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Eurail travel

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We are two Aussies heading to Europe for the first time. Not backpackers, much older i.e. 70 and 58 years of age. We are looking to book a Eurail Global 30 day continuous pass to do as many countries as possible without going overboard. As this will be the one and only time we will ever get to Europe we obviously want to make the most of it. Looking at maybe six or seven countries over the 30 days.
Questions: Any suggestions of the don't miss countries or cities?
Certainly not rich but also no need to do the backpacker thing - at my age couldn't anyway.
Looking to stay as much as possible in Private accommodation which can be pre-booked.
Will be starting out from Milan, Italy and will not be looking to do any more of Italy.
With the train travel for end of May and nearly all of June, should we reserve seats before we go? Have intentions of travelling 1st class on the trains or is that not worth it. Remember our age!!!
Have travelled quite a lot in Asia but never in Europe.
Any suggestions would be appreciated and thanks in advance.

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