When transporting a high-value ring, such as an engagement ring, the golden rule is to always keep it in your carry-on luggage or on your person; never place it in checked baggage where it is at risk of theft or loss. If you are trying to keep a proposal a surprise, place the ring in a small, non-descript pouch rather than a bulky box to minimize the profile in your bag. Discreetly inform the TSA officer at the security checkpoint by placing a small note on the container that says, "Proposing today, please be discreet," which can help avoid a public "reveal" if they need to inspect the bag. For added security, ensure the ring is insured for travel and take a clear photo of it before you leave. Once on board, keep your bag with the ring under the seat in front of you rather than in the overhead bin to ensure it is within reach and sight at all times throughout the flight.