Groomsmen Gifts

Your groomsmen said yes to the suit, the bachelor party, and probably a few questionable toasts. They deserve a thank-you gift that actually means something. Every groomsmen gift at Groovy Groomsmen Gifts ships with free personalization from our shop in Monroe, Connecticut, and goes out the door in 1-2 business days. That means you can stop stressing about this part of the wedding checklist and focus on your vows.

Not sure where to start? Our top sellers for groomsmen are the Ultimate Box Set, which pairs an engraved whiskey glass with a matching flask and a custom bottle opener in one ready-to-give package, and the Monogrammed Leather Dopp Kit, our favorite pick for guys who travel and actually use what you give them.

Browse Groomsmen Gifts by Type

Personalized Whiskey Decanters Engraved whiskey decanters with his name and your wedding date — the ones that get poured from for years.	Personalized Watches Engraved watches he will wear on the wedding day and keep on his wrist long after.
Honeymoon Duffle Bags Personalized duffle bags he will carry on the honeymoon and on every trip after.	Wedding Day Cufflinks Engraved cufflinks for the suit, the photos, and the toast.
Whiskey Glasses for the Toast Engraved whiskey glasses he can use on the wedding night and pour from every anniversary.	Honeymoon Gifts Personalized travel pieces and keepsakes built for the trip and the years after.
Travel Bags for the Honeymoon Personalized leather and canvas toiletry bags built for the honeymoon trip.	Personalized Cigar Humidors Engraved humidors for the cigar he saves for the wedding night and the anniversaries that follow.
Heirloom Pocket Watches Engraved pocket watches he will wear on the day and pass down.	Wedding Day Gift Boxes Curated boxes with 3 to 5 personalized items, packaged and ready to give without extra wrapping.

How to Choose a Groomsmen Gift He'll Actually Use

The biggest mistake grooms make is buying one generic gift and handing the same thing to every guy. Your best man is not your college roommate is not your future father-in-law. The best groomsmen gifts match the person, not just the occasion.

If your groomsman is the type who hosts game-day parties, the Groomsmen Beer Stein with a custom AI caricature of his face is the kind of thing that becomes a permanent fixture on his bar cart. It gets a laugh at the bachelor party and stays on the shelf for years.

For the guy who already owns everything, go personal. The Timekeeper Personalized Watch with the wedding date engraved on the back gives him something he will wear every day and think of your friendship when he checks the time.

For the outdoorsy or active groomsman, the Muscle Duffle is a rugged personalized travel bag built for gym runs, weekend trips, and everything in between. It looks sharp with his monogram stitched on.

And for the groomsman who appreciates a good drink, the Grooms Crew Whiskey Glass with the wedding party role and date engraved is a classic that never misses.

"I got the Ultimate Box Set for all five groomsmen and personalized each one with their nicknames. The guys opened them during the rehearsal dinner and every single one of them said it was the best groomsmen gift they had ever gotten. Worth every penny."

Marcus T., verified buyer

The Tradition Behind Groomsmen Gifts

Giving gifts to your groomsmen dates back centuries. In early English weddings, the groom gave his attendants a small token of appreciation for helping him "capture" the bride (weddings were wilder back then). Today, the tradition is simpler. Your groomsmen gave you their time, their money, and their support. A personalized gift says you noticed and you are grateful. The best groomsmen gifts are not about the price tag. They are about making each guy feel like he mattered to your day.

How Much Should You Spend on Groomsmen Gifts?

For ushers and extended wedding party members: $25 to $40. The Personalized Groomsmen Can Cooler or Sunny Day Personalized Sunglasses are fun, affordable picks that still feel custom.

For groomsmen: $40 to $75. This is the sweet spot for most wedding parties. The Groomsmen Grins Photo Flask or the Custom Photo Pint Glass both land here and feel personal without breaking the budget.

For your best man: $75 to $125. He did more work than anyone. The Monogrammed Leather Dopp Kit or Timekeeper Watch shows you put real thought into his gift.

For the full VIP treatment: $125 and up. The Ultimate Box Set or the Premium Crafted Gift Crate are the kinds of gifts that make your best man or father of the groom feel like the most important person at the table.

"My husband wanted to get his guys something different, not another flask they would never use. We went with the Build Your Own box for the best man and the beer steins for the rest. The personalization was perfect and everything arrived in three days. Huge stress relief during wedding planning."

Jessica R., verified buyer

Best Man vs. Groomsman vs. Father of the Groom: What to Get Each Role

Your best man carried the rings, planned the bachelor party, and kept you calm when you forgot your vows. He gets the top-tier gift. The Ultimate Box Set or the Build Your Own Groomsmen Box lets you stack his favorite things into one killer package. Add a handwritten note inside and you are set.

Your groomsmen showed up for every fitting, every event, and every group text. Match the gift to the guy. The sports fan gets the Personalized Pigskin. The whiskey guy gets the Grooms Crew Whiskey Glass. The one who is always on a plane gets the Muscle Duffle.

For the father of the bride or father of the groom, skip the party-themed stuff. The Timekeeper Watch with the wedding date or a meaningful message engraved on the caseback is a gift he will wear to work the Monday after your wedding and still have 20 years from now.

For junior groomsmen or younger attendants, keep it fun and age-appropriate. The Sunny Day Personalized Sunglasses or a Personalized Can Cooler (for the soda, obviously) make them feel included without going overboard.

For the friend who doubles as your officiant or MC, the Classic Groomsman Cigar Gift Set is a perfect post-ceremony celebration in a box. Hand it to him after the vows and watch his face light up.

Every groomsmen gift ships with free personalization and arrives in 2-4 business days. Your wedding is stressful enough. Let us handle this part.