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Madrid and Andalucia this Oct/Nov.

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I am taking a solo trip to Madrid and Andalucia on Oct. 30th for 11 days and could use some help with my itinerary. I live in NY so I although I dig big cities I'd like this to be a rather relaxing trip. I have spent one day in Madrid a few years back on a long layover, I enjoyed it but prefer the majority of this trip to be in small towns. I am in my 30's, single, active and a food, wine and culture lover. I can speak some Spanish (read better), I prefer to roam unknown streets and engage with locals rather than fill my days with museum packed itineraries. I like to soak up the essence of a place and get a glimpse of everyday life. I hope to book apartments for part of my trip via airbnb.

Questions:
Any issues with this itinerary, more time in one place, less in others?
Any red flags?
Will trains run normally on All Saints Day?
Restaurant recommendations for solo (but brave) traveler?
I like sherry should I go to Jerez, if so from which town?
Any off the beaten path recos for Flamenco?
All advice welcome - this forum has been very helpful over the years as I often travel alone and at the last minute.

Oct. 31st, Day 1 MADRID
Arrive in Madrid 6am spend day in Madrid

November 1, Day 2 MADRID (Toledo day trip)
Take bus or train to Toledo for most of the day
Dinner in Madrid

November 2, Day 3 MADRID -leave to Cordoba in morning
Early train to Cordoba

November 3, Day 4 CORDOBA
Sights in Cordoba

November 4, Day 5 CORDOBA - leave to Seville in morning
Early train or bus to Seville
Seville sights

November 5, Day 6 SEVILLE
Seville sights

November 6, Day 7 - Seville
Seville sights

November 7, Day 8 - Seville
Day trip to RONDA and surrounding

November 8, Day 9 - Seville to Granada in morning
Early bus or train to Granada
Granada Sights

November 9, Day 10 Granada
Alhambra

November 10, day 11 -Granada
Granada morning, fly home at 1:45pm

Thanks - Jennifer

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