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Booking trains for Belgium

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In August, we plan to fly into Brussels, from the US, and then use the Eurail Benelux Pass for day trips to Bruges, Antwerp and other places. Then, we are taking the Eurostar train to London before heading down to Southampton.

1) Should I book the Eurail Benelux Pass while still in the US?
2) Should I book the Eurostar now or wait until I get on board?
3) Is there a transportation pass for travel within Brussels and, if so, should I get it now or wait until I get there?

Thanks in advance,

Marsha

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