The big size 14 boot will be dispatched from Bluff tomorrow on a journey to Cape Reinga, where it will be reunited with Galosh.
The catch is that only social media platform Twitter can be used to secure rides to move Welly up the country.
The initiative is the brainchild of TracMap, the Mosgiel technology company that specialises in systems for the agriculture, horticulture and viticulture sectors.
Once back together, the boots will be auctioned and the proceeds given to Fit4Farming, a campaign which is aimed at improving the health of New Zealand farmers, particularly through exercise.
TracMap has developed an app that will be on a phone inside the gumboot so TracMap and anyone interested in Welly's adventure can track its progress.
Its position will be updated every five minutes.
''The idea is that people tweet that they have Welly or tweet a photo of themselves with him, which earns them a pair of socks and the opportunity to go in the draw to win [a prize],'' TracMap marketing intern Georgia Ellis said.
TracMap customer Donald Martin will meet TracMap area manager Gary Murch at Bluff to take Welly on the first leg of the journey.
Although there were a few rides mapped out, ''other than that we're just letting it do its own thing''. She hoped it would take under 10 days.
Fit4Farming is the brainchild of Ian Handcock, a former farmer turned farm consultant whose goal is for New Zealand to become the fittest farming nation in the world.