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Help with trains in Switzerland - Swiss Pass? Car rental instead?

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I'm having some trouble arranging transport for our upcoming trip to Switzerland. I got some wonderful advice from this forum regarding our itinerary (we leave July 9 and our hotels are booked, so this is the firm plan!), but I'm struggling with train travel.

I've tried to do a lot of research, but I'm finding there are too many websites with confusing information, and I feel like I'm just going around in circles. Please help!

There are two of us travelling. Here is the plan (I've put travel in caps to make it easier to see):

Thurs - Arrive in Zurich in the morning after overnight flight from Canada. MORNING DEPART ZURICH ARRIVE LUCERNE.
Fri - Day in Lucerne.
Sat - MID DAY DEPART LUCERNE, ARRIVE LAUTERBRUNNEN. We have rented an apartment, and will spend the week hiking the area. Meeting some family who will have a car, but we will take the train up to Jungfraujoch.
Next Sat - DEPART LAUTERBRUNNEN (ideally late morning). ARRIVE SILS MARIA (near Silvaplana, in the Engadine).
Sun - Sils Maria
Mon - Sils Maria
Tues - Sils Maria
Wed - Sils Maria
Thurs - DEPART SILS MARIA, ARRIVE ZURICH.
Fri - Late morning flight home.

Renting a car seems to be the cheapest option - picking up and dropping off at Zurich airport for the entire two weeks was quoted at about $450. I know we will need to pay fuel costs and parking on top of that - how much should I expect those costs to be for the travel as described?

The train travel seems to be the hard part to find - from what I can gather, a Swiss Pass for the both of us would be $646 for four days of travel over a period of 15 days.
- Would that allow us to use the discounts on the days in between? The only one I know for sure we'll use will be the train trip up to Jungfraujoch.
- I can't find Sils Maria as a destination on the Rail Europe website. For that matter, I can't even find Silvaplana, even though it shows up on the visual map.
- Basically, I haven't been able to find what the actual fares or schedules would be for the routes I want to take. If I don't know what the fares are for those routes, I can't know if it would be cheaper to get the Swiss Pass. If I can't find Sils Maria as a destination, is the Swiss Pass/train travel in general even going to be a valid option??
- directions from Google Maps says that the train trip from Lauterbrunnen to Sils Maria should be about 7 hours. When I looked up the actual itineraries, the fastest I could find seemed to be about 23 hours?? That it itself would be a deciding factor in getting a car.

Anyway, I am very confused. I've been on RailEurope, Seat 61, My Switzerland, Rick Steves, and others. Is there one definitive place to buy tickets? Or should I just rent the car?

Thanks in advance for your help!!

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