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When hostilities resumed between England and France in 1369, Calveley was once again involved, first in raiding the possessions of Gascon nobles who had defected to the French. He took part in at least three further campaigns in the period to 1374; notably, he was one of the joint commanders of the English army disastrously defeated by [[Bertrand du Guesclin]] at the [[Battle of Pontvallain]], 4 December 1370, though he managed to escape.
From 1375 to 1378, Calveley was [[governor of Calais]], an important port. Thereafter, he became one of the two Admirals of the English fleet, taking part in several sea battles. He is also made Warden of the Isles in 1376, tasked with
In July 1379, he was involved in a raid on Brittany led by [[John FitzAlan, 1st Baron Arundel|Sir John Arundel]], Marshal of England. On their return voyage, 20 ships and about 1000 men were lost at sea in a storm. Calveley was one of only 8 survivors.
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