Richard takes comedian Frank Skinner to the Swiss city of Zurich. At first they bicker over football, but then find common ground in their love for dadaism, and eventually end up in their own homoerotic version of Indecent Proposal (1993).

Richard takes comedienne Jessicca Knappett to Ibiza, where they experience the food, culture and scenery of the famed party island, all while constantly bickering.

Richard and cross-dressing comedian Eddie Izzard visit the lovely Ljubljana, Slovenia to see its Dragon Bridge, natural fountains, Postojna Cave, the olm, the stunningly beautiful Lake Bled, and try tapas, orange wine and cremeschnitte.

Richard and comedienne Morgana Robinson arrive in Milan, Italy during a heatwave to see da Vinci's Last Supper, play bocce, eat pastry, go to Milan's famous shopping mall, visit the smallest bar in the world, and take a culinary course.

In this Christmas special, Richard takes comedian and children's author, David Baddiel, on a four-day trip to Jordan. They visit Jordan's capital, Amman, reenact a train raid in Hollywood's favorite desert, feast with the Bedouins, fly a gyrocopter, stay at the smallest hotel in the world, visit the ancient city of Petra, learn how to cook the local Christmas specialty, and buy the three things gifted to baby Jesus by the three Wise Man.

British comedian Richard Ayoade and a celebrity guest, usually from the comedy world, spend 48 hours in a popular city to discover the must see tourist attractions.