The Captain Cook Hotel is a heritage-listed pub located at 33–35 Kent Street, in the inner city Sydney suburb of Millers Point, Australia.

By 1843 Kent Street was a regular thoroughfare, and despite being only partly formed, it encouraged development in Millers Point such as Holy Trinity Church, the Lord Nelson Hotel and some housing.

A photo dated 1864 by the Freeman Bros shows the site to be vacant and the ground level is somewhat lower than the road indicating some local quarrying.

The State Heritage Inventory datasheet notes that there was a small timber cottage on the site in the late 1860s in which a Henry Labat lived in 1868.

The style of the pub with its overhanging eaves and hipped roofs would appear to predate Allen's 1869 row of terraces, and given that the site was empty and unprepared in 1864, the Captain Cook Hotel must date from c. 1867.

These two end terraces form the basis of the present Captain Cook Hotel and have 2 pane double hung windows, a splayed corner and central common wall, which protrudes from the roof.

Given the photographic evidence it can only be concluded that Dove made an error in the legend and apportioned the wrong number to the Captain Cook Hotel.

The other hotel appears in photos up until it was demolished during work to form High Street c. 1910, and clearly could not also have traded as the Captain Cook with its close neighbour for 40+ years.

[2] During this period pubs were the centre of local social activity and provided for a much wider role in the community than simply serving alcohol.

However the temperance movement was a significant force from the 1870s and the close proximity of genteel residents in Millers Point with the labourers, sailors and wharfies was a source of complaint.

The land was deeply excavated leaving the site of the Captain Cook at the top of the cliff with only the narrow Argyle Lane separating it from the drop to the new Federation housing built on the newly formed High Street.

A photo by Kerry and Co dated 1905–1910, whilst partially obscured by a tree, shows that the upper section of the hotel remains unchanged and there is no parapet on the building as yet.

The policy was counterproductive, not just in the drinker's response, but the pubs would also become less of a community facility and more one associated with drunkenness and socially unacceptable behaviour as a result.

Pub architecture responded in the early 20th century by adopting a clean and Modern style that resulted in many original interiors and facades being completely altered.

The State Heritage Inventory listing card makes an unreferenced statement that the pub was demolished in 1920 and reconstructed by the Sydney Harbour Trust.

The large openings on the ground floor have been filled in and reduced to small doorways, and this work appears to be in progress as the brickwork is yet to be rendered.

[2] Current photos of the building show that the original c. 1867 large openings on the ground floor have been reconstructed, possibly from investigation of the fabric.

[2] 1940 modifications included the introduction of a parapet to Kent Street and an external decorative composition of rendered string lines and dentillation that tied the two terraces into what appears as a single building, removing the projecting sills.

[2] The Captain Cook Hotel, a two-storey rendered brick building in a subdued version of the Federation Free Style, is situated on a corner towards the northern end of Kent Street.

The site has historic significance as part of the Australian Gas Light Company and for its long continued association with the hotel trade since 1876.

It is an example of the evolution of the small scale corner hotel on the fringes of the city, and reflects the social character of the area during the early years of the 20th century.