As the summer progressed, British submariners had noticed how vulnerable Italian coastal railway networks were. On 15 August 1941 Wanklyn and "Upholder" sailed to the Marittimo area with the hope of landing saboteurs—or train wrecking parties—along the coast to plant explosives along coastal railways. British submarines were now carrying out these operations regularly. Over the closing months of 1941, 12 such operations were carried out. On one occasion a submarine surfaced and shot up a locomotive with its deck gun. Once in the area, Wanklyn was directed onto two convoys and missed them both. On 20 August he moved to the Cape of St Vito. After breakfast he sighted a small cargo vessel and a trawler. Wanklyn ordered two torpedoes fired, one of which hit. The vessel—"Enotria"—staggered under the blow and sank. The trawler hastily unloaded depth charges and retreated to the west in the direction of Trapani. Wanklyn followed and observed the port under air attack.