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How to Travel With an Engagement Ring You've picked a proposal location—now how do you get the ring there without ruining the surprise? There are all kinds of reasons to propose while you're on a trip—perhaps it’s a place that has sentimental meaning for you and your significant other, or it’s when he or she will least expect it. Or maybe you just want a spectacular backdrop for the big moment. Regardless, additional complications come up when you’re surreptitiously traveling with a ring—what happens if TSA rifles through your baggage? Or if you set off a metal detector? Where in the hotel room do you hide an engagement ring? We lay out the logistics of traveling with a ring—so you can focus on the rest of the proposal.