1929 Rolls-Royce Phantom I Henley Roadster

'The Lickey Incline' art by Terrence Cuneo

"Patrick Whitehouse, author, railway photographer, steam railway preservationist and joint presenter of BBC TV's 'Railway Roundabout, commissioned 'The Lickey Incline' directly from the artist in the 1960s.

"Patrick Whitehouse bought Kolhapur as a wreck and it was restored at the Tyseley Railway Museum in Birmingham, which he founded. Kolaphur was one of the few locomotives which were powerful enough to take a passenger train up the Lickey Incline without needing assistance from a banking engine [although there is clearly one depicted here].

"'The Lickey Incline' was painted on site and from a photograph taken by Patrick Whitehouse. The two children depicted in the lower left corner are Whitehouse’s son and daughter.

This picture also featured on the 1974 Hornby model railway catalog.  

Source

cars on Sunset Strip, L.A., 1975

With a 1970 Dodge Challenger muscle car on the left and the famous Whisky a Go Go in the background.  (la.curbed.com)

GM products at the UP yard, 1953

1957 Austin Westminster

cars in Trinidad, 1965

Mostly British, as one might expect.

1936 Morris 8 and an Ab-hauled passenger train in the Cromwell Gorge, 1950s

Customers will recognise this scene from the first edition of the book The Otago Central Railway: a tribute by Tony Hurst from 1990. (Derek Cross/NZR pic)

interisland ferry 'Aratika' pennant

See the book Strait Crossing: the ferries of Cook Strait through time for heaps more.

'I read a real book at every opportunity'

"Viaduct, Central Plateau" art

By John Tole (New Zealander, 1890-1967).  Some cubist influence is obvious; but not obvious is which viaduct he used to base this scene on.