For the first time since DS2 was born, we will not have his older brother with us when we go on holiday, and I want him to have a good time. His brother is abroad and can't get the time off.
We have done loads of "activity" holidays with both boys in the past, but they had got to the stage where all they want to do is laze around with WiFi.
This time we have chosen a small hotel with a swimming pool in a small Italian town, easy access by public transport to lots of different places, with the idea that he can chill out if he wants, or come with DH and me to "see the sights" if he wants to.
DS2 has been a bit grumpy about the choice of venue as he would have preferred a villa with private pool in the middle of nowhere - we did look extensively, but there was nowhere cheap enough where I wouldn't have had to drive (have done it before in Italy more than once, definitely don't want to do it again!). I haven't automatically assumed he would want to come to this hotel/town, he had the choice to stay home but he has chosen to come. We are going on a "bigger" holiday in October with his brother.
I know he will miss his brother even if he doesn't acknowledge that. He is not super-social with strangers (has never had to be), he has never been the kind of boy who would clear off with a gang of peers for hours on end and he's maybe a bit old for that anyway. Soooo - how can I make sure he still has a good time? Any tips?
Are we missing a trick?