Hi Luckylegs9, I've not actually holidayed anywhere on my own yet but I'm sure the time will come when I will venture down that route so understand your predicament. Many have mentioned the likes of solos, cruises, activity type holiday,s which I quite agree with. Also I was thinking maybe bus companies like shearings etc which do holidays all over. You could even do a few short breaks, the meals and entertainment are usually included and I doubt you would feel on your own. In fact you will probably be so busy and chat to so many you will be glad to go to your room for some peace and quiet, lol.
I have been to Madeira before, twice, and although it is lovely it is not the best place for a single holiday for exactly the reason you said about the evening and lack of entertainment etc.
I'm sure there is lots for you out there and do keep us updated.
Times article claim that Waspi women are tone deaf and should read the room



