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How should I order my itinerary?

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We will be in Spain in October and will stay approximately 10 days. (We might be able to stretch out a few more days.) We have narrowed our itinerary to Madrid, Toledo and Barcelona -- with side day trips. We will most likely fly into Madrid and home from Barcelona although that could be reversed. We have traveled in Andalusia already.

I am thinking of 5 days in Madrid (3 to see the city and two for day trips to Segovia, Cuenca and ?), 1 night in Toledo and 4 in Barcelona. Other than Montserrat what day trips should we consider? We will be using public transportation -- I guess trains would be more efficient than buses. We are open to all suggestions.

Can we travel to Barcelona from Toledo or will we have to return to Madrid? What order should we do this?

We enjoy wandering cities, love art-- outdoor and in museums, like good food and wine and love historical cities.

Thanks in advance for your help.

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