Are you taking your car? We went to IOW last year. Stayed in Cowes. Had a great time. Loads of things to do- I think you should treat it as a holiday with OH that allows you to take LO too as realistically LO is going to be content with being with you. We went to Osbourne House, Carisbrook Castle (madness at 6 months pregnant- too many stairs!). We went to Valencia with LO when he was 4 months old with another couple and their LO for 4 days. We went swimming, ate out, just enjoyed time together. Did no sunbathing or lounging like I would have done pre LO. I figure holidays will be different until LO is big enough to enjoy building sandcastles and entertaining himself!