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Italy-Switzerland-Germany - trains/passes - so confusing!

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2 years ago we traveled from Budapest to Amsterdam for 14 days via train with a 4 country flexi Eurailpass and it was fabulous. We loved just hopping on the trains with no concerns about buying tickets or making reservations.

Now we are planning a late September trip to Northern Italy, Switzerland and a touch of Germany. My head is swimming with all the options and info and I know it has all been asked in one form or another on these forums. I just wanted to run it by you experts just for the heck of it.

We are not trying to nickel and dime this. We are more interested in
the easiest and most convenient way to do things!

I have a travel agent friend who plugged all this into Raileurope and suggested Eurail Select 3 countries 10 days within 2 months flex saver at $634 per person but when I did the math many days the local fares were less than $63 per person.

If we do Eurail select 3 countries 5 days I believe fare should be $376 per person. This along with buying local tickets in Italy seems like a better option.

I realize this does not cover train reservations and upper mt lifts in Switzerland.

I looked at 4 non-cons days 2 for 1 Swiss pass @ $272 (works out to $34 per day) but since we are traveling Italy to Switzerland and then Switzerland to Germany it doesn't seem to make sense.

Below are the days we plan to travel by train and I have noted the days I thought we could use the Eurailpass, the rest of the days we will buy local tickets:

1. Milan MXP to Verona
arriving on United so cannot prebook

2. Padua and Vicenza - day trip from Verona

3. Verona to S. Margherita Ligure-Portofino - DAY 1 RAILPASS

4. S. Margherita Ligure-Portofino to Cinque Terra

5. S. Margherita Ligure-Portofino to Varenna, Lake Como

6. Varenna to Milan roundtrip for day

7.  Varenna, Lake Como, Italy to Lauterbrunnen, Switzerland- DAY 2 RAILPASS

8. Weather permitting: Schilthornbahn Cable Car from Stechelberg
include Gimmelwald, Murren, Schilthorn

9. Weather permitting: Mannlichen-Klein Scheidegg via Wenger

10.  Lauterbrunnen to Luzern - DAY 3 RAILPASS

11. Luzern to Fussen - DAY 4 RAILPASS 

12. Rothenberg to FRA (for United 2pm dept) - DAY 5 RAILPASS

Thanks for any tips!

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