Brilliant and Sirius were to be sunk as blockships at Ostend. The Germans had moved a navigation buoy, and so the ships were beached in the wrong place under heavy fire. But Crutchley performed well and was awarded the Distinguished Service Cross. Crutchley volunteered for the Second Ostend Raid on 9 May, and was posted to the cruiser Vindictive, again commanded by Godsal. When Godsal was killed and the navigating officer incapacitated, Crutchley took command. When a propellor was damaged on the quay preventing the vessel fully closing the canal, Crutchley ordered its scuttling and personally oversaw the evacuation under fire. Crutchley transferred to the damaged motor launch ML 254. When its wounded captain Lieutenant Geoffrey Drummond collapsed, Crutchley took command. Crutchley oversaw bailing operations, standing in water up to his waist, until the destroyer Warwick, carrying Admiral Keyes, came to its aid. Although the second raid also failed fully to close the Bruges Canal to submarine traffic, Crutchley, Drummond and Bourke were awarded Victoria Crosses for the action. When there were more worthy recipients than VCs to award, the men were allowed to elect those to receive a VC. Crutchley was one of the last elected VCs. During the final months of the war, Crutchley served on HMS Sikh in the Dover Patrol, the Channel force commanded by Keyes.