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Trip 98% complete: Need help with trains

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My husband 'S' and I will be leaving for Italy in June. Our itinerary is:

June 22 - depart USA
June 23 - arrive Venice
June 24 - Venice
June 25 - Venice to Florence via train/pick up rental car
June 26 - Tuscany
June 27 - Tuscany
June 28 - Tuscany
June 29 - Florence to CT (dropping off rental car and taking train)
June 30 - CT
July 1 - CT
July 2 - CT to Lucerne (via train)
July 3 - Lucerne
July 4 - Lucerne to Zurich
July 5 - Zurich

Issue: I have searched the forum, google, and the train websites. My first search for the train portion of the trip was@ a cost of over $650 for train fares for both S and I. I found that on Saturdays there is a 2 for 1 fare with Trenitalia for the IC, however, it is not available for June 29th.

1st question: Once marked as "not available" on the website (Sat travel on June 25 Venice to Florence), is it a done deal OR would checking the website regulary pay off as the seats could become available?

We are taking the train from Monterosso, CT to Lucerne on 7/2. I have booked the La Spezia to Milan portion of the train via Trenitalia with the 2 for 1 (Saturday rate @ 27 euro total/2 people). It leaves La Spezia @ 7:50 am for Milan. In earlier research on the train webs there were trains getting into La Spezia from Monterosso that would accommodate this time. However, now the first train out is showing as after 7am, getting into La Spezia @ 7:51am which is the time my (booked) train to Milan departs La Spezia.

Question #2: Are there glitches in the system where all train times do not appear on the web? Does anyone know the time of the earliest Saturday train out of Montessoro?

Question #3: Assuming I get the Monterosso to La Spezia portion "fixed," what is the least expensive way of traveling from Milan to Lucerne?

Information: This is our 5th trip to Italy. We are flying into Venice and out of Zurich for two reasons. 1: Frequent flyer miles & ability to get business class. 2: S wanted to visit another country during this trip if only for a day or two so we decided on Switerland. (I know....but that is what he wanted so we are going with it.) These flights are a done deal.

I have been reading this forum for years and have always appreciated the information I received on this forum - it is invaluable. I would appreciate any help you can give me so that I can get this settled. Thank you.

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