US visitor with gifts over $100. How much hassle?
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"Gifts" is a very generic term. Is it liquor/alcohol that might be dutiable, or is it clothes or an iPhone? You are not carrying these items to sell in the US, and you are probably not carrying 100 bottles or alcohol or 100 iPhones in original packages so probably answer NO. $100 is nothing noone's gonna worry about that. I've had my checked bags searched multiple times and had perfume bottles (for myself, not as gifts), a laptop, some brand new clothes and noone bothered. My cabin bag was also checked and I had a iPad, brand new headphones, a perfume bottle that was in a clear ziploc bag, and they didn't bother. In fairness I could've told them truthfully that these were all personal items but it never came to that.
In my exp, customs officials are interested more in fresh fruits and vegetables, meats, seeds, and agricultural stuff, than someone who has 2 personal laptops, 2 phones, 3 perfume bottles etc.
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