Wacky homemade rafts will drift down the River Derwent during the Matlock Raft Event which is set to be held on Boxing Day.
The event, which is due to start at 11:00 GMT on Friday and raises funds for the RNLI, first took place in 1961 has included Elvis Presley, the Blues Brothers and Madness impersonators in previous years.
Organiser Terry Radford says the winners are decided not by who finishes first, but by who entertains the thousands of spectators the most.
“There is nothing like it. It’s been going for over sixty years now and we want to keep that tradition going. It’s unique,” he added.