"All going well he will head up to the Waikato Steeples next week," Wilson said.
"Although he won it last year, it was in this season, so that will be interesting.
"I think they did a good job doing what they did last year [with the revised jumping season], but it probably got too late in the season and the ground got good. It will be great to be back to normal this year."
The Waikato Steeplechase will be It's A Wonder's first tilt over fences this year, and he will
get ready for the feature race with a hit-out in the Fasttrack Insurance Open Hurdle (3000m) at Whanganui on Thursday.
"Tomorrow is a stepping stone until he starts chasing," Wilson said. "He has had a flat race and a jumping trial, and a flat trial at Waverley last week, and we have been happy with him."
It's A Wonder will be partnered by regular rider Shaun Phelan and Wilson is hoping to retain the leading jumps jockey for the season.
"As long as his form is okay Shaun will stick with him hopefully," Wilson said.
"He knows the horse and they get on well together."
It's A Wonder has a strong record over steeples, having won four of his six starts, and placed in his other two outings.
One of those victories came in the Grand National Steeplechase (5900m) at Riccarton in
2019, and Wilson has ambitions of returning south.
"We would love to go back down south again, but we will see what happens at Waikato, and we will take it step-by-step."
Wilson will also line-up Dr Hank in the Rivercity Golf (2060m), with his future set to be as a jumper.
"He has had a couple of jumping trials and he will have a maiden hurdle race quite soon, he is ready to go."
Meanwhile, Wilson has been pleased with the way stablemate Password has come through
his first-up fifth-placed run in the Woodville-Pahiatua Cup (1600m) at Woodville last Sunday.
"We were pleased with him. He got caught out a wee bit, but he has pulled up
very well, you wouldn't know he has had a run. He will possibly go to Wellington in a couple of weeks."
– NZ Racing Desk