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Europe Trip Itinerary Advice/Criticism

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My first trip to Europe is taking shape. Some itinerary advice would be greatly appreciated. I’m planning on staying 8/9 weeks. I’ve removed Spain/Portugal, and added Italy/Czech Republic, but I still have room to space to fill in maybe Spain again.

Fyi, a little about myself, I’m a 26y/o male; never been out of the states, and giving up a good job in a city/state I despise. Fulfilling my life goal of backpacking thru Europe will be liberating! I’ll be traveling solo. I’m a musician, and an art and history lover. Along with seeing sights, I’m going to get out of my comfort zone and meet new people.

Oct 22-27: London (5 nights)
Oct 27-2: Amsterdam (5 nights) ---Halloween holiday Amsterdam or Paris best place?
Nov 2-7: Paris (5 nights)
Nov 7-10: Berlin (3 nights)
Nov 10-13: Prague (3 nights)
Nov 13-15: Munich (2 nights)
Nov 15-19: Venice (4 nights)
Nov 19-24: Rome (5 nights)
????
?????
Dec 16-18: London (2 nights)

Should I of chose another city to begin/end my trip? I choose flying into London because I know English best. I planned ending and booking Easyjet flight from Rome to London. But now should I just go to Spain/Portugal, and fly from Lisbon to London? Or should I spend more time in the cities above. I also plan on getting a Eurorail.

Thanks for the advice. It’s greatly appreciated.

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