums and art, as well unique experiences of Sydney...more

  • Custom tours for individuals, couples and small groups interested in history, culture and the contemporary life of Sydney.
  • Galleries, historic houses, gardens, architecture, fascinating neighbourhoods, literature, photography, national parks, beaches and coast.
  • Be led by one of our experts or a local historian, author, journalist or artist.