With one companion, Benjamin travelled south in a poor carriage, pretending to be a Frenchman who spoke no English. He had some gold with him, and left much of it for the support of relatives. He was traveling in the same general direction as the Davis party, but evaded capture whereas Davis was taken by Union troops. Benjamin reached Monticello, Florida, on May 13 to learn Union troops were in nearby Madison. Benjamin decided to continue alone on horseback, east and south along Florida's Gulf Coast, pretending to be a South Carolina farmer. John T. Lesley, James McKay, and C. J. Munnerlyn assisted in hiding Benjamin in a swamp, before eventually transporting him to Gamble Mansion in Ellenton, on the southwest coast of Florida. From there, assisted by the blockade runner Captain Frederick Tresca, he reached Bimini in the Bahamas. His escape from Florida to England was not without hardship: at one point he pretended to be a Jewish cook on Tresca's vessel, to deceive American soldiers who inspected it—one of whom stated it was the first time he had seen a Jew do menial labor. The small sponge-carrying vessel on which he left Bimini bound for Nassau exploded on the way, and he and the three black crewmen eventually managed to return to Bimini. Tresca's ship was still there, and he chartered it to take him to Nassau. From there, he took a ship for Havana, and on August 6, 1865, left there for Britain. He was not yet done with disaster; his ship caught fire after departing St. Thomas, and the crew put out the flames only with difficulty. On August 30, 1865, Judah Benjamin arrived at Southampton, in Britain.