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College friends traveling through Europe for 2 weeks!

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My friends and I (3 college guys) are planning a trip to Europe Mid-May to travel around for 2 weeks. We were wanting some advice on our itinerary, what to expect to spend, the weather, how crowded to expect the cities to be, advice on what to do and see, also, any secret treasurers (bars, restaurants, hostels, etc.) we must experience. I have only been abroad once for a few days in Brussels and a day trip to Bruges, so I am not well versed in traveling abroad. We are planning to go around May 16-31 our proposed itinerary is as follows:

Fly into London May 17
London 4 days
Amsterdam 2 days
Brussels 2
Bruges 1
Paris 4
Fly out of Paris May 31

My questions are as follows:
Is this a good and doable itinerary?
What will the weather be like during May 17-31 in these cities?
What can I expect to spend, conservatively?
Will it be very crowded during May?
What are the must see's and do's in these cities?

Any and all suggestions and advice will be greatly appreciated.

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