I never did it alone and I am a little jealous of you for doing it. I would love to now, but I don't think my wife would let me.
If you're sticking to mostly Western Europe, I think you should stop in Amsterdam. I know it's a backpacker's cliche, but I don't think you'll find nicer people anwhere in the world. Plus, you will want to get in some guaranteed debauchery if you're going by yourself.
I would also recommend Slovenia and Croatia if you end up going that far. Ljubljana has a lot of neat summer festival things that go on. The Adriatic coast of Croatia is just a short bus ride from there and is cheap compared to Italy, but has many similarities (Roman and Venetian towns).
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