The Rolex Sydney Hobart Yacht Race is an annual event hosted by the Cruising Yacht Club of Australia, starting in Sydney, New South Wales, on Boxing Day and finishing in Hobart, Tasmania. The race distance is approximately 630 nautical miles (1,170 km). The race is run in conjunction with the Royal Yacht Club of Tasmania, and is widely considered to be one of the most difficult yacht races in the world.

Boxing Day is a holiday celebrated after Christmas Day, occurring on the second day of Christmastide. Boxing Day was once a day to donate gifts to those in need, but it has evolved to become a part of Christmas festivities, with many people choosing to shop for deals on Boxing Day. It originated in the United Kingdom and is celebrated in several Commonwealth nations. The attached bank holiday or public holiday may take place on 28 December if necessary to ensure it falls on a weekday. Boxing Day is also concurrent with the Christian festival Saint Stephen's Day.