I'm a Canadian citizen taking a trip to the USA, trying to decide whether to fly from a Canadian city or US city on both my outgoing and returning flights (for a convention and short visit with relatives);
but I've never dealt with airport customs before, only the customs that the GreyHound bus goes through, and it's generally been so terrible that I've tried to avoid it as much as possible (, in addition the prices being horrible. This year it's actually comparable, which is why I'm considering a direct trip).
The US customs treat me like I'm a criminal, mostly because I'm on disability and have no job. They consider a job to be the only guarantee that anyone would ever return to their home country. Maybe things have changed now that the USA is in a recession. (Although they may still be frightened that a skinny white nerd will "steal their wimminz" and whisk her away to exotic Canadia.) *
Canadian customs... I don't remember. Last time was alright. It's been years before that since I've gone through.
* anecdote: Man, what a MESS it was last time, and hilarious. I was visiting my best friend in Vermont for like a month to relax, so I brought my desktop computer. Poor people don't have laptops, and they have to take the bus. So this guy looks at me like I'm moving down there. and he wanted me to unpack the box. and then repack it with nowhere to do so without making people wait. So I dragged my dolly (thing with wheels to carry the box) and one of the metal loops that holds the bungie cord to it was on the bottom edge and it scraped up their tile floor because I was in a hurry. Hahahahah! Ahhhhh. I am not comfortable with authority figures, especially when I'm keeping people waiting in line.
I gotta say, airport security is a lot nicer to go through than customs while taking the bus. At least everything's streamlined there, and you're rarely keeping people waiting, and not that many when you do. but they're not exactly the same thing.
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I was hoping to find info from people who travel frequently enough to know how much crap they're going to put me through if I travel by air.
Hrm, well... only the flight down has any savings to be made from driving across the border, which coincides with the most guarantee of hassle, and even though the cost of gas will probably negate the savings, I haven't had to pay any of that cost due to family driving. (yay!) so perhaps that helps me decide.
They're not looking at you like you're a criminal, they're looking at you like you're a flight risk. With no job you're not automatically denied, but they do look at you like, "Well, what does this person have tying them to their country? What's just keeping them from vanishing into the US?" As you've discovered, and as I've seen first hand, taking boxes of things is suspicious. BORROW a suitcase or duffel bag if you have to, but don't bring what might appear to be a suspicious excess of luggage for your trip. You CAN bring documents to help show you intend to return. If you pay rent, a statement from your landlord or any roommates about your lease can help, or even your most recent bank statement showing a positive balance, a note from a professor about your classes if you have any, or your most recent bill in your name. All of this can help show that you have a life you intend to come back to, and can help ultimately get you on that plane if you're pulled out of line for further examination. Bear in mind that if you've ever been denied entry, they will have a record of it and will ask about it.
The best advice I can give, having flown out of Edmonton to visit the US multiple times before I immigrated here in 2007, is to get as early a flight as you can. Customs officers are in a MUCH better mood early in the morning than they are at the end of their shift after a long day when they might have dealt with a lot of crap or already had to deny people entry. It doesn't mean you're automatically going to get a green light, just that they're not going to be quite so cranky.
While going through customs in the US was always a little frustrating, I actually found the return to be smooth as silk. I was asked if I had any alcohol or tobacco, and then if I'd had a good trip and told "Welcome home". Not necessarily a guarantee of smooth sailing for everyone, but it was a good experience.
If you indeed have no intention to immigrate to the States illegally, a good way to shut them up faster is to imply that you want to head back home asap after your trip to the States (in the case of being a tourist). Also, try not to act shady or give long shady answers.
In your example, I can see how the customs officer might want to check your box because it might look like you are trying to move to the States. That definitely can be seen as a red flag.
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