The team travelled from their base in Shepherds Bush, London to John o' Groats at the northern tip of Scotland to begin their journey. The start was nearly delayed after Boorman, frustrated by an official at Gatwick Airport, made an off-the-cuff comment regarding bombs and was detained for questioning. After being released without charge, he took a later flight to Inverness and the journey began as scheduled. The team took four days to ride from John o' Groats back to London, via the McGregor family home in Crieff and the Silverstone racetrack, where they camped in the middle of the circuit. They took the Channel Tunnel to France, and rode south to Italy. The European leg ended in Sicily, where they caught a ferry to Tunisia.
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In Tunisia, McGregor and Boorman visited the set of Star Wars and then rode into Libya. However, American producer David Alexanian and cameraman Jimmy Simak were unable to obtain the necessary entry visas and were forced to fly from Tunisia to Egypt. After visiting the pyramids they boarded a ferry to Sudan, continued into Ethiopia and then into Kenya, where they crossed the equator. From Kenya they rode to Uganda and then Rwanda, where they had an audience with President Paul Kagame. They went from there to Tanzania, and then into Malawi, where they were joined by Ewan McGregor's wife Eve. The final leg took them through Zambia, Namibia, Botswana and into South Africa. The journey ended at Cape Agulhas, the southernmost point of the continent, from where they were accompanied to Cape Town by a phalanx of bikers, similar to their arrival in New York on the Long Way Round.