Ultimate Box Set
From $34.99Our most-gifted set, and it earns it. You build the box, we engrave every piece with his name, and it lands looking custom. The easy call for one matching gift across the whole crew.
View this giftFamily Owned in Monroe, CT — 100,000+ Grooms Served Since 2013
Family Owned in Monroe, CT — 100,000+ Grooms Served Since 2013
Family Owned in Monroe, CT — 100,000+ Grooms Served Since 2013
by Chris Bajda September 10, 2025
The Groovy Groomsmen Field Guide
What grooms really spend on the best man, what to give each role, and when to hand it over. Answered with our own order data.
The short answer
Usually he gets the same gift as everyone else. Across 11,374 of our orders covering both roles, 97% of grooms gave the best man the exact same gift as the groomsmen, and 93% spent exactly the same on both roles. What sets his apart is almost never the price. It is how personal it is.
In this guide
Every groom hits the same question while planning: does the best man get a bigger gift than the rest of the party? Rather than guess, we went through 11,374 of our own orders where a groom bought for his best man and his groomsmen at the same time. The answer surprised us. Almost every groom gives the whole party the same gift, best man included. This guide shows what grooms really do, what the small minority who go different actually pick, and how to make either gift feel like you meant it.
Everything we make is personalized, engraved in our own shop, and picked to look like you put real thought into it. Because you did. For the wider list, see our complete groomsmen gifts guide.
We went through every Groovy Groomsmen order from January 2021 to September 2026 where the groom told us which gift was for which role, then kept the 11,374 orders that covered both a best man and at least one groomsman. Here is what those grooms chose.
What the best man got, compared with the groomsmen
Two honest limits on these numbers. We only see what was bought from us in one order, so a groom who picked up something separate for his best man elsewhere would show here as giving the same gift. And these come from the orders where the groom labelled who each gift was for, about one in six of everything we ship. One number worth explaining. Across everything we shipped, the median best man gift is $49.99 and the median groomsman gift is $44.99. That five dollar gap is not grooms upgrading. It comes from party size, because bigger parties buy cheaper gifts and there are far more groomsmen than best men in the count. Groom by groom, 93% spent exactly the same on both. What the data shows clearly is that the matching group gift is the norm, not a compromise.
This is the part we did not expect. When you rank what grooms buy for each role, the top four are identical, and they land in the same order.
| Rank | Bought for the best man | Bought for the groomsmen |
|---|---|---|
| 1 | Ultimate Box Set | Ultimate Box Set |
| 2 | Build Your Own Groomsmen Box | Build Your Own Groomsmen Box |
| 3 | Man Case | Man Case |
| 4 | Slice & Buzz | Slice & Buzz |
| 5 | Big Gulp | Groomsman Shooter |
So the real decision is not what to buy him instead. It is picking one gift good enough that you are happy handing it to the guy who did the most, then letting the engraving do the rest.
Spend two minutes here and the rest is easy. The gift that lands is rarely the most expensive one. It is the most him.
The best man ran your bachelor party, held the rings, and talked you off the ledge. Almost every groom mirrors that with the same gift as the rest of the party, engraved for him. The role shows up in the note and the engraving, not the receipt. The groomsmen get something thoughtful that says thank you for standing beside me.
A $60 flask engraved with his name and your wedding date lands harder than a $200 gift he did not ask for. Personalization is the part Amazon cannot copy, and it is what makes either role feel chosen.
Fewer than 1 groom in 100 adds an extra piece for the best man, so do not feel you have to. One matching gift for the whole party is the norm. It looks intentional and keeps the math simple.
You do not need to spend more across the board. If you do add something, put it into the gift that gets displayed, carried, or poured from for years.
In our own orders the gap is usually nothing at all. Here is what grooms really spend.
This is what almost every groom buys, and the best man gets the same one. Engraved flask sets, a toiletry bag, custom drinkware, or a build-your-own box. Uniform across the party, and still made for each guy by name.
Only about 3 grooms in 100 pick a different gift for the best man, and there is no clear pattern to what they choose. Those 317 orders spread across 103 different products, and the single most common pick was still the Ultimate Box Set, just not the one his groomsmen got. The median price they paid was $59.99 against $44.99 for the groomsmen. Choose this because it suits him, not because a rule says he is owed more.
A top-grain leather weekender or a loaded gift crate he keeps for years. Grooms who go here usually buy it as the one gift that matters rather than as a gap between him and the group.
A good rule, and the one our orders support: pick one gift good enough for the whole party, then make the best man's version more personal rather than more expensive.
The real differences are in timing and in what you write, not in what you spend.
| Aspect | Best man | Groomsmen |
|---|---|---|
| Typical spend | $49.99 median, and the same gift as the group in 97% of orders | $44.99 median each |
| Personalization | The same gift, engraved with his name | Matching, name-engraved |
| Gift style | Usually the group gift, occasionally one extra piece | A uniform set for the group |
| Why the role is different | He runs the bachelor party, holds the rings, and steadies you all day | They stood beside you and celebrated you |
| When to give it | Often earlier, at a private dinner or the bachelor trip | Rehearsal dinner or the morning of |
| Same gift for all? | The same gift as everyone else in 97% of orders | One matching gift reads intentional |
Every gift below is live, personalized, and engraved in-house. The first group is what almost every groom buys for the whole party. The second is for the small number who want the best man's to stand apart.
One matching gift for the whole party, best man included. One matching gift for the whole party, best man included. This is the route 97% of grooms in our orders took. Browse all groomsmen gifts →
Our most-gifted set, and it earns it. You build the box, we engrave every piece with his name, and it lands looking custom. The easy call for one matching gift across the whole crew.
View this gift →
An engraved leather flask with four matching shot glasses in a gift box. A group classic that still feels personal once his name is on it, and priced so you can do the whole party.
View this gift →
A personalized dopp kit he reaches for on every trip after the wedding. Clean, well-made, and monogrammed so it feels chosen for him rather than grabbed off a shelf.
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Custom tumblers with each guy's name or a matching crew design. A low-cost, high-smile pick that works as a group gift or a bachelor-trip extra.
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Our single most-shipped bag. A structured, personalized duffle sized for a bachelor trip or a weekend away, and priced so the whole group can match.
View this gift →For the 3% who want his to stand apart, these are the ones worth it. Browse all best man gifts →
A hand-finished wooden crate of barware engraved with his name. It looks like you spent all afternoon curating it, and the crate stays on his shelf long after the last toast.
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For the best man who runs the grill. His name tops his own steakhouse, the big word is yours to pick, and the optional bottom line can carry your wedding year. One board made only for him is exactly the kind of step apart the rest of the party notices.
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A skeleton-dial watch that arrives in a keepsake box with a save-the-date card, so it doubles as the way you ask him. Personal, dressy, and worn long after the wedding.
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An engraved crate with a humidor, a whiskey-and-cigar glass, and the accessories a cigar guy appreciates. A full experience for the best man who takes his evenings slow.
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A weighty decanter and matching glasses, sand-carved with his name and your wedding date. This is the gift a whiskey guy puts on display, not in a drawer.
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Top-grain water buffalo leather that ages better every year, monogrammed and built to outlast the marriage it celebrates. For the friend who did everything for you.
View this gift →We would rather be genuinely helpful than only point you at our own shelves. Here are a few pieces we do not make that are worth the money if they fit your best man or a groomsman. No affiliate links, no kickbacks, just honest picks.
For the best man, tickets to a game, a concert, or a distillery tour can beat any object. Look at his calendar, not just his shelf.
Browse experiences →Nothing reads grown-up like a scent he would not splurge on himself. Dior Sauvage and Creed Aventus are the safe, universally liked bets for the best man.
See Dior Sauvage →A Seiko Presage or a Tissot gives real mechanical watchmaking at a groomsman-friendly price. It punches well above its cost.
Explore Seiko Presage →Etsy is full of small makers doing beautiful custom work, from hand-tooled leather valet trays to engraved star maps of your wedding-night sky. Worth a browse for something truly his.
Browse custom pieces on Etsy →A few ways either gift still misses. Avoiding these matters more than the price you pay.
Most couples hand out groomsmen gifts at the rehearsal dinner or the morning of the wedding. More in when to give groomsmen gifts.
Many grooms give the best man his a little earlier, at the bachelor party or a private dinner, so it does not get lost in the day-of rush.
Engraving does the heavy lifting, but a short handwritten note is what he remembers. Say why you picked him. Two sentences is plenty.
Roles, timing, and who pays for what. See best man gift etiquette for the full picture.
You can, but most grooms do not. Across 11,374 of our orders covering both roles, 97% gave the best man the exact same gift as the groomsmen. No etiquette rule says he needs a bigger one. If you want to mark the role, make his more personal rather than more expensive.
Nothing, for most grooms. 93% spent exactly the same on both roles, because 97% buy everyone the same gift. See the full breakdown in how much to spend on groomsmen gifts.
Yes, and it is what almost everyone does. 97% of grooms in our orders gave the best man the exact same gift as the groomsmen. Giving the whole party one matching gift reads as intentional, as long as it is personalized to each guy.
Something personal he keeps: an engraved decanter set, a cigar crate, a watch that doubles as your proposal, or a top-grain leather weekender. In practice most best men get the same gift as the rest of the party, engraved for them.
Thoughtful and usually matching. Personalized flask sets, a toiletry bag, custom drinkware, or a build-your-own box work well because they look intentional across the group and still feel made for each guy.
Groomsmen usually get theirs at the rehearsal dinner or the morning of the wedding. Many grooms give the best man his a little earlier, at the bachelor party or a private dinner. More in when to give groomsmen gifts.
Every piece is engraved in our own shop and made to order. Pick the names, add your wedding date, and we handle the rest.
If you do want the best man's to read differently without buying him a different category of thing, staying inside one style is the cleanest way. Our groomsmen watches collection lets you keep the whole party in the same look.
Related collection: Groomsmen Gifts.
Co-FounderAbout the Author
Co-Founder, Groovy Groomsmen Gifts · Monroe, Connecticut
Chris Bajda is a co-founder of the family-run Groovy gift studios in Monroe, Connecticut, behind more than 200,000 personalized gifts and over 17,000 customer reviews. For more than 15 years he has helped grooms and groomsmen find gifts worth keeping, and he still tracks what real customers order and love so his picks come from data, not guesswork. He is a regular at the NY NOW gift show in New York City.

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