A team of 39 cyclists pedalled 175 miles in three days to raise money for Linvoy Primus' Faith & Football charity.
They cycled from Fratton Park to Brighton, Aldershot and back to Fratton Park.
The cyclists were joined by riders from Faith & Football centres in Birmingham – headed by former Pompey defender Darren Moore – and Plymouth.
The first leg saw the cyclists ride from Fratton Park to Brighton's Withdean Stadium. After an overnight stop they reached Aldershot's EBB Stadium.
The riders made the journey back from Aldershot to Fratton Park, where a free community fun day attended by around 1,000 people took place.
The organisers are hopeful that the efforts will raise around £15,000 for Faith & Football.
At the end of their second leg at Aldershot the weary cyclists were met by Shots goalkeeping coach and Pompey legend Alan Knight.
And though Primus was prevented from cycling by the knee injury that cut short his Blues career, the former defender supported the riders en route, closely monitoring their progress.
It was the third Pedal For Primus ride: the first, two years ago, visited Linvoy's old clubs Charlton, Barnet, and Reading, raising £20,000 in the process.