Bill takes fellow comedian Alan Davies to the Peak District National Park, walking the Monsal Trail to Derbyshire's highest pub, Abney Moor and Mam Tor. These two have been friends for 30 years and Bill was Alan's best man. As they walk, they chat about the perils of ageing, the stresses of modern life and the loss of their friend Sean Lock.

Bill walks with comedian and writer Paul Merton along the Jurassic Coast on the Southwest Coast Path in Dorset. Together, the men discuss the question of what we leave behind as Paul ponders a return to life as a touring stand-up and opens up about his mental health.