The 46-year-old, from Gosport, is walking to London with members of his family to raise cash in aid of Southampton General Hospital after its neurological department saved his brother Paul's life back in 2004.
Steve, along with cousin Keith, Keith's son Aaron and friend Paul Clark, will leave Fratton Park on March 31 and they hope to arrive at Wembley Stadium on the morning of April 5 – the day Pompey face West Brom.
But if walking all the way to the home of football wasn't hard enough, they will also be pushing a huge model of HMS Victory.
Steve, who has been a Pompey fan for more than 40 years, said Nelson's flagship was a symbol that Pompey would stride to victory.
The route will take them up the A3 towards Liss, through Guildford, Wimbledon, past Buckingham Palace, to Harrow and finally Wembley Stadium, where they will arrive with buckets to collect money.
Paul suffered three brain haemorrhages but staff at the hospital saved him, and now he leads a normal life.