HMAS Kookaburra

HMAS Pioneer (formerly HMS Pioneer) was a Pelorus-class protected cruiser built for the Royal Navy at the end of the 19th century. She was transferred to the fledgling Royal Australian Navy (RAN) in 1912. During World War I, the cruiser captured two German merchant ships, and was involved in the East African Campaign, including the blockade of the cruiser SMS Königsberg and a bombardment of Dar-es-Salaam. She returned to Australia in late 1916 and was decommissioned. Pioneer was used as an accommodation ship for the following six years, then was stripped down and sold off by 1926. The cruiser was scuttled outside Sydney Heads in 1931.

HMAS Arunta (I30/D5/D130) was a Tribal-class destroyer of the Royal Australian Navy (RAN). Named for the Arrernte Aboriginal peoples, the destroyer was laid down in 1939 and commissioned into the RAN in 1942. Arunta fought during the second half of World War II; initially as a convoy escort and patrol ship, then in the shore bombardment and amphibious landing support roles while attached to the United States 7th Fleet. During the war, she was responsible for sinking Japanese submarine Ro-33 off Port Moresby on 24 August 1942, and earned five battle honours (one of which was later rescinded). After the war's end, Arunta underwent two deployments to Japan as part of the British Commonwealth Occupation Force. The ship underwent a lengthy modernisation from 1949 to 1952, and was reclassified as an anti-submarine destroyer. After conversion, Arunta served in Korean waters after the Korean War armistice, and was one of the first Australian warships assigned to the Far East Strategic Reserve. Arunta was paid off into operational reserve at the end of 1956, where she remained for twelve years. In 1968, the destroyer was sold for scrap, but was never broken up, instead sinking while under tow off Broken Bay on 13 February 1969.

North Head is an Australian National Heritage listed headland which includes the North Head Quarantine Station and has been symbolically regarded by ships arriving in Australia since 1788 as the entrance to Port Jackson, New South Wales

The Signal Hill Battery was constructed in 1892/93 at Watsons Bay and is adjacent to the Signal Hill Lighthouse on Old South Head Road.

The Macquarie Lighthouse, also known as South Head Upper Light, is the first, and is the longest serving, lighthouse site in Australia. It is located on Dunbar Head, on Old South Head Road, Vaucluse in the Municipality of Woollahra local government area of New South Wales, Australia. The lighthouse is situated approximately 2 kilometres (1 mi) south of South Head near the entrance to Sydney Harbour. There has been a navigational aid in this vicinity since 1791 and a lighthouse near the present site since 1818. The current heritage-listed lighthouse was completed in 1883. The lighthouse and associated buildings were designed by James Barnet and built from 1881 to 1883. The lighthouse is fully operational and is under the control of the Australian Maritime Safety Authority. The grounds are managed by the Sydney Harbour Federation Trust.The lighthouse is featured on the coat of arms of Macquarie University. A simplified line drawing of the lighthouse forms the logo of Woollahra Council in which local government the lighthouse is located. The lighthouse and associated site were added to the New South Wales State Heritage Register on 2 April 1999 and to the Commonwealth Heritage List on 22 June 2004.

Alexandria Parish is one of the 57 parishes of Cumberland County, New South Wales, a cadastral unit for use on land titles. It contains the area to the south and east of Sydney city including Bondi, Paddington and Clovelly. It was probably named after the Battle of Alexandria fought in 1801. The Parish of Alexandria roughly corresponds with the "Eastern Suburbs" in the traditional narrow sense of that term. The "Eastern Suburbs" in a wide sense also includes the suburbs immediately to the south, in the Parish of Botany.

The Herald was an iron paddle steamer imported as frames from the United Kingdom and assembled in 1855 by Richard Johnson in Sydney Harbour, New South Wales, Australia, where she was registered. The Herald is one of the earliest iron paddle wheel steamers built in Australia, where she operated within Sydney Harbour. She was initially used on the fledgling North Shore route between Dawes Point and Blues Point by the newly formed North Shore Steam Company; however, due to not enough traffic to make her financially viable, she often performed tug duties. Eventually the North Shore Steam Company was wound up; the vessel was put up for sale but continued picking up business wherever it was available, operating as a tug, ferry, excursion boat and cargo vessel. By 1873 Herald was working to Mosman Bay and Neutral Bay in a somewhat irregular weekday timetable. In the late 1870s and early 1880s she ran as an excursion boat to Manly and a tug. On 1 April 1884 the starboard boiler blew out while the Herald was waiting to bring in a sailing ship about 400 yards from North Head, causing the vessel to sink.

Caroline Byrne (8 October 1970 – 7 June 1995), an Australian model, was found at the bottom of a cliff at The Gap in Sydney in the early hours of 8 June 1995. Her then boyfriend Gordon Eric Wood (b. 1962), who at the time of her death was a chauffeur and personal assistant to businessman Rene Rivkin, was convicted of her murder on 21 November 2008 and spent three years in Goulburn Correctional Centre. He was acquitted of the conviction in February 2012.

The Gap is an ocean cliff at South Head in the Eastern Suburbs of Sydney, Australia. The area, which faces the Tasman Sea, is located in the suburb of Watsons Bay. Although the cliff is a popular tourist destination, it has an infamy for suicides.

Holman House, in Dover Heights, New South Wales, Australia was completed in 2004 to a design by architectural firm Durbach Block Jaggers. The firm is located in Potts Point, Sydney, Australia, and is a small architectural practice who specialise in residential and public space designs. The house was the winner of the Wilkinson Award in 2005.

The South Head General Cemetery is a heritage-listed cemetery located at 793 Old South Head Road, Vaucluse, New South Wales, Australia. It was built from 1845 to 1950. It is also known as Old South Head Cemetery and the South Head Cemetery. The property is Crown Land governed by Waverley Municipal Council. It was added to the New South Wales State Heritage Register on 25 August 2017.

Doyles on the Beach is an Australian seafood restaurant founded in 1885. Located on Marine Parade in Watsons Bay, Sydney, it is Australia's oldest continually running fish and chip shop, currently owned by Michael Doyle. There is both an à la carte restaurant and a garden bar at the Marine Parade establishment. It has two sisters restaurants: Doyles Fishermans Wharf, also in Watsons Bay, and Doyles at the Sydney Fish Market.In 2021, the restaurant was named in GQ's list of the "18 most expensive restaurants in Australia".One of the restaurant's attractions is the view over Sydney Harbour of the downtown Sydney skyline four miles to the east.