9 groomsmen proposal gifts that are anything but cheesy

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Your wedding party plays a huge role in your big day—and thinking of thoughtful tokens for your groomsmen is an important part of the wedding planning process. Groomsmen proposal gifts don’t have to be extravagant or flashy; in fact, something practical and personalized is usually the best approach.

Whether you’re looking for something fun to drum up excitement for the big day or you want something practical that they’ll be able to use on your wedding day and beyond, we’ve rounded up some of the coolest groomsmen proposal gifts that are both super thoughtful and genuinely useful.

From customized writing utensils to unique travel accessories, these are our favorite groomsmen proposal gifts that are anything but cheesy.

1. These handsome personalized leather Dopp kits

Looking for something thoughtful and practical that he’ll be able to use in time for your destination wedding or weekend elopement? This handsome personalized leather Dopp kit allows you to choose the color, size, and of course the personalized message that will be engraved on the front of the kit. Bonus points if you fill it up with his favorite travel-sized grooming products.

Get the StarSeaArt Leather Dopp Kit from Etsy starting at $7.00

2. This cheeky custom-made cigar holder

There’s something about a decent cigar that fosters a feeling of celebration. Instead of proffering a stand-alone cigar, consider wrapping it in this cheeky custom-made cigar holder. The kraft paper and twine design lends itself well to farmhouse or cottage-themed weddings and will add just a little something special to the gift.

Get the Will You Be My Best Man? Cigar Holder from Etsy for $2.69

3. This fully stocked groomsman accessories gift box

Whether your groomsmen pride themselves on their formalwear game or you know they’ll need a little encouragement to get dressed up for the big day, this fully stocked groomsman accessories gift box will come as a practical and thoughtful solution. The cheeky gift box is designed to be incognito on the outside—but once opened it turns into a beautiful display of tie bars, dress socks, pocket squares, and even a custom label with their name and your wedding date inscribed.

Get the Custom Groomsmen Gift Box from Etsy starting at $15.00

4. This punny golf-themed groomsmen gift set

Big into golf? The “let’s par tee” golf-themed groomsmen gift set was made for your crew. The punny set includes a custom-engraved commemorative golf ball and tee to celebrate the big day. The gift set also includes an optional note that you can personalize for each of your groomsmen.

Get the One19Stationery Golf Ball Proposal from Etsy starting from $8.00

5. This custom label for their favorite whiskey or bourbon

Gifting their favorite whiskey or bourbon will always be well-received—but this custom-made label will allow you to take your groomsmen's proposals one step further. The detailed labels were made to look as though they are part of the bottle and allow you to write out their name and the wedding date to complete the commemorative gift.

Get the ADarlingDaisyDesign Groomsman Whiskey Label from Etsy for $8.75

6. This gorgeous engraved wooden timepiece

Of course, a smart timepiece makes a great gift for any occasion—but you don’t have to dip into your honeymoon budget just to give your groomsmen a custom wristwatch. This gorgeous wooden timepiece is super budget-friendly without sacrificing style, while the engraved backing will allow him to remember his involvement in your big day for years to come.

Get the Personalized Engraved Watch for Best Man from Amazon for $32.99

7. This set of sophisticated tie clips for the whole gang

Looking for something subtle that your entire wedding party can use on the big day? This set of silver tie clips will suit just about any tie style and colorways while uniting the whole gang. The set includes one ‘groom’ clip, one ‘best man’ clip, and six ‘groomsman’ clips.

Get the YUUNEI Wedding Tie Clips from Amazon for $19.99

8. This custom engraved windproof lighter

This custom engraved windproof lighter makes a gorgeous gift for any occasion—but it’s particularly ideal for a groomsmen proposal gift. The metal lighter can be refilled as needed and was made to last for years to come. The best part? You can really get creative with the engraving, selecting everything from the color of the lighter to the superlatives. There’s also space to write out your wedding date for an even more personalized approach.

Get the Custom Classic Metal Windproof Lighter from Wedding Star starting at $14.94

9. This super practical leather necktie travel case

Planning a destination wedding or elopement? Consider gifting your groomsmen a practical but unique travel accessory in place of a more traditional groomsmen proposal gift. This smart leather necktie travel case is a great option—especially if you pre-select the ties you’re hoping your buddies will wear during the ceremony and pop them inside before gifting.

Get the Men’s Necktie Travel Case from Amazon for $13.99

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