Would this backpack be good for a high school student?

Yes!! The style and quality is perfect for high school!

Does this item have the trolley sleeve on the back for attaching to handle of rolling suitcase?

the one that i bought doesnt have it on it

Is Vera Bradley backpack waterproof

Mine wasn’t, but it helps to Scotchguard it. It’ll help keep it clean and somewhat waterproof it.

Is this an XL backpack? I heard there are different sizes.

This one doesn’t look XL but they do come in different sizes

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Deliver to Sri Lanka

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