repeat Sydney trike tour – Dan + Katie 30.09.26
The repeat Sydney trike tour was for our passengers who did a trike tour with us in January 2024. They loved it so much that when they came back to Sydney, they organised another one. They are from interstate. Our trike rider picked them up from their hotel in the Sydney CBD.
Sydney Opera House
Firstly, they rode past the iconic Sydney Opera House shows a different view. We can’t ride close but you can see it from a different angle to the usual. The Sydney Opera House is a multi-venue performing arts centre. Designed by Danish architect Jørn Utzon, but completed by an Australian architectural team headed by Peter Hall, the building was formally opened by Queen Elizabeth II on 20 October 1973.
Conservatorium of Music
Secondly, it was past the Conservatorium of Sydney. Designed by Francis Greenway as stables for the Government House that had been commissioned by Governor Macquarie in 1816, the building became the Conservatorium in 1916. It’s a magnificent building and we have seen many a performance there.
Macquarie Street
After finishing that loop road, they rode down Macquarie St. This street, is the location of the main governmental institutions of NSW: Parliament House, Government House, and the Law Courts Building (which houses the Supreme Court of New South Wales). There is so much history behind Macquarie St. and the buildings that front it.
In the years since its founding in 1788, Sydney had developed organically, and by the early 1800s was lacking in major public buildings, and had a complex network of narrow streets. The supply of drinking water and waste management was also becoming an issue. Governor Macquarie initiated the construction of Sydney’s first public buildings of any real permanence and set the boundaries of Sydney’s grid of streets, laying out the street in 1810.
Mitchell Library
Next, it was past the Mitchell Library. The Australian Subscription Library, established in 1826, was renamed as the Australian Library and Literary Institution in 1853. In 1869 the NSW Government purchased the collection and building to form the Sydney Free Public Library, the first truly public library for the people of NSW. Free Public Library was renamed in 1895 as the Public Library of NSW. In 1907 David Scott Mitchell bequeathed his collection to the NSW government and the Mitchell Library, built to hold the extensive collection, opened in 1910.
1975 saw the Library renamed as the State Library of NSW. We all still call it the Mitchell Library!
Art Gallery of NSW
Further on they turned left, along Mrs Macquaries Road. The Art Gallery of NSW has beautiful historic sandstone buildings which were built between 1896 and 1909. The Art Gallery of New South Wales began without a collection and without a building on 24 April 1871 when a group of 30 art-loving citizens established a society to support artists and promote knowledge and enjoyment of art in the wider community. In 1874 they secured government support for their project and by 1880 they had their own dedicated building, the first of its kind in Australia.
Domain
Also, this road goes through the Domain. The Domain is a heritage-listed 34-hectare (84-acre) area of open space located on the eastern fringe of the Sydney CBD. As usual, the repeat Sydney trike tour was showing some beautiful sights and icons of Sydney.
Mrs Macquaries Chair / Point
This road leads to Mrs Macquarie’s Point. This peninsula was named in 1810 after Elizabeth, Governor Macquarie’s wife, who ordered a seat to be chiselled into the rock from which she could view the harbour. Mrs Macquaries Chair, as it’s known, is still there today. It’s in the Domain but is effectively an extension of the Botanic Gardens.
Woolloomooloo, Harry’s and Garden Island
They did the loop back and headed further east. Woolloomooloo is known for Finger Wharf, an old cargo dock that attracts a trendy clientele with fine dining, hip bars and water views on all sides. It also has the famous Harry Cafe De Wheels which has been serving customers for over 80 years. They make delicious pies, hotdogs and more. Lots of interesting photos are on the walls, mostly of famous celebrities who have visited over the years. They rode past Garden Island which is the location of a major Royal Australian Navy base. Then it was up the hill and into Potts Point.
Kings Cross
Continuing on, they rode through the infamous Kings Cross, though it has calmed down a lot since it’s heyday – home of the famous and huge Coca Cola sign. Kings Cross is also home to nightclubs and ladies of the night though it is not nearly as raunchy as it was in the 1970s (apparently).
Coca-Cola billboard
Look up to see the famous “Coke Sign”. It is an advertising billboard erected in 1974 by the Coca-Cola Company. More often regarded as an iconic landmark than as an advertisement. The new Coca-Cola sign was officially turned on, on 15 September 2016, and uses a lot less power. It is the single largest controllable LED sign in the Southern Hemisphere and can change colour.
Rushcutters Bay
Next is Rushcutters Bay. After British settlement, the area was first known as ‘Rush Cutting Bay’ because the swampy land was covered in tall rushes used by early settlers for thatching houses. In 1878, 2 hectares (6 acres) were reserved for recreation; and, after reclamation work was completed, Rushcutters Bay Park was created. The family’s trike tour Sydney is fun as well as interesting!
Double Bay
The next eastern suburb is Double Bay, it is a harbourside eastern suburb 4 km east of Sydney CBD.
It takes its name from the bay of Sydney Harbour and refers to the two geographical formations between Point Piper and Darling Point, which are interrupted by a miniature point in between. It has some of the most expensive real-estate in Australia and is colloquially often referred to as “Double Pay”, a term coined due to the high income of people living there, and the nature of the shopping area which features high-end fashion labels.
Rose Bay
Further east, they rode through Rose Bay. It is a harbourside eastern suburb of Sydney, located seven km east of the CBD.
The name Rose Bay was used as early as 1788 by Captain John Hunter. HMAS Tingira, named after an Aboriginal word for ‘open sea’ was moored in Rose Bay from 1912 to 1927. It was used to train over 3,000 Australian sailors, many for service in World War I. There is a small park on the Rose Bay waterfront which commemorates Tingira.
Vaucluse
Up the hill, they headed north through the posh eastern suburb of Vaucluse. The first European activity in the area took place not long after settlement, when a makeshift signalling station was set up on the ridge overlooking the ocean. Its role was to signal the colony if a ship was approaching. Pilots based at Camp Cove, Watsons Bay, could then meet the ship and guide it through the harbour. A formal signal station was established in 1790, serviced by a bridle trail that later became Old South Head Road in 1811.
Macquarie Lightstation
Then, they headed north and stopped at Macquarie Lightstation / lighthouse for a photo (or four). Completed in 1818, Macquarie Lighthouse was designed by convict architect Francis Greenway for Lachlan Macquarie, the Governor of NSW. Owing to crumbling foundations, it was reconstructed in the 1880s. Standing at 26 metres tall, the replacement tower was designed by the state’s Colonial Architect, James Barnet, to closely resemble Greenway’s original.
The Gap
Even further north is “The Gap” . The view is towards North Head and out to the South Pacific Ocean. The Gap is an ocean cliff which faces the Tasman Sea, and is located in the suburb of Watsons Bay. Although the cliff is a popular tourist destination, it is infamous for suicides.
Gap Park is located on a coastal escarpment on Sydney Harbour’s South Head. It has spectacular views of both the harbour and the ocean. A weather worn memorial to an officer killed in the Boer War, is at the entrance to Gap Park. It’s where this photo was taken. What an interesting repeat Sydney trike tour this has been already.
Watsons Bay
Opposite is Watsons Bay. It sits on the end of the South Head peninsula and takes its name from the sheltered bay and anchorage on its western side, in Port Jackson (Sydney Harbour). Fabulous views across the harbour to the Sydney Harbour Bridge, on the repeat Sydney trike tour!!!
Bondi Beach
Next, they rode south to the world famous Bondi Beach. This is the beach where Bondi Lifeguards of the Bondi Rescue TV series is filmed. When in Sydney it is one of the places you should visit. The beach is seriously nice (but not our favourite) but it’s good to say you have seen it. Bondi Beach is one of the most visited tourist sites in Australia. Bondi Beach is recorded by the Australian Museum that Bondi means place where a fight using boondi sticks (nullas nullas or fighting sticks) took place.
They stopped near the Lifeguard Tower to have a look and take photos. The repeat Sydney trike tour has shown all the main icons!
Tamarama
Riding south, along more beautiful, though possibly less well known, beaches. The suburb of Tamarama has a small ocean beach about 1 km south of Bondi Beach and a couple of hundred metres north of Bronte Beach. It is an extremely narrow beach and deceptive for its size. Tamarama Beach is often referred to as Glamarama (or Glamourama), owing to the alleged abundance of glamorous people who sunbathe (often topless), on what must be one of the smallest strips of sand in the state (Wikipedia).
Bronte
Then, they rode yet further south to Bronte Beach. Bronte Beach sits on Nelson Bay, surrounded by Bronte Park. Bronte offers scenic cliff-top walking paths south to Coogee via the Waverley Cemetery and north to Tamarama and Bondi Beach.
Clovelly Beach
Further south to Clovelly Beach. Clovelly Beach is a small and tranquil beach, located the mouth of a narrow bay between two rocky ridges. Unless you are on a tour like the repeat Sydney trike tour, you probably wouldn’t see this.
Coogee
Then, they rode to both the south and north end of Coogee Beach. At the southern end is Wylies baths (open 365 days a year), as well as McIver’s Baths, which is the only remaining female-only ocean pool in Australia (dating back to 1886).
😆 The name Coogee is derived from the Aboriginal word ‘koojah’ which means ‘bad smell’ or a ‘stinking place’. Already, the perfect winter trike tour in Sydney was showing beautiful yet interesting areas which most visitors don’t see.
Maroubra
Riding further south, Maroubra is one of Australia’s top surfing beaches. It is a local Aboriginal word meaning place of thunder. In 2006, Maroubra Beach became the second Australian beach to be named an official National Surfing Reserve. The spectacular 1km long beach is wrapped by a rocky headland and natural bushland.
Long Bay Correctional Complex (Gaol)
Next, they rode past the notorious Long Bay Goal. The State Reformatory for Women was opened in 1909 and the State Penitentiary for Men was opened beside it in 1914. Gallows were in operation at the complex from 1917 to 1939. The Long Bay Correctional Complex, commonly called Long Bay, is a correctional facility comprising a heritage-listed maximum and minimum security prison for males and females and a hospital to treat prisoners, psychiatric cases and remandees.
Little Bay
The little known Little Bay area was first used as a sanitation camp during Sydney’s smallpox outbreak in 1881–82, to isolate the healthy contacts of sufferers of the disease. Also, bubonic plague in Sydney of 1900 and then again when soldiers returning from Europe brought the influenza virus back in 1919. Little Bay was an ideal location because it was isolated from settlements but still close enough to Sydney
La Perouse
This beautiful peninsula in Sydney’s southeast is where Captain Arthur Phillip’s First Fleet initially landed in 1788, before deciding to settle at Sydney Cove. La Perouse is named after a French explorer who arrived in Botany Bay a week after the First Fleet. Nearby is the 1880s-built Bare Island Fort, which you might recognise from the Tom Cruise film Mission Impossible 2. Then they turned around and headed north, past Botany Bay.
Port Botany
Botany Bay is where Lieutenant James Cook first landed on 29 April 1770, when navigating his way up the east-coast of Australia on his ship, the Endeavour. The ship’s English naturalist Joseph Banks and Swedish botanist Daniel Solander spent several days on shore collecting vast numbers of previously unknown specimen. Cook’s journals first referred to the bay as Sting Rays’ Harbour, then later Botanist Bay and finally both these names were crossed out and replaced with Botany Bay. The suburb name comes from the bay it stands on.
However, the 2.5 hrs was almost up, so our rider drove back through the Sydney CBD to their hotel and dropped them off.
Feel the Freedom!
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Troll Tours Pty Ltd


Troll Tours Pty Ltd
Troll Tours Pty Ltd