[12] In September the same year he took part in the first King's Cup Race, flying an Airco DH.9C belonging to Lady Anne Savile (Princess Loewenstein-Wertheim), who flew with him as a passenger.
[18] Hamilton was posted to the Inland Area Aircraft Depot at Henlow on 17 September 1924,[19] and on 3 December was placed on half-pay.
[22] Hamilton acquired a Martinsyde F.6 (G-EBDK) from F. P. Raynham, and on 29 January 1925 he flew from London to St. Moritz, Switzerland, via Paris, Zurich, and Chur, a total distance of 450 miles, being airborne for eight hours.
[24] Hamilton, along with Geoffrey de Havilland, Hubert Broad and others, was a founder member of the British Private Aircraft Owners' Club on 17 February 1926.
[25] During the General Strike in May Hamilton was one of the pilots taking part a scheme organised by the Royal Aero Club to deliver newspapers by air.
[26] Hamilton also entered the 1926 King's Cup Race, but was obliged to withdraw as his engine was not ready in time.
[29][30]) Hamilton was then involved in an attempt to make the first flight across the Atlantic from east to west, flying from England to Ottawa, Ontario, Canada.
The aircraft, flown by Hamilton and Frederick F. Minchin from Imperial Airways, with Princess Lowenstein-Wertheim as passenger, took off from Upavon Aerodrome, Wiltshire, on 31 August 1927 at 7:15 a.m.
Around 6 a.m. the next morning the Dutch steamer SS Blijdendijik reported seeing a white light travelling eastward in the sky when about 420 miles east-south-east of New York, which, if it were St. Raphael, was far to the south of its intended route, suggesting that they were lost.