"We had the map out and we looked at it and thought, it's 28, 30km - it's probably do-able if you can get high enough."
Using a helicopter, Mr Stanford did get high enough and he jumped out above the Tory Channel, and aimed towards Oteranga Bay on Wellington's south coast, where his girlfriend Donna Meikle was waiting.
Mr Stanford said he had a perfect view of Mt Taranaki and flew over the interisland ferry.
"About half way ... I knew even if I hit a head wind, it would have to be a really, strong head wind for me to have gone down in the sea, and I was just relaxed."
The helicopter travelled about 500m behind him - staying close enough so other aircraft could see him but far enough away so the wind from the rotors did not collapse his paraglider.
The adventure set Mr Stanford back "a lot" of money, which he is trying to recoup through a fundraising website.