Under this charter the Council gave a commission to Sir Thomas West, Lord Delaware, Captain-General of Virginia; Sir Thomas Gates, Lieutenant-General; Sir George Somers, Admiral; Captain Newport, Vice-Admiral; Sir Thomas Dale, High Marshal; Sir Frederick Wainman, General of the Horse, and many other officers for life.

With so many wealthy corporators money flowed into the treasury, and a great expedition was readily fitted out. Towards the end of May, 1609, there sailed from England nine ships and five hundred people, under the command of Sir Thomas Gates, Sir George Somers, and Captain Newport. Each of these commanders had a commission, and the one who arrived first was to call in the old commission; as they could not agree, they all sailed in one ship, the Sea Venture.

This brave expedition was involved in a contest with a hurricane; one vessel was sunk, and the Sea Venture, with the three commanders, one hundred and fifty men, the new commissioners, bills of lading, all sorts of instructions, and much provision, was wrecked on the Bermudas. With this company was William Strachey, of whom we shall hear more hereafter. Seven vessels reached Jamestown, and brought, among other annoyances, Smith's old enemy, Captain Ratcliffe, alias Sicklemore, in command of a ship. Among the company were also Captains Martin, Archer, Wood, Webbe, Moore, King, Davis, and several gentlemen of good means, and a crowd of the riff-raff of London. Some of these Captains whom Smith had sent home, now returned with new pretensions, and had on the voyage prejudiced the company against him. When the fleet was first espied, the President thought it was Spaniards, and prepared to defend himself, the Indians promptly coming to his assistance.