Question

He went on a trip.
He went on a bike riding.
He went on a vacation.
He went on a walk.
He went on a shop.
He went on a hunt.
He went on a fishing.
He went on a drive.
He went on a hike.
He went on a jog.
(Can we use all the expressions above?)

Answer 1

He went on a bike ride.
He went for a walk.
He went shopping.
He went hunting.
He went fishing.
He went jogging.

All others are fine.