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How can I prevent TSA from ruining a surprise engagement?
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So here’s the situation:

I am having an engagement ring custom made for my partner. I am hoping it will be ready before our trip to Iceland in August so I can surprise them with the proposal and the ring.

On our last trip we took a card game called “Spicy” that was in the carry-on in the box it came in. TSA made us wait there so they can see what the box was and they went through the cards.

My concern is if they see the engagement ring in the box it comes in, they will pull us aside and ask about the contents and will pull it out and ruin the surprise. I don’t want to put it in a checked bag as I have had luggage lost and I do not want to lose or “lose” this ring.

What do people do when they travel with an engagement ring that was meant to be a surprise? How can I prevent from TSA ruining the surprise?

Thank you in advance (sorry if I used the wrong flair!! I didn’t know which to use)

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6 months ago