Is the bottom of the bag stiff with cardboard or does it have a soft bottom?

The bottom is soft, no cardboard inserts at all

Is there a closure on the 2 open sections to keep contents from falling out?

There is one open section in the middle but has a zipper fir closure of the bag. Thee is a zipper compartment in the inside and one on the outside and two pockets on inside that I use fur sunglasses in one and cell phone in other. I am Enjoying this back lots. Soft and the handles are just right. I chose handles instead of shoulder but there is shoulder options.

What is the measurement of the long strap?

Not sure, short strap is long enough to use as shoulder bag so I am not using long strap now while on vacation!

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Deliver to Paraguay

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