Groomsmen Proposal Keepsake Box
A proposal card gets recycled. This one has the question burned into the lid, and he keeps the box.
- His name and your wedding date on the lid, so the box gives nothing away before he opens it
- The ask engraved inside the lid, permanently, in whichever role you are asking him to take
- Two lines of your own underneath it, in script
- Spanish cedar lined, 9 inches by 8.5 inches, with internal locking hinges
- Cherry, black or burl
You hand it to him with his name on the front and no explanation. He lifts the lid and finds the question waiting for him in the wood, with whatever you wanted to say underneath it. Nothing to unfold, nothing to read out loud, and nobody has to watch him decide what face to make.
Then it stops being a proposal and becomes a box. It holds the cufflinks, the boutonniere he kept, the ring box, the watch he wore that day. Ten years from now the question is still in the lid every time he opens it, and so is your name for asking.
How to Personalize![]()
- Enter his name for the lid. It engraves in block capitals inside the frame.
- Enter your wedding date. It engraves under the bowtie exactly as you type it, so 10/10/2026.
- Pick the role you are asking him to take. The question inside the lid reads WILL YOU BE MY, then that role.
- Write your message. It engraves in script under the question, up to 100 characters.
Check your spelling, then add it to your cart. The preview on this page shows exactly what we engrave. Every box is laser engraved by hand in Monroe, Connecticut.
Product Details
- Material: Cherry, black or burl finish, lined with Spanish cedar
- Size: 9 inches wide by 8.5 inches long by 2 1/4 inches deep
- Personalization: Four fields, engraved as the preview on this page shows them
- Detail: Internal locking hinges, so the lid stays open at the reveal
- Engraving: Laser engraved into the wood, never printed on top
- Shipping: Ships in 1-2 days
Questions About This Box
Does the outside give the surprise away?
No. The lid carries his name and your wedding date and nothing that gives it away, so he has no idea what he is holding. The question is engraved inside, where he reads it when he lifts the lid.
Can I use this to ask someone other than a groomsman?
Yes. The question follows the role you pick, so it can read best man, usher, officiant, ring bearer, junior groomsman, best woman or man of honor. If none of those fit, type your own and we engrave that instead.
What does he do with it after he says yes?
It is a full size keepsake box lined with Spanish cedar, the same lining a humidor uses. Most of them end up holding the cufflinks, the boutonniere he kept and the ring box from the day, with the question still in the lid.
Gifts Done Right
We make it simple for grooms to find unique, personalized gifts that stand out from the usual. With our fun and creative options, you can give your groomsmen something truly memorable that they’ll appreciate long after the big day.
Your Gifts are Our Priority
We combine our passion for crafting memorable groomsmen gifts with a commitment to exceptional service. Our dedicated team in Monroe, Connecticut ensures every gift exceeds your expectations.
Questions People Ask
Does the outside give the surprise away?
Can I use this to ask someone other than a groomsman?
What does he do with it after he says yes?
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Let customers speak for us
I ordered these and paid for expedite shipping. I ordered 6 of them and they all came in within 4 days and look sooooooo good! Great quality and timely order, what else could you ask for! I was scared of the timing on these being ordered and receiving them, but I had nothing to worry about.
I ordered 6 build your own groomsman boxes and once I got them and was able to look them over I am impressed. They are bigger than I expected but great quality. I would definitely recommend to any one that need to get gifts for your groosman.
I had to order some unique gifts and all I could find were cigar and alcohol related items! But GroovyGroomsman had these totally 100% quality - monogrammed and sturdy as all get out. This is a bag you can be proud of! Small enough to fit on your seat and still hold what you need for the weekend! But with confidence and pride!
Got these for my brother’s bachelor party for all the guys. They are very well made. My only thing I would say is that they are thick for golf ball markers. I would consider cutting them down about half the height of what they are. We are all big golfers and they would interfere on the greens if you use them. Just my honest opinion. But they came out great and shipping was quick! Thank you for making them!
The quality of the product is as described. The customer service is fantastic.
My husband got this for his groomsmen a few years ago but was silly and didn't get himself one. His friends all loved it and would bring it on group trips and talked about how it's their go to bag. I finally ordered him one so he could enjoy it too!! The bag holds up well and carries lots of stuff! Many of the guys pack for themselves and their wives in just that bag.
I gave these to my groomsmen and they loved it. Most said they will display in their offices as a good conversation piece!
And they got here within 3 days when I ordered 5 days before my wedding. So happy with these!
I was impressed with the delivery time, considering my order included 7 uniquely monogrammed duffel bags. Great looking product, seems quite durable and useful - served as a great groomsman gift after I had been searching for something other than stereotypical cigar containers and flasks. I consider myself a very satisfied customer!
Only problem was the bags had a strong musty/mildew odor. I had to place the bags outside for a several hours and add dryer sheets to the inside. Very disappointed in the odor. But the service, the box's and everything else was top notch!
I have seven groomsmen in my wedding next November and every single person LOVED this box! It made it so easy doing something thoughtful and easy to order when everyone is spread out. 10/10 would recommend!
This is a great canvas, Duffel. Very sturdy material and cleverly designed. It looks great...down to business looking.
When I opened the package after receiving these, I was surprised how well crafted they were. The engraving was very nice, a lot of attention to detail. The shipping was fast and easy no problems with the item at all.
We purchased these socks for myself, my groomsmen and my father as a last minute decision. The delivery was super fast and made it just in time! The socks were pretty comfortable for all day wearing and my wedding party now have a great memento of the day!
From The most amazing customer service, to picking out the best gift, to delivery, I very much was very pleased and so was my best man.
No regrets what so ever.