The film's official novelisation makes it clear that Sulu has never flown a helicopter, even in a simulation.
Sulu approached the plastics company's big huey, entranced. He had seen still photos and battered old film of this helicopter, but none had survived, even in museums, to his time. The. huey was as extinct as the humpback whale. He stroked one hand along its flank.
He climbed up and looked into the cockpit-incredible. Hardly any electronics at all, all the gauges and controls mechanical or hydraulic. Flying it would be like going back to horse-and-buggy days. And he had never driven a horse and buggy.
The basic principles of piloting are, however, sufficiently similar that he's able to pick up the controls in a few hours, with assistance from the helicopter's real pilot.
"Right on." The young pilot wiped his hands on a greasy rag. "You
fly?"
"Here and there," Sulu said. He patted the helicopter's side. "I flew
something similar to this in my Academy days."
"Then this is old stuff to you."
"Old, maybe. But interesting." He jumped to the ground and offered his
hand. "I'm Sulu-with the international engineering conference tour?"
The pilot shook his hand. "I didn't know about a tour. They just tell
me fly here, fly there, don't drop the merchandise. International,
huh? Where you from? Japan?"
"Philippines," Sulu said, just to be safe. He had Japanese in his
ancestry, but more of his family came from the Philippines, and he
knew far more of its history.
"Hey. You folks really did it. Repossessed your country. What about
all the loot, though? Think that will ever make it home again'?"
"Oh, I think so, eventually," Sulu said, trying not to sound too
certain. He drew the conversation back to the huey. "I was hoping I'd
find a pilot when I saw this helicopter. Mind if I ask a few
questions?"
"Fire away."
They chatted about the copter for a while. The pilot glanced at his
watch. "I've got to make a delivery," he said. "Want to come along?"
"I'd like nothing better."
The chopper lifted off in an incredible clatter of noise. Sulu watched
the pilot work, itching to take over. The young man glanced at him.
"If anybody asks," he said, "you never flew this thing."
"If anybody asks," Sulu said, "I've never even been in this thing."
The young pilot grinned and turned over the controls.