By the way I will be paying for an adult pass if I need one, not child/student rate as I am over 30.

1. If your $300 (US, I assume) is JUST for food, you will be OK. If it needs to cover local transportation, admission fees, any souvenirs, laundry and misc., beer and partying, it’s not enough. I’d figure $ 15 to $20 a day for just food, eating from markets and street vendors with the occasional low end cafe or pub. You’ve picked expensive cities.

2. Use the trip planner for a recommendation on a rail pass. It uses railsaver which is the best general recommendation you will get. Price point to point tickets on the individual national rail company websites. You might be able to beat using a rail pass if you’re willing and able (not all tickets are available on-line, not all websites will take non-European credit cards) to buy non-refundable tickets up to 60 days in advance. The links to the national rail company websites are in a sticky at the top of this forum or under “transportation” on the “travel tips” tab. A 3 country select for 5 days may save some money. You’re flying to/from Ibizza?

3. Your itinerary seems reasonable although I’d cut a day from Amsterdam and/or Berlin to spend at least one more day in Paris.

Thank you. You’ve been a big help. Yes I’m using US$.

I threw Ibiza in because it sounds like party city over there but I’m pretty flexible on locations. If it will give me more cash to play with I’ll leave Spain out.
It’s probably cheaper to visit a South American spanish speaking country from USA anyway.