We stayed in Sorento, when we stayed in teh Amlfi region...and loved it. It is a smallish town, but has lots of restaurants etc, and is really central..so you can get everywhere.
As far as the UK goes..well, up to you! We tried a caravan site in Cornwall for our first holiday with Alex. (Par Sands it was called). Never stayed on a static caravan site before..but it was fab! There was an indoor pool, for Alex to have a little "swim!" in, the beach was attached to the site, and the Eden project etc was close by. We also managed a trip to a vineyard...which we loved. Alex was about 4 months at the time.
Where ever you go, I guess the thing to consider is the evenings. We used to do cheepy trip quite alot...and would spend teh evening pottering round, or making a drink last hours in a bar...but with baby in tow, we tried to get somewhere with a TV...so we could sit and have a quiet drink...whilst Alex slept!
Hope you have a great time..where ever you chose!
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"All the right notes...but not necessarily in the right order"
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