How to Make the Best “Will You Be My Groomsman?” Box?

Looking to pop the question to your groomsmen in a creative and thoughtful way? Learn how to make the best "Will You Be My Groomsman?" box today.  

Asking your closest friends to be a part of your wedding party is an exciting moment. And creating a unique and special way to ask your groomsmen to stand by your side on your big day can make the experience even more memorable. Whether you’re crafting your own box or opting for a pre-made kit, the “Will You Be My Groomsman?” box has become a popular way to make the proposal extra special.  

In this blog post, we will go over the step-by-step process of creating the best groomsman gift boxes. With our tips, your friends will feel honored and excited to be a part of your special day.

Setting a budget is the first step

Before you start shopping for materials and gifts, it's important to set a budget for your groomsman boxes. This will help you determine how much you can spend on materials, decorations, and presents. And it will also help you avoid overspending. Because when it comes to weddings, every cent counts. Decide on a budget that you’re comfortable with and stick to it.

A smart approach to proposal

When it comes to the proposal itself, you'll want to choose a thoughtful and smart approach. Consider what type of proposal would make them feel most special and honoured. Some guys may prefer a more traditional, heartfelt proposal. While others may appreciate something that's more lighthearted and fun. Taking time to consider your friends will help you create the best groomsman proposal boxes.

Something to help have a party

One way to make the proposal extra special is to include groomsman gifts that will help your favourite people commemorate the occasion. Consider including a bottle of their favourite liquor or a gift card to a local bar or restaurant. It will not only make them feel special but also give them a chance to celebrate the good news with you.

A unique present made especially for him

One of the most important parts of the "Will You Be My Groomsman?" box is the gift that you choose for each of your groomsmen. Personalised gifts are a great way to make your groomsmen feel special and appreciated. Here are some groomsman gift ideas to sink your teeth into.

A personalised watch will help your groomsman remember the day for the rest of his life each time he looks at his wrist. Image: Daniel Muresan/Shutterstock

A Custom-Made Flask or Beer Glass: A custom-made flask or beer glass is a great gift for your groomsmen. Not only is it practical and useful, but it can also be engraved with their name or initials. Making it a special and unique gift that they'll appreciate. A flask or a beer glass is also a great way to toast the upcoming wedding and friendship.

  • A Personalised Cigar Humidor: A personalised cigar humidor is a great gift for groomsmen who appreciate a good cigar. Not only does it keep cigars fresh, but it also serves as a reminder of the special occasion. The groomsmen can use it to store cigars for special occasions and events.

  • A Custom-Made Pocket Knife: A custom-made pocket knife is a great personalised gift for your groomsmen. It's practical, useful, and can be engraved with their name or initials. Or even a meaningful quote that represents your relationship. It can be used for outdoor activities and makes for a handy tool to have for everyday use.


  • A Custom Watch: A custom-made watch is the most classic route to go for wedding groomsman gifts. Personalising the watch to each groomsman is an excellent way to show gratitude and create a memorable gift. It can be made to reflect their personal style. It’s a perfect gift to help them look sharp on the big day. Plus, this will be a gift they can use on your big day and beyond.

Final thoughts

Asking your friends to be a part of your wedding party is a special moment that you'll all remember for years to come. By taking the time to create a unique and thoughtful "Will You Be My Groomsman?" box, you can make the proposal even more memorable. Remember to set a budget, choose a smart approach to the proposal, and include something that will help them celebrate. And most importantly, include a unique personalised gift for each of your groomsmen.

Have you ever made a personalised groomsmen box? Let us know any handy tips and tricks we might have left out in the comment section.