Starting to feel old as temp is going down a bit in Sweden?!
I've been a couple of times in Alvor close to Portimao.
Good for TT in the lagoon in the summer with lots of wind. Off shore wind though so sorry, no waves for you. Sagres is not that far away with great surf (still off shore winds in summer but less vs Alvor I guess). Water temp down below 14 or so in the winter but not even at Habo level
in the summer.
Alvor lives up a bit in the summer but I spoke to a retired German who thought it was dead in the winter. (The best of Alvor is the nice Bolan Bar with great reggae and even better caiprinhas!)
Poritmao is a port town that is quite dead (we felt like the only tourists when we stayed there last year) except Playa de Rocha for a few months in the summer which I found horrible.
Lagos could be a better option. In between waves of Sagres and access to Ria de Alvor for TT in the summer, by car. Larger than Alvor and not only tourists.
I'm also considering Portugal for a distant future...
Thomas at TP Lund