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Tips for 2018 Eastern Europe trip

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Hello all. My wife and I are planning a trip next May-June visiting Greece, Croatia, Slovenia, Hungary and Russia. We are hoping for a few tips regarding the following:

Greece:
We are flying into Athens from Australia and staying for 3 nights.
We have then allowed 5 nights to have a taste of the Greek Islands with Santorini and Mykonos on our wish list. From what we have seen, the only other island close to these two is Naxos.
Our plan is to take a "Jet" boat from Athens to Mykonos and stay for 2 nights and then a ferry to Santorini for 2 or 3 nights and then hopefully get a flight from Santorini to Dubrovnik.

Questions: Is this a doable plan? Should we spend more or less nights on Mykonos and Santorini? Should we see Naxos as a day trip or stay there? Are there other islands close by we should not miss?

Because we plan to fly to Croatia from Santorini, we will have all of our luggage in two (2 medium suitcases and a smaller carry on case). Will this be a problem either on the boats or the fight to Dubrovnik?

Can you recommend reasonably-priced accommodation on the island?. Doesn't have to be fancy, but in a good location if possible.

Croatia and Slovenia:
We usually travel inter-city via rail, but our research has shown that this is not an option here. Is bus travel OK for our planned itinerary here? We will be staying in Dubrovnik, Split, Zadar and Ljubljana.

We will then be taking a train to Budapest.

Budapest:
Any suggestions for "must-sees" and any "gotchas" please?

Russia:
We are also travelling independently to Russia for 8 nights. Flying into St Petersburg from Budapest and spending 4 nights there before catching the Sapsan train to Moscow where we will also spend 4 nights.

We have heard the language barrier is decidedly difficult in Moscow, but we are not sure about SP. We intend seeing a lot of Moscow using English speaking walking tour guides, but again are not sure what we should plan in SP.

Also, can anyone shed any light on whether obtaining the necessary Russian Tourist Visa is something we could do ourselves (without requiring therapy) or would it be worth paying an agency to do it for us?

Sorry for the number of questions but, as always, there is simply no better resource than Fodorites.

Regards,

Steve

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