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How's this Budget (4-5 weeks in Spain and Italy)

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Hey everyone,
First I wanted to thank everyone who's been so helpful on this site. I've never found a forum so full of resources and friendly people willing to share what can help, inspire and motivate others. I know I've posted along similar lines before but I've been kind of plugging in budgeting estimates for a bit and wanted to get some feedback. I completely understand how hard budgeting is and how it is a very subjective matter. People's opinions of splurging and living thin vary quite noticeably from person to person. Let me just lay it out by saying I am looking to stretch my money pretty far and elect lower priced hostel options (6-14 person dorms) and only eat out 4x every 3 days (so basically dinner every night and one lunch) This is all subject to change since I love all things food, studying it, cooking, etc. I've worked in the food industry for over ten years now and have since moved into fine dining so I'm looking to do a couple of serious splurge meals (one in Italy one in Spain) at around 100-125 euros (which for me is splurge but I'm sure others not).

Anyway, my plan is to have my plane ticket taken care of immediately so that cost won't be a part of my budget since i will just take the ~1000 from my savings whenever I find the right price from Boston/NYC > Madrid or Rome.
WHO:
I'm a 24 year old male, recent college grad looking to get back to where I studied abroad and see places I missed out on while living there. I love culture, history, art, architecture, food, wine + beer, outdoor activities especially hiking). I speak Spanish a decent bit of conversational Italian. I would like to hit a couple spots of the beaten path in Italy to sort of practice without the understandable "foreign/English speaker" label in bigger cities. So recommendations on cool day or 2 day trips would be great. Especially somewhere with particularly exquisite landscape where outdoor activities may fit in. I'm also a level one sommelier and would like to do a visit to a vineyard or two within a big wine region.
WHAT:
The trip is supposed to be about 32-35 days with a couple of "burn" days incase something completely randomly wonderful comes along and I need to do it or if I get sick or some other type of emergency. You'll notice the itinerary below does not account for the total amount of days so the rest are meant to be allotted for laundry, a flight or particularly long train, sickness, jet lag.
HOW (MUCH)?
My ever-changing budget number is 3400 (not including the flight). I'm budgeting at 75 Euro/day for 35 days so if I don't stay as long I will have extra per day or for travel. 75 Euro/35 days comes to 2940 and I've added 460 for the occasional flight and long train ride. I understand I may need to allot more to the travel side of things and the daily 75E budget will account for cheaper trains, buses, etc.
WHERE:
Boston > Madrid - 3.5 days
Toledo - 1 day
Salamanca - 2 days
Orense - 2 days
Santiago de Compostela - 2 days
Cordoba - 1 day
Bilbao, San Sebastian, CHILL/REGROUP 5 days
Flight to Almeria > directly to Granada 2.5 days
Ronda 1.5 days
Cordoba 1.5 days
Sevilla 3 days
FLY to Venice
Verona 1.5 days
Valpolicella/Amarone wine region 1 day
Vicenza 1.5 days
Venice 3 days and leave

Trying to think of a smarter way to spend my time in Italy. I guess I'm going to fly in from Spain into Venice and also leave from there. I'm pretty open to where I spend my Italy time as it is just a week. I want to spend my time in only one province and I've never been to il Veneto. I think it would be a nice quick exploration with a varied outlook. I just don't know how to smartly fly in from Spain without backtracking while I'm there. Possibly I could start in Venice and move west and leave from Milan (no interest in spending time there)
Well thanks in advance. I'm sure I've left out some vital info so let me know and I will re-read this later to make sure it's all there

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