My punting life has been through a number of phases looking for different things and as I've grown older I've finally realised how hot a girl is really isn't the overriding factor (for me anyway). I've got to find them attractive but beyond that 10/10 hotness doesn't mean the punt won't be totally miserable.
If you are retiring 100% do something you can't afford to repeat, go out in style but really you would be better doing it with somebody tried and tested, the last thing you want is to end wit a bad one and I just get that feeling. For £1000 you could just go to any city, book a hotel, have a cpl of hours with almost any girl - or 2.