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6 Weeks on $5,000

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Hi, my friend and I are planning a European adventure for our senior trip, just the two of us. Is it possible to do 6 Major areas in 6 weeks on $5,000 each?
Our plans were
-Paris
-London
-Greece
-Florence
-Venice
-Spain
-Maybe Scotland
not in that order of course. We would be starting out of Germany where we have a place to stay for free. Flying into Stuttgart

Any tips would be helpful, what order to go to the destinations, if our budget is ok, good hotels (I'm kind of scared of hostels), etc. We've been to them all before, we just want to journey as adults on our own :)
T

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