The seamen of the fleet, however, were restless and eager for further enterprises of this nature, and Goodson by the middle of June had fourteen of his vessels lying off the Cuban coast near Cape S. Antonio in wait for the galleons or the Flota, both of which fleets were then expected at Havana. His ambition to repeat the achievement of Piet Heyn was fated never to be realised. The fleet of Terra-Firma, he soon learned, had sailed into Havana on 15th May, and on 13th June, three days before his arrival on that coast, had departed for Spain.[142] Meanwhile, one of his own vessels, the "Arms of Holland," was blown up, with the loss of all on board but three men and the captain, and two other ships were disabled. Five of the fleet returned to England on 23rd August, and with the rest Goodson remained on the Cuban coast until the end of the month, watching in vain for the fleet from Vera Cruz which never sailed.[143]

Colonel Edward Doyley, the officer who so promptly defeated the attempts of the Spaniards in 1657-58 to re-conquer Jamaica, was now governor of the island. He had sailed with the expedition to the West Indies as lieutenant-colonel in the regiment of General Venables, and on the death of Major-General Fortescue in November 1655 had been chosen by Cromwell's commissioners in Jamaica as commander-in-chief of the land forces. In May 1656 he was superseded by Robert Sedgwick, but the latter died within a few days, and Doyley petitioned the Protector to appoint him to the post. William Brayne, however, arrived from England in December 1656 to take chief command; and when he, like his two predecessors, was stricken down by disease nine months later, the place devolved permanently upon Doyley. Doyley was a very efficient governor, and although he has been accused of showing little regard or respect for planting and trade, the charge appears to be unjust.[144] He firmly maintained order among men disheartened and averse to settlement, and at the end of his service delivered up the colony a comparatively well-ordered and thriving community. He was confirmed in his post by Charles II. at the Restoration, but superseded by Lord Windsor in August 1661. Doyley's claim to distinction rests mainly upon his vigorous policy against the Spaniards, not only in defending Jamaica, but by encouraging privateers and carrying the war into the enemies' quarters. In July 1658, on learning from some prisoners that the galleons were in Porto Bello awaiting the plate from Panama, Doyley embarked 300 men on a fleet of five vessels and sent it to lie in an obscure bay between that port and Cartagena to intercept the Spanish ships. On 20th October the galleons were espied, twenty-nine vessels in all, fifteen galleons and fourteen stout merchantmen. Unfortunately, all the English vessels except the "Hector" and the "Marston Moor" were at that moment absent to obtain fresh water. Those two alone could do nothing, but passing helplessly through the Spaniards, hung on their rear and tried without success to scatter them. The English fleet later attacked and burnt the town of Tolu on the Main, capturing two Spanish ships in the road; and afterwards paid another visit to the unfortunate Santa Marta, where they remained three days, marching several miles into the country and burning and destroying everything in their path.[145]

On 23rd April 1659, however, there returned to Port Royal another expedition whose success realised the wildest dreams of avarice. Three frigates under command of Captain Christopher Myngs,[146] with 300 soldiers on board, had been sent by Doyley to harry the South American coast. They first entered and destroyed Cumana, and then ranging along the coast westward, landed again at Puerto Cabello and at Coro. At the latter town they followed the inhabitants into the woods, where besides other plunder they came upon twenty-two chests of royal treasure intended for the King of Spain, each chest containing 400 pounds of silver.[147] Embarking this money and other spoil in the shape of plate, jewels and cocoa, they returned to Port Royal with the richest prize that ever entered Jamaica. The whole pillage was estimated at between £200,000 and £300,000.[148] The abundance of new wealth introduced into Jamaica did much to raise the spirits of the colonists, and set the island well upon the road to more prosperous times. The sequel to this brilliant exploit, however, was in some ways unfortunate. Disputes were engendered between the officers of the expedition and the governor and other authorities on shore over the disposal of the booty, and in the early part of June 1659 Captain Myngs was sent home in the "Marston Moor," suspended for disobeying orders and plundering the hold of one of the prizes to the value of 12,000 pieces of eight. Myngs was an active, intrepid commander, but apparently avaricious and impatient of control. He seems to have endeavoured to divert most of the prize money into the pockets of his officers and men, by disposing of the booty on his own initiative before giving a strict account of it to the governor or steward-general of the island. Doyley writes that there was a constant market aboard the "Marston Moor," and that Myngs and his officers, alleging it to be customary to break and plunder the holds, permitted the twenty-two chests of the King of Spain's silver to be divided among the men without any provision whatever for the claims of the State.[149] There was also some friction over the disposal of six Dutch prizes which Doyley had picked up for illegal trading at Barbadoes on his way out from England. These, too, had been plundered before they reached Jamaica, and when Myngs found that there was no power in the colony to try and condemn ships taken by virtue of the Navigation Laws, it only added fuel to his dissatisfaction. When Myngs reached England he lodged counter-complaints against Governor Doyley, Burough, the steward-general, and Vice-Admiral Goodson, alleging that they received more than their share of the prize money; and a war of mutual recrimination followed.[150] Amid the distractions of the Restoration, however, little seems ever to have been made of the matter in England. The insubordination of officers in 1659-60 was a constant source of difficulty and impediment to the governor in his efforts to establish peace and order in the colony. In England nobody was sure where the powers of government actually resided. As Burough wrote from Jamaica on 19th January 1660, "We are here just like you at home; when we heard of the Lord-Protector's death we proclaimed his son, and when we heard of his being turned out we proclaimed a Parliament and now own a Committee of safety."[151] The effect of this uncertainty was bound to be prejudicial in Jamaica, a new colony filled with adventurers, for it loosened the reins of authority and encouraged lawless spirits to set the governor at defiance.

On 8th May 1660 Charles II. was proclaimed King of England, and entered London on 29th May. The war which Cromwell had begun with Spain was essentially a war of the Commonwealth. The Spanish court was therefore on friendly terms with the exiled prince, and when he returned into possession of his kingdom a cessation of hostilities with Spain naturally followed. Charles wrote a note to Don Luis de Haro on 2nd June 1660, proposing an armistice in Europe and America which was to lead to a permanent peace and a re-establishment of commercial relations between the two kingdoms.[152] At the same time Sir Henry Bennett, the English resident in Madrid, made similar proposals to the Spanish king. A favourable answer was received in July, and the cessation of arms, including a revival of the treaty of 1630 was proclaimed on 10th-20th September 1660. Preliminary negotiations for a new treaty were entered upon at Madrid, but the marriage of Charles to Catherine of Braganza in 1662, and the consequent alliance with Portugal, with whom Spain was then at war, put a damper upon all such designs. The armistice with Spain was not published in Jamaica until 5th February of the following year. On 4th February Colonel Doyley received from the governor of St. Jago de Cuba a letter enclosing an order from Sir Henry Bennett for the cessation of arms, and this order Doyley immediately made public.[153] About thirty English prisoners were also returned by the Spaniards with the letter. Doyley was confirmed in his command of Jamaica by Charles II., but his commission was not issued till 8th February 1661.[154] He was very desirous, however, of returning to England to look after his private affairs, and on 2nd August another commission was issued to Lord Windsor, appointing him as Doyley's successor.[155] Just a year later, in August 1662, Windsor arrived at Port Royal, fortified with instructions "to endeavour to obtain and preserve a good correspondence and free commerce with the plantations belonging to the King of Spain," even resorting to force if necessary.[156]

The question of English trade with the Spanish colonies in the Indies had first come to the surface in the negotiations for the treaty of 1604, after the long wars between Elizabeth and Philip II. The endeavour of the Spaniards to obtain an explicit prohibition of commerce was met by the English demand for entire freedom. The Spaniards protested that it had never been granted in former treaties or to other nations, or even without restriction to Spanish subjects, and clamoured for at least a private article on the subject; but the English commissioners steadfastly refused, and offered to forbid trade only with ports actually under Spanish authority. Finally a compromise was reached in the words "in quibus ante bellum fuit commercium, juxta et secundum usum et observantiam."[157] This article was renewed in Cottington's Treaty of 1630. The Spaniards themselves, indeed, in 1630, were willing to concede a free navigation in the American seas, and even offered to recognise the English colony of Virginia if Charles I. would admit articles prohibiting trade and navigation in certain harbours and bays. Cottington, however, was too far-sighted, and wrote to Lord Dorchester: "For my own part, I shall ever be far from advising His Majesty to think of such restrictions, for certainly a little more time will open the navigation to those parts so long as there are no negative capitulations or articles to hinder it."[158] The monopolistic pretensions of the Spanish government were evidently relaxing, for in 1634 the Conde de Humanes confided to the English agent, Taylor, that there had been talk in the Council of the Indies of admitting the English to a share in the freight of ships sent to the West Indies, and even of granting them a limited permission to go to those regions on their own account. And in 1637 the Conde de Linhares, recently appointed governor of Brazil, told the English ambassador, Lord Aston, that he was very anxious that English ships should do the carrying between Lisbon and Brazilian ports.

The settlement of the Windward and Leeward Islands and the conquest of Jamaica had given a new impetus to contraband trade. The commercial nations were setting up shop, as it were, at the very doors of the Spanish Indies. The French and English Antilles, condemned by the Navigation Laws to confine themselves to agriculture and a passive trade with the home country, had no recourse but to traffic with their Spanish neighbours. Factors of the Assiento established at Cartagena, Porto Bello and Vera Cruz every year supplied European merchants with detailed news of the nature and quantity of the goods which might be imported with advantage; while the buccaneers, by dominating the whole Caribbean Sea, hindered frequent communication between Spain and her colonies. It is not surprising, therefore, that the commerce of Seville, which had hitherto held its own, decreased with surprising rapidity, that the sailings of the galleons and the Flota were separated by several years, and that the fairs of Porto Bello and Vera Cruz were almost deserted. To put an effective restraint, moreover, upon this contraband trade was impossible on either side. The West Indian dependencies were situated far from the centre of authority, while the home governments generally had their hands too full of other matters to adequately control their subjects in America. The Spanish viceroys, meanwhile, and the governors in the West Indian Islands, connived at a practice which lined their own pockets with the gold of bribery, and at the same time contributed to the public interest and prosperity of their respective colonies. It was this illicit commerce with Spanish America which Charles II., by negotiation at Madrid and by instructions to his governors in the West Indies, tried to get within his own control. At the Spanish court, Fanshaw, Sandwich and Godolphin in turn were instructed to sue for a free trade with the Colonies. The Assiento of negroes was at this time held by two Genoese named Grillo and Lomelin, and with them the English ambassadors several times entered into negotiation for the privilege of supplying blacks from the English islands. By the treaty of 1670 the English colonies in America were for the first time formally recognised by the Spanish Crown. Freedom of commerce, however, was as far as ever from realisation, and after this date Charles seems to have given up hope of ever obtaining it through diplomatic channels.

The peace of 1660 between England and Spain was supposed to extend to both sides of the "Line." The Council in Jamaica, however, were of the opinion that it applied only to Europe,[159] and from the tenor of Lord Windsor's instructions it may be inferred that the English Court at that time meant to interpret it with the same limitations. Windsor, indeed, was not only instructed to force the Spanish colonies to a free trade, but was empowered to call upon the governor of Barbadoes for aid "in case of any considerable attempt by the Spaniards against Jamaica."[160] The efforts of the Governor, however, to come to a good correspondence with the Spanish colonies were fruitless. In the minutes of the Council of Jamaica of 20th August 1662, we read: "Resolved that the letters from the Governors of Porto Rico and San Domingo are an absolute denial of trade, and that according to His Majesty's instructions to Lord Windsor a trade by force or otherwise be endeavoured;"[161] and under 12th September we find another resolution "that men be enlisted for a design by sea with the 'Centurion' and other vessels."[162] This "design" was an expedition to capture and destroy St. Jago de Cuba, the Spanish port nearest to Jamaican shores. An attack upon St. Jago had been projected by Goodson as far back as 1655. "The Admiral," wrote Major Sedgwick to Thurloe just after his arrival in Jamaica, "was intended before our coming in to have taken some few soldiers and gone over to St. Jago de Cuba, a town upon Cuba, but our coming hindered him without whom we could not well tell how to do anything."[163] In January 1656 the plan was definitely abandoned, because the colony could not spare a sufficient number of soldiers for the enterprise.[164] It was to St. Jago that the Spaniards, driven from Jamaica, mostly betook themselves, and from St. Jago as a starting-point had come the expedition of 1658 to reconquer the island. The instructions of Lord Windsor afforded a convenient opportunity to avenge past attacks and secure Jamaica from molestation in that quarter for the future. The command of the expedition was entrusted to Myngs, who in 1662 was again in the Indies on the frigate "Centurion." Myngs sailed from Port Royal on 21st September with eleven ships and 1300 men,[165] but, kept back by unfavourable winds, did not sight the castle of St. Jago until 5th October. Although he had intended to force the entrance of the harbour, he was prevented by the prevailing land breeze; so he disembarked his men to windward, on a rocky coast, where the path up the bluffs was so narrow that but one man could march at a time. Night had fallen before all were landed, and "the way (was) soe difficult and the night soe dark that they were forced to make stands and fires, and their guides with brands in their hands, to beat the path."[166] At daybreak they reached a plantation by a river's side, some six miles from the place of landing and three from St. Jago. There they refreshed themselves, and advancing upon the town surprised the enemy, who knew of the late landing and the badness of the way and did not expect them so soon. They found 200 Spaniards at the entrance to the town, drawn up under their governor, Don Pedro de Moralis, and supported by Don Christopher de Sasi Arnoldo, the former Spanish governor of Jamaica, with a reserve of 500 more. The Spaniards fled before the first charge of the Jamaicans, and the place was easily mastered.

The next day parties were despatched into the country to pursue the enemy, and orders sent to the fleet to attack the forts at the mouth of the harbour. This was successfully done, the Spaniards deserting the great castle after firing but two muskets. Between scouring the country for hidden riches, most of which had been carried far inland beyond their reach, and dismantling and demolishing the forts, the English forces occupied their time until October 19th. Thirty-four guns were found in the fortifications and 1000 barrels of powder. Some of the guns were carried to the ships and the rest flung over the precipice into the sea; while the powder was used to blow up the castle and the neighbouring country houses.[167] The expedition returned to Jamaica on 22nd October.[168] Only six men had been killed by the Spaniards, twenty more being lost by other "accidents." Of these twenty some must have been captured by the enemy, for when Sir Richard Fanshaw was appointed ambassador to Spain in January 1664, he was instructed among other things to negotiate for an exchange of prisoners taken in the Indies. In July we find him treating for the release of Captain Myngs' men from the prisons of Seville and Cadiz,[169] and on 7th November an order to this effect was obtained from the King of Spain.[170]

The instructions of Lord Windsor gave him leave, as soon as he had settled the government in Jamaica, to appoint a deputy and return to England to confer with the King on colonial affairs. Windsor sailed for England on 28th October, and on the same day Sir Charles Lyttleton's commission as deputy-governor was read in the Jamaican Council.[171] During his short sojourn of three months the Governor had made considerable progress toward establishing an ordered constitution in the island. He disbanded the old army, and reorganised the military under a stricter discipline and better officers. He systematised legal procedure and the rules for the conveyance of property. He erected an Admiralty Court at Port Royal, and above all, probably in pursuance of the recommendation of Colonel Doyley,[172] had called in all the privateering commissions issued by previous governors, and tried to submit the captains to orderly rules by giving them new commissions, with instructions to bring their Spanish prizes to Jamaica for judicature.[173]