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Branderson's Improved Spain Itinerary

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Alright, I hope I haven't bugged the community too much but it's been a few months since my last post and I've gotten together more figures and dates for flights.

Background on me: 25 year old active, adventurous history buff and lover of food and wine (I work as a sommelier) I haven't been to Europe since I spent the first six months of 2012 in Florence. During that time I made several trips both solo and with groups mostly through Western Europe as 3 or 4 days weekends would permit. I've been to Spain before but REALLY am enamored by Andalusia due to it's history, culture, food, spirit and vibrancy! As I get closer to making this trip happen I wanted to post my itinerary to see what the more experienced and traveled frequenters of this site think as I am a bit nervous but excited.
I will be flying from Boston to London via Wow Airlines and from London to Madrid via RyanAir. I've done budget air a bunch of travels so you could say I am "low frills".
Boston > London Feb 17
London Feb 18-19 (I've never been to London and figure since I need to fly in to Europe using Wow's destinations this would be a great city to catch a very quick glimpse of. I'm sure it will go by in an instant but I will make my list of places to go reasonable)
London > Madrid Feb 20 AM Flight
Madrid Feb 20-23
Madrid > Toledo 2/23
Toledo Feb. 24
Toledo > Cordoba Train Feb. 25
Cordoba Feb 25-Feb 26 PM
Cordoba > Granada PM Train
Granada Feb 27-28
Granada > Ronda Early AM Train
Ronda Feb 29
Ronda > Jerez de la Frontera or Sanlucar AM Train March 1
Jerez de la Frontera OR Sanlucar March 1-3
Sevilla March 4-7
Sevilla > Paris Noon Flight March 7
Paris March 7-8 (I've been to Paris before and am just looking to see the Musee d'Orsay, have a nice sendoff dinner, nothing crazy)
Paris > Boston 3/9

A couple of things I'm looking for: advice on the itinerary. Is it too rush for someone who likes to move kinda quickly? Any special places not to miss on this trip? I am definitely seeing the Alhambra and will book in advance. I know the Flamenco festival will be taking place while I am in Jerez so I will definitelt be attending! I like doing a lot of walking and really stretching across my destinations. Which of these destinations will be ideal for finding a respite in my travels. I understand this is rigorous to be on the road for three weeks. I initially wanted to go to Malaga for a beach break (I know it won't be swim weather) but just to do some mindless relaxation. I took it off of the trip due to lack of things I may be interested in. I do love art as well so I plan to see a good bit of museums so recommendations are strongly welcomed. I also love photography so special spots would be great. And lastly if there are destinations you think I should certainly make, maybe things off the beaten path in Andalusia, please! I am all ears...or eyes in this case.
One last thing, my girlfriend may or may not be joining me. I don't really think this changes anything but I figured I'd throw it out there. We have similar interests.

Thank you so much in advance and for all of your contributions in the past which have helped mold my itinerary thus far.

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