Sounds like a pipe dream from the outset. 100 ships? Against a small colony on the other side of the world? As a sense of scale, the Spanish Armada, expected to take over England itself if it succeeded (albeit 200 years earlier) was 130 ships strong. And the first colonisation fleet sent by the British was only 11 ships. While not all ships are created equal, 100 ships is still an enormous undertaking, especially at the limits of your supply lines.