His journey will begin in Shitterton, Dorset, on Wednesday and will take in locations such as Twatt in Orkney and Booze in the Yorkshire Dales.
"Everyone starts a long journey like that from Lands End to John O' Groats - I wanted to do something similar, with a bit of twist," he said.
"There's some good ones around there, like Happy Bottom Nature Reserve and Sandy Balls New Forest Holiday Park."
Other destinations include Pity Me in Durham, Dull in Perth and Kinross, and the neighbouring hamlets of Crazies Hill and Cockpole Green near Reading in Berkshire.
Funny street names on his itinerary include The Knob in King's Sutton, Northamptonshire, Butthole Lane in Shepshed, Leicestershire, and Titty Ho in Raunds, Northamptonshire.
Mr Taylor said after his friend Alexis Leventis died of cancer last year, aged 55, he wanted to do something "to help beat this awful disease".