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Advice and tips with Europe itinerary

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Hello :) I have been browsing pages on here for months reading posts that people have uploaded with advice and similar questions so I have worked up the courage to post my own to receive some advice and tips :)
I am planning a Europe trip with my partner and I next June, July and August (2016)
We are in our early 20s and live in Australia. It is both our first time travelling to Europe together so we're a bit nervous yet super excited.
My biggest struggle at the moment is just agreeing on accommodation - I feel it's so overwhelming as there is so much to look at. We don't want anything too fancy but nothing too cheap. Roughly around $100-$200 per night.
I would love some opinions or recommendations on accommodation and tours etc from all you fantastically well travelled people :)

Okay so this is the itinerary I have mapped out

Amsterdam - 7 nights
Wednesday 8th June - 15th June

London - 5 nights
15th June - 20th June

Paris - 5 nights
20th June - 25th June

Barcelona - 5 nights
25th June - 30th June

Nice - 4 nights
30th June - 4th July

Venice - 3 nights
4th July - 7th July

Florence - 4 nights
7th July - 11th July

Cinque Terre - 6 nights
11th July - 17th July

Rome - 7 nights (possibly staying with family)
17th July - 24th July

Naples - 3 nights
24th July - 27th July

Positano - 6 nights
27th July - 2nd August

Sorrento - 6 nights (or Amalfi????)
2nd August - 8th August

Serbia - 10 nights (staying with family)
8th August - 18th August

Santorini - 7 nights
18th August - 25th August

Athens - 2 nights (to fly home from)
25th August - 28th August

I have cancelled out so many 'dream' places already because I just don't feel its realistic to squeeze them in with the amount of time we have and we wouldn't get to enjoy the other cities properly. They will be for the next big holiday in years to come :)

Thank you all so much in advance for the responses and taking the time to read my large post
Look forward to reading all your advice
Thanks heaps again!

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