Kalessin of Orwell is a 33-foot sailboat purchased in 2004 by Sam, Camilla, Guy and Ben as a family sailing vessel. They spent two years preparing the boat for an extended voyage, upgrading equipment and systems. Their plan was for Guy to take a gap year after school and Ben to be homeschooled, and to spend summer 2006 sailing along the coasts of Britain, France and Spain before wintering in the Mediterranean. They departed from Suffolk Yacht Harbour in June 2006 and spent the next four months cruising the coasts of Brittany and northern Spain, with Guy joining for the first six weeks, before wintering in Portugal.