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Booking hotels before trains

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Hi
Travelling Europe in all of May and two weeks of June, 2017 from Australia, I have finalised my itinerary starting at Athens 2 nights, ferry to Santorini 4 nights, fly to Rome 5 nights, train and bus to Positano 4 nights, bus/train to Venice 3 nights, train to Luzerne 4 nights, train to Lauterbrunnen 3 nights, train to Paris, 5 nights, train to Munich 5 nights, train to Prague 4 nights then home. Looking at train schedules even though it's too early to book, i cant see problems with travelling between these places so is it ok to book hotels now, hotels can sell out well in advance particularly in some places, I have booked some with free cancellation but it is cheaper to book them in place with no free cancel or am I chancing it, should I wait to book trains first which it seems won't be for another 6 months or so. Any advice will be much appreciated...thank you.

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