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Eurail pass? huh? Whats the point?

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So I originally thought a Eurail pass was a pass you payed $469 for and could jump on the more popular trains for free or for only $3-15 more and go anywhere. The trip is 18 days and I had planned on the 15 day Eurail pass. Below is the destinations I will be traveling.

USA -> Amsterdam

Amsterdam -> Brussels
Brussels -> Paris
Paris -> Rome (overnight train)
Rome -> Sarento
Sarento -> Rome
Rome -> Venice
Venice -> Tirano
Tirano taking small scene train -> Chur
Chur -> Amsterdam

Amsterdam -> USA

I've been trying to look up reservation fees or what trains im going to be taken or any useful pricing information about my trip and half of the info I find is inaccurate or doesnt make sense. Why is Amsterdam -> Brussels 28.40euro without Eurail. 38euro WITH Eurail. Huh?

Can someone please help me figure out how to get around europe? Should I get a eurail pass? Is there a website that helps me plan train trips with actual PRICES? I tried searching each individual trains website but according to info I got I will be paying $469 for Eurail pass and then about $600 more to use my Eurail on their trains for my trip.

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