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5 week Itinerary

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My husband and I are planning a five week trip to Europe and while we recogonize we are cramming alot into one trip, we are doing this in case we never get another opportunity to return. We hope to one day return, but realistically may never happen. Anyways I could use some assistance with determining best modes of transport and I am trying to figure out part of the trip to get from Amsterdam to Milan if there is a town in Germany or France we should stop at along the way. We have a friend who is from Berlin, Germany so we plan to visit that part of Germany at a later time so looking for more of small town Germany or France experience that would be along our way to Milan.
Our itinerary looks like this thus far:
London
Brussels
Amsterdam
____
Milan
Venice
Rome
Florence
Monaco-Nice
Geneva
Paris
If it makes sense to switch the destination orders as I have listed the itinerary in the first place to last location please respond or say so. Thanks

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