During the English Civil War Plymouth sided with the Parliamentarians and was besieged for almost four years by the Royalists. The last major attack by the Royalist was by Sir Richard Grenville leading thousands of soldiers towards Plymouth, but they were defeated by the Plymothians. The civil war ended as a Parliamentary win, but monarchy was restored by King Charles II in 1660, who imprisoned many of the Parliamentary heroes on Drake's Island. Construction of the Royal Citadel began in 1665, after the Restoration; it was armed with cannon facing both out to sea and into the town, rumoured to be a reminder to residents not to oppose the Crown.
Black-eyed Sue and Sweet Poll of Plymouth mourning their lovers, who are soon to be transported to Botany Bay, 1792
Throughout the 17th century Plymouth had gradually lost its pre-eminence as a trading port. By the mid-17th century commodities manufactured elsewhere in England cost too much to transport to Plymouth and the city had no means of processing sugar or tobacco imports, although it did play a relatively small part in the Atlantic slave trade during the early 18th century.
In the nearby parish of Stoke Damerel the first dockyard, HMNB Devonport, opened in 1690 on the eastern bank of the River Tamar. Further docks were built here in
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