On the first Camino in late Apr I took Salomon gore-tex boots, had to take them off after 3 or 4 days of walking as it was too hot and too heavy for me, and they gave me a sore ankle as well. Walked the rest in no name city walking shoes not intended for such kind of walks. Felt each and every stone underneath my feet on the cobblestones and liked asphalt roads. No regrets though as felt much lighter on my feet and got tired less at the end of the day that allowed me to go sightseeing in the evening. For the Pouruguese route you don;t really need special trekking/hiking boots as no mountains to cross, some runners could do, especilally in a combo with some good shock-absorbing liners. Porto to Santiago is easier to walk. Re Timebeland: I have a pair at home but I would never consider them appropriate for such a walk as mine are heavy and not flexible.