Tracks Through Time: Sydney’s Transport Heritage Tour

PORT BUS TRANSPORT HERITAGE EXPO TOUR

Sunday 05 October 2025 – Wednesday 08 October 2025

Join us on an unforgettable 4-day adventure to Sydney, where history, culture, and stunning harbour views come together to create a truly unique touring experience. Designed for heritage and travel enthusiasts alike, this tour highlights the best of Sydney’s transport history with a full day at the Transport Heritage Expo, immersive visits to iconic sites like The Rocks and the historic Quarantine Station, and a magical evening on a Sydney Harbour dinner cruise. With a balance of guided exploration and leisure time, this tour offers something for everyone, whether you’re passionate about vintage locomotives or simply love discovering the stories behind Australia’s past.

DAY 1 (D) PORT MACQUARIE TO SYDNEY                           Sunday 05 October 2025

Welcome to our 4-day tour to Sydney, including stepping back in time as we spend the day at the Transport Heritage Expo. Sit back and meet your fellow travellers as we make our way to Sydney for the next three nights. We have a free afternoon,n and then tonight we are in for a treat as we depart on our Captain Cook dinner cruise. Sydney Harbour by night is magical so to be on the water doesn’t get any better! Our ship has million-dollar views, which we can take in from the expansive viewing areas while taking in the magical surroundings. A fantastic way to start our tour.

Lunch own arrangements and cost | dinner cruise

Rydges World Square Sydney | 02 8268 1888 | 3 nights

DAY 2 (BD) TRANSPORT HERITAGE EXPO                           

Monday 06 October 2025

We have an exciting day today heading to Thirlmere where we visit the NSW Rail Museum. Here we venture back in time with Australia’s largest collection of heritage rolling stock and a diverse range of interactive exhibits. Climb aboard the cab of an old steam locomotive, explore a mail van, walk through a prison van and admire the Governor General’s carriage in all its glory. Join in the festival atmosphere with lots to see and do. We will confirm a time later today to return to our hotel.

Breakfast and dinner hotel | Lunch own arrangements and cost

DAY 3 (BLD) EXPLORING THE ROCKS                                   Tuesday 07 October 2025

The Rocks holds a unique place in Sydney’s colonial history as the birthplace of European Australia. We join a guided tour of the area bringing The Rocks to life as we explore Sydney’s oldest neighbourhood. Hear the legends and history of Sydney as you stroll the shoreline of the sparkling Sydney Harbour and wander down hidden alleyways, shady courtyards, and cobbled lanes. Discover what makes The Rocks tick on a Sydney heritage walk. Following our tour, we enjoy lunch at a local pub. With some free time to take in the beautiful Circular Quay area overlooking the harbour. Breakfast and dinner hotel | Lunch included

DAY 4 (BL) QUARANTINE STATION TO HOME                    Wednesday 08 October 2025

Following breakfast, we checkout of our hotel making our way to the North Head for our tour of the Q Station. The Quarantine Station was used from 1833 to 1984 for migrant ships carrying passengers with suspected contagious diseases. These passengers and crew were off-loaded into quarantine to protect residents. As we explore the history of the Quarantine Station, its historical buildings and stunning grounds we’ll hear the personal stories of passengers quarantined and the dedicated staff who lived and worked on site. It is an interesting visit followed by lunch. Heading home we certainly discovered quite a bit of history on tour that we may or may not have known before we left home.

Breakfast in hotel | Lunch included

Tour Inclusions

•              3 night’s hotel accommodation

•              3 cooked breakfasts

•              2 x hotel dinners and 1 x Dinner Cruise

•              2 included lunches – see below

•              Sunset Dinner Cruise with Captain Cook Cruises

•              Entry to the NSW Rail Museum

•              The Rocks Signature Tour including pub lunch with The Rocks Walking Tours

•              Wharf tour including lunch at Q Station Retreat

$2,029 pp twin | + $2,570 pp single sup | $500 deposit pp

Please Note

•              The price is based on a minimum of 20 paying passengers. If the numbers fall below 20 passengers, this tour may need to be recosted.

•              Price is valid for the above tour dates only and includes GST.

•              Morning teas or afternoon teas are not included unless specified.

For more information or to book;

Phone:                 02 6583 3330

Email:                  admin@portbus.com.au

Website:             https://www.portbus.com.au

Book Online:     https://events.humanitix.com/sydney-heritage

The itinerary may be subject to change without notice. Whilst every effort is made to adhere to the itinerary as provided, Port Bus reserves the right to alter the touring and attractions as dictated by circumstances and conditions outside the company’s control. Alterations may be made to ensure the smooth running of the tour. Every attempt will be made to ensure alterations do not adversely affect the operation of the tour. Port Bus will not be held responsible for weather-based cancellations, or those closures made at the venue’s discretion.