The Scottish connection with the Caribbean started in 1611 with the voyage to the West Indies of the Janet of Leith. It was not until after 1626, however, that Scots actually settled in the Caribbean. In 1627 King Charles I appointed James Hay, Earl of Carlisle, a Scot, as Governor of the Caribbees, and this led to a steady trickle of Scots to Barbados and other islands. While there was a degree of voluntary emigration, it is likely that the majority of Scots in the West Indies had gone there unwillingly. Five hundred Scots prisoners-of-war were transported to the area by Oliver Cromwell in 1654, and felons or political undesirables, such as the Covenanters, were shipped in chains directly from Scotland. In addition, the English Privy Council regularly received petitions from planters requesting Scottish indentured servants. In consequence, a steady stream of indentured servants sailed from Scottish and English ports to the West Indies. During the 1660s the Glasgow-based organization called the Company Trading to Virginia, the Caribbee Islands, Barbados, New England, St. Kitts, Montserrat, and Other Colonies in America established economic links with the West Indies. By the latter part of the seventeenth century Scots merchants, planters, seafarers, and transportees were to be found throughout the English and Dutch colonies of the Caribbean. In total it is believed that as many as 5,000 Scots settled temporarily or permanently in the Caribbean before the Act of Union in 1707. The settlement of Scots in the West Indies was important from the point of view both of the colonist and the home country. Many of the colonists used the islands as a stopping-off point before continuing on to the mainland of America, where they then settled. Alexander Hamilton and Theodore Roosevelt are numbered among those who descend from Scots who initially settled in the Caribbean. This supplement contains data which expands on some of the information found in Mr. Dobson's earlier book, The Original Scots Colonists of Early America, 16.