My ds's is 'working towards expectations' in handwriting. I'm not surprised - he's left handed and summer born, so has found it quite arduous to learn to write. It's improved considerably this year, although it's still a massive effort for him to write neatly.
The only way I've tried to support his handwriting is by focusing on gross and fine motor skills eg writing on a slanted surface, slanting the paper, lots of monkey bar swinging, lego, Knex etc.
I think it will be useful to try to work a little in the summer to at least keep his handwriting where it is, without deteriorating through lack of use. Are there any resources available? He absolutely won't do something like 'keeping a holiday diary' but would probably be amenable to an exercise taking a couple of minutes each morning.
Should I just encourage him to write a sentence a day or something like that?