Such dashing tactics and spontaneous strategy, however, could not always prevail. He was charged with the defence of Bristol, with what result is a matter of common historical knowledge. His own observation on this episode in his career is an admirable epitome of his character, as comprehensive as it is brief, "I have no stomach for sieges."
Charles wrote him a letter of somewhat undue severity, in which he exhibited all the asperity of his character as well as his ignorance of the situation. Perhaps if he had realized that the circumstances would have rendered the retention of Bristol impossible even to a Caesar or a Turenne, he might have written in a more tolerant strain; but it is not very probable. In any case the letter cut Rupert to the heart.
Before his final overthrow Charles, indeed, relented from his severity, and created his nephew Earl of Holdernesse and Duke of Cumberland, granting him also a safe conduct to France, which was honoured by the Parliamentary leaders.
Thenceforward for a few years Rupert's career is directly associated with the high seas. On the revolt of the fleet from the control of the Commonwealth he made his way on board of one of the King's vessels, and figured in several naval battles and skirmishes. But even here the result was a foregone conclusion. The bulk of the ships and crews still remaining loyal were rapidly captured or sunk, and the remnant, of which Rupert assumed command, was exceedingly small. He began by sailing to Ireland, whither he was pursued by Popham and Blake, who very quickly blocked him up in the harbour of Kinsale. But the Puritan captains were deceived if, as it appears, they fancied the Prince an easy prey. Rupert was no more the sailor than he had been the soldier to brook so facile a capture. He effected a bold escape, just under their guns. But realizing his helplessness to engage the Puritan fleet in open combat, he inaugurated a series of minor conflicts, a kind of guerilla warfare, which, to our modern notions, would best be classified under the head of privateering, to use no harsher term.
The Spanish Main was at that period an excellent ground for operations of this kind, and with very little delay Rupert was soon very busy with his small but gallant fleet in those waters. Here the commander of the little _Reformation_ and his convoys spent three years with no little pecuniary profit to himself and crew. On more than one occasion his exploits in the neighbourhood of the West Indies bore no distant resemblance to piracy, as he boarded impartially not only English, Dutch and Spanish ships, but also those flying the English colours. Howbeit on one occasion, being advised that the master of one craft was a Frenchman, he generously forebore to reap the profits of his valour out of respect to the monarch with whom both his cousins, Charles and James, had found a refuge. He insisted that the plunder should be restored. On the whole, however, Rupert seems to have had little conscience in the matter. The mere excitement of such adventures alone delighted him, although it would scarce have satisfied his crews. There is reason to suppose that he himself was not actuated primarily by the mere love of gain. It is known that several of his captains returned with large fortunes; Rupert's own profits were long a matter for conjecture. Even at his death they could not be approximately ascertained; for while he left a goodly fortune, comprising jewels valued at twenty thousand pounds, much of this fortune was acquired legitimately since these stirring days of his youth; and no small part was derived from his share in the Hudson's Bay Company.