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 him with the proposal and the ring.

On our last trip we took a card game called “Spicy” that was in his 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 they will pull us aside and ask about the contents and will pull it out and ruin the surprise.

Has anyone ever traveled with an engagement ring that was meant to be a surprise? How did you prevent from TSA ruining the surprise?

Thank you in advance