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I walked from Sagres to Santiago de Compostella in March/April this year.
It was pretty wet and cold then...
I think either May or September would be ok.
September may be busier...
I'm going to walk the Northern Route (Spain) in either May/June or Aug/Sept
Hmmm.... no, there's not a lot of opportunity for massages along the way. Don't overdo each day. 20 kms is plenty!
Wear a good quality thin pair of socks under a good quality pair of hiking socks. It helps prevent blisters.
There are lots of pharmacies along the way which all sell stuff for...
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