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Spain-Help w/ Itinerary, Lodging, Transportation 14-16 days

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Planning a trip to Spain with a friend in April-May 2014 for 14-16 days. Want to be sure we leave enough time to see major sites plus Jewish historical sights in each place. Also interested in beautiful natural sites. Need advice on itinerary including order of towns, # of nights, to know best mode of transportation and inexpensive lodging recommendations. Here's our tentative plan:
Madrid 3 nights
Toledo 1-2 nights
Cordoba 2 nights
Seville 3-4 nights
Granada 1 night or day trip from Seville?
Stop in Jerez/Cadiz?
trip to Gibraltar (ancient and still active Jewish community) ?
Barcelono 2-3 nights
Girona 1 night?
fly back from Madrid or Barcelona?

I know we probably have to pair back from above, so your feedback would be so helpful!

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