Free Personalization - Thoughtful Christmas Gifts
Free Personalization - Thoughtful Christmas Gifts
by Chris Bajda September 10, 2025
One of the most common questions grooms face during wedding planning is:
“Do I need to buy my best man a more expensive gift than the groomsmen?”
The short answer: Yes, in most cases. While both the best man and the groomsmen deserve thoughtful gifts, the best man gift is usually a bit more special. That doesn’t mean you have to break your budget — it just means his gift should reflect the extra responsibilities and support he provides throughout the wedding journey.
This guide will walk you through:
The tradition behind wedding party gifts
The difference between best man gifts vs groomsmen gifts
How much you should spend
Gift ideas for both roles
How to add a personal touch that makes any gift meaningful
Let’s dive in.

Giving gifts to your closest friends in the wedding party is a long-standing tradition. It’s a fun way for the groom to say “thank you” for all the support, planning, and celebrating.
Groomsmen gifts: These are often given to all groomsmen as a group, usually at the rehearsal dinner or before the wedding day. They can be slightly more generic but should still show appreciation. A groomsmen gift set, like an engraved flask with shot glasses or a grooming kit, is a practical gift that works well.
Best man gifts: The best man typically receives something a bit more personal. Since he organizes the bachelor party, helps with the plan for the wedding day, and is the groom’s right-hand man, his gift should be a wonderful gift that reflects that extra level of responsibility.
The tradition isn’t about how much you spend, but about giving a meaningful gift that fits your friendship and the special moment of your wedding.
When it comes to best man gift vs groomsmen gift, the difference is usually in value, personalization, and effort.
Best Man: His gift should stand out — something unique, personalized, or tied to his favorite pastime. It could be a high-quality watch, engraved whiskey glasses, or even an experience like a golf outing.
Groomsmen: Their gifts can be uniform, but still thoughtful. Personalized cuff links, a groomsmen gift box, or engraved pocket knife are timeless classics.
In most cases, the best man’s gift is more personalized, while the groomsmen’s gifts are more practical and group-friendly.
Budget is always a big question when shopping for wedding party gifts.
Best Man Gift: Typically $75–$100. A little higher than the groomsmen to reflect his role. If he’s helped organize the bachelor party or been your go-to support during the wedding plan, spending a bit more is a perfect way to show appreciation.
Groomsmen Gifts: Usually $40–$60 each. Still a thoughtful gift, but more uniform. Think personalized flask, engraved shot glasses, or a grooming kit.
Same Gift or Different?: Some grooms prefer to give everyone the same gift (like engraved flasks) but add a more personal touch for the best man. Others choose a totally different gift for him. Both approaches work.
Want to know exactly what your budget should look like? Try our Groomsmen Gift Calculator:
Your best man is more than just a title — he’s often your closest friend, brother, or even the groom’s lifelong buddy. His gift should reflect that bond. Here are some best gifts to consider:
Engraved Watch – A timeless gift that he can wear on the big day and for years to come. Add personalized engraving with the wedding date or a heartfelt message for a lasting reminder.
Experience Gifts – Golf outing, tickets to a game, or a concert you both enjoy. These create a special moment beyond the wedding.
High-End Liquor – Pair it with an engraved whiskey decanter or a personalized flask for a sophisticated touch.
Personalized Accessories – A premium pocket blade, engraved money clip, or personalized cuff links make practical and stylish gifts.
Memorable Keepsakes – Items like an engraved watch box or a personalized gift set with his favorite wine and shot glasses add a nice touch.
Tip: Don’t wait until the last minute. Rushed shopping often leads to generic gifts. Planning ahead ensures you pick something meaningful.
While your groomsmen may not carry the same duties as the best man, their role is still essential. They stand by you on your most important day, so give them thoughtful gifts that balance style, fun, and practicality.
Cuff Links – Personalized with initials or the wedding date, they’re a timeless classic and can be worn on the special day.
Engraved Flasks or Shot Glasses – Great for a gift box or paired with their favorite wine or whiskey.
Personalized Accessories – Wallets, Dopp kits, grooming kits, or personalized golf balls for a fun way to match each guy’s style.
Pocket Knife – Practical, durable, and customizable with personalized engraving.
Gift Sets – A groomsmen gift set might include a personalized blade, flask, or even engraved whiskey glasses. These make a perfect combination of style and functionality.
Fun Add-Ons – Bottle openers, socks, or novelty items tied to their hobbies or favorite pastime.
In most cases, groomsmen appreciate practical gifts that reflect their personality — but adding a personal touch takes it to the next level.
No matter your budget, the most meaningful gifts include a personalized detail. Even simple gifts feel elevated with customization.
Engraving: Add names, initials, or the wedding date.
Handwritten Note: A short but heartfelt message goes a long way.
Wedding Theme Match: Tie the gift into your wedding theme for a coordinated style.
Personalized Gift Box: Create a memorable gift with a mix of small items like a flask, socks, and a note.
A personal touch ensures your closest friends remember not just the gift, but the special day and your friendship.
Your wedding day is one of the most important days of your life. The gifts you choose for your best man and groomsmen are a fun way to celebrate and show appreciation.
The best man gift should be a little more special — personalized, meaningful, or tied to his style and hobbies.
Groomsmen gifts can be practical and uniform, like a groomsmen gift set, but they don’t have to be identical.
In both cases, the perfect way to make them memorable is with a personal touch — from personalized engraving to a handwritten note.
At the end of the day, it’s not about how much you spend, but how much thought and appreciation you put into the gift. Choosing something personal ensures your friends feel valued and celebrated on your special day.

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