I think you will find he will need a low loader because of height restrictions, which will require a HGV class 1.
I cannot remember how high a fruit van is but I would suggest around 12 feet above rail level (ARL) which will definitely rule out a normal lorry.
The other thing is that he will not be able to produce the Method Statement, and definitely the Lifting Plan because he will almost certainly not have been trained and suitably qualified. In addition these documents must be reviewed independently.
I doubt that the local harbour crane firm would do an "on the side" lift, indeed they would be rather foolish to do so in my opinion.
Whatever happens, there will be two lifts, one on and one off, so even if he did manange to get someone to do a lift at origin on the QT, there is still the need to deal with the lift at destination, which again will require a Lift Plan, ground investigation, etc.
Sorry to appear to be pendatic but lifting is a very high risk, highly specialist job, which even the experts get wrong occasionally, remember the crane that fell over the Piccadilly lines at Northfileds ?
I have done many, many lifts of all sorts of from signal gantries through OHL structures to bridge beams, track panels, and rail vehicles and I know that balthough these things appear simple at the outset, like anything specialist, the devil is in the detail. Get it wrong and you've got a crane on its side and a HSE Prosecution notice in the post.