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Need advice for Madrid/ Castilla Leon / Basque / Aveiro

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The advice that Ive read in this forum has been so helpful. Hope someone can give some tips on our intended itinerary in July. We are a family of 4 with kids age 8 and 10. We are fitting in Aveiro, Portugal as have a friend there.
My worry:
1.. Is it too much time on the trains from Avila to San Sebastian / SS to Madrid, unless the train ride is interesting
2. Is the trip too rushed especially around Castilla Leon?
3. Should we be driving instead of taking the train, although I think driving is tiring

Arrive Madrid -3 nights
Drive to Salamanca - stay 2 nights
Drvie to Aveiro - stay 3 nights
Drive to Avila - stay a night (or dont we need to stay and just hop on the train?)
Train to San Sebastian - 3 nights
Train to Madrid

Your tips are much appreciated!

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