First found in Cumberland where they held a family seat from very early times.

Families began migrating abroad in enormous numbers because of the political and religious discontent in England. Often faced with persecution and starvation in England, the possibilities of the New World attracted many English people. Although the ocean trips took many lives, those who did get to North America were instrumental in building the necessary groundwork for what would become for new powerful nations. Among the first immigrants of the name Caddy, or a variant listed above to cross the Atlantic and come to North America were : James Caddy and Robert Caddy who were farming in Virginia in 1650 and William Caddy who settled in Barbados in 1634. Another James Caddy came from Wales to Boston in 1635.

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