 The company was founded by Joshua Gumbs of Rey Hill, and operated by his brother Lincoln Gumbs (manager) and Carl Thomas (chief pilot).From December 2010 to December 2011, Trans Anguilla Airways was exceptionally authorized to land and take off from the Virgin Gorda Airport, despite the fact that its fleet was not compliant with the airport's standards.In July 2013, Trans Anguilla Airways launched a new service flight to Sint Eustatius.