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I have the same debate and chose to start at SJPP and just let the journey take me as far as it can. I want to spend time doing what the Camino brings, and against my nature, not be too rigid with having to get somewhere other than Madrid two days before my departure back home... exciting!!!
I am also thinking of starting in SjPp first timer, and ambitiously will try to make it to Burgos or as far as I can. And yes- definitely to return in 2020 to again go as far as I can, depending on holidays/time off.
Trying to decide on flights and dates...
Buen camino!
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