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2 months traveling through Europe

Have trip planed for Europe Aug 25, 2012 until October 29th. Have all reservations made, now just need to find out the best way to get from one place to another. When I first posted this a big part was going to Greece. Now we left Greece out and are saving that for a trip on it's own. This is the itinary. First off I have to say we are not doing open jaw due to the fact we have free first class tickets in and out of London. So here we go:
Aug. 25th depart NYC.
Aug. 26th arrive London (stay one night)using points
Aug. 27 - Aug. 31 Paris (Apartment rental)
Sept.1-3 Zurich (Marriott Hotel)using points
Sept 3-5 Milan (Hilton Hotel)using points
Sept 6-10 Rome (apartment rental)
Spet 11-18 Naples/Capri, Southern Italy (staying in one location doing day trips)(Marriott Hotel)
Sept 19-25 Florence Tuscany area (Marriott Hotel) using points
Sept 26-28 Venice (apartment rental)
Sept 29-Oct 5 Austria (timeshare)
Oct. 6-9 Budapest (Hilton Hotel) using points
Oct 10-12 Prague (Marriott Hotel) using points
Oct 13 Overnight train to Amsterdam (Marriott Hotel) using points
Oct 14-17 Amsterdam (Marriott Hotel) using points
Oct 18-21 Brussels (surrounding area)Marriott Hotel (Paying)
Oct 22-29 London (Marriott Hotel) using points
Oct 29 Depart London back to NYC

As you can see have been saving miles and hotel points a long time for this trip! Now the big question is how do we get from one place to another? We want to use trains and rent cars at times to see countryside from cities. After research it looks like a train pass would be best. When is the earliest we could buy them and which would be best. We are both seniors over 60! Any suggestions for traveling in between would be greatly appreciated. Also, we will be in London for the last week where would you suggest to go while we are there?

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