Groomsmen Proposal Gifts

27 Groomsmen Proposal Ideas (2021)

Your wedding is a gathering of all the people you and your bride cherish the most in the world.

We know how much it would mean to you if your best buddies are to witness your special day.

“Will you be my groomsmen?”

Pop the question in style with some of our best and easy groomsmen proposal ideas.

Check out our best 27 groomsmen proposal ideas to get them to say “I do”, too!

Best Groomsmen Gifts 2021

Here are our top groomsmen gift ideas,”

27. Wooden Bow Tie Pocket  and Square Set Of 4

Give your groomsmen everything they need to be dashing and handsome on your wedding day. Why not opt for this matching set of wood bow ties, pocket squares, and cuff links. One thing’s for sure. It’s not your basic groomsman OOTD. They will definitely turn heads with their unique material and exquisite craftsmanship.

26. Whiskey Flight Set

Why not pop the question while you’re enjoying a glass of your favorite whiskey? This rectangle wooden serving tray is classy and elegant. You can rest assured that it will look great in your man cave or home bar. It also comes with four whiskey glasses, all made with high-quality crystal glass.

25. Stainless-Steel Square Coaster Set

Give your groomsmen something functional and modern at the same time. These all-metal coasters can be customized with at least two initials and a design of your choice. Maybe you can pop the question while you’re all having the time of your life, sipping beers and watching the game.

24. Whiskey Decanter Set

Here’s another fun way to pop the question. Why not get him this beautiful heirloom decanter set, open a bottle of whiskey, and pour him a drink. Light up a cigar, and pop the question. Your best man or groomsmen will appreciate your thoughtful gestures that they’ll have no choice but to say yes!

23. Personalized Wooden Tie Clip and Cufflinks

Here’s another fun way to pop the question. Why not get him this beautiful heirloom decanter set, open a bottle of whiskey, and pour him a drink. Light up a cigar, and pop the question. Your best man or groomsmen will appreciate your thoughtful gestures that they’ll have no choice but to say yes!

 22. Groomsmen Essentials Gift Set

If your groomsmen appreciate a more classic style, they will love this groomsmen essentials gift set! It’s complete with a stainless steel tie clip, money clip, and cufflinks. Arm them with everything they need to be a dashing groomsman on your wedding day!

21. Personalized Compass

Open up this personalized compass just like you would a ring box and pop the question! You can have the compass engraved with your groomsmen proposal quotes and groomsmen proposal message. Especially if your best man or groomsmen love camping and adventures, this compass is the best way to ask him to be part of your special day.

 20. Engraved Flask Set with Groomsmen Proposal Box

Your groomsmen will love this luxurious leather black flask with matching shot glasses. If you ask us, your best man and groomsmen will immediately say yes to your proposal! They will appreciate having this handy stainless steel and leather flask in their pockets on your wedding day. Have the box custom engraved with your groomsmen proposal letter to make it extra special.

19. Hilarious Proposal Beer Mug

We are all for best man funny proposal ideas! Your best man will fall over laughing once they find your custom groomsmen proposal at the bottom of the mug. Fill up this funny mug with their favorite drink and wait for the perfect moment to ask them to be part of your special day!

18. Caricature Groomsmen Beer Mug

Here’s another groomsmen proposal idea that will impress your friends and make them laugh! Present them with a custom high-quality porcelain mug filled to the brim with his favorite beer. He will love the hand-drawn caricature of his likeness, and you can make it even better with custom engravings of your proposal message.

17. Engraved Bamboo Sunglasses

Here’s the perfect groomsmen gift for men who love to live it up under the sun! Hand them a pair of these stylish bamboo sunglasses! They’re lightweight, UV-protected, and scratch-resistant, the perfect companion for vigorous outdoor activities. Choose from black, orange, or blue lenses.

16. Personalized Canvas Beer Cooler 

Invite your bros for a day of hiking or fishing, and bring out these custom beer coolers for each one of them! They will certainly appreciate the functionality and design of these hardy beer holders. Each one can be engraved with the initials of your groomsmen.

15. Funny Groomsmen Socks

Your wedding day is the perfect chance to show your appreciation for your best buddies! There’s nothing wrong with going overboard, so why not start matching your OOTDs? The groom’s party can have funny matching socks, each printed with an inside joke or their respective titles.

14. Beer Insulator

While some people might argue that this beer insulator is a luxury, your groomsmen will definitely agree that it’s something they never knew they needed! Hand one of these badass groomsmen gifts to your best buddies, and they’ll appreciate you every time they take a sip of their cold drink.

13.  Golf Ball Set

Have groomsmen who can’t live without golf? Show them how much you appreciate them by handing over some customized golf balls for them to enjoy a great weekend on the golf course! Each golf ball can be engraved with a special message or the initials of your groomsmen.

12. Cotton Golf Towel with Hook

Here’s another practical and thoughtful gift for the groomsman golf lover. Hand over this custom embroidered golf towel just as he’s digging for a spare towel. He will instantly appreciate your gift! It is made from 100% cotton, and it comes with a metal hook for ultimate convenience.

11. Leather Toiletry Bag

Your groomsmen will appreciate this handcrafted leather Dopp kit whenever they set out on an adventure. It was specially built with durability and strength mind. It also comes with multiple compartments for your convenience. Choose from brown, yellow, and black to suit any luggage.

10. Personalized Groomsmen Tux Flask

Your groomsmen-to-be will love this thoughtful and unique gift that is specially made for them. Customize each one with a matching tux print and your groomsmen’s names. It can hold as much as 8 ounces of spirits, enough to enjoy a full day of celebrations!

9. Cigar and Whiskey Proposal

Your potential groomsmen will love this practical whiskey glass with a cigar holder! It solves the problem of having to have an ashtray nearby. Give them the ultimate relaxation experience with this handy glass that can hold up to 10 ounces of your favorite rum or whiskey.

8. Personalized Best Man Decanter Set

Here’s another whiskey decanter set your best man or groomsman will adore. It’s made of 100% crystal glass that will last a lifetime. Your groomsmen will love that the decanter and glass are made just for him and engraved with his name or initials.

7. Black Round Cufflink and Tie Clip

Your groomsmen will look dashing with these modern cufflinks and tie clip pair. It’s made with stainless steel and polished with classic black.  While you match with your groomsmen, it can be made extra special with custom initial engravings.

6. Bohemian Pilsner Glass

Your groomsmen will appreciate the beautiful and sleek design of this 16-ounce wine or beer glass. It’s made from high-quality glass. This is a product where quality meets functionality! Make this gift unique with custom engravings of two initials. This Pilsner glass is perfect for any occasion!

5. Engraved Aluminum Money Clip

Your groomsmen will love this practical and sleek aluminum money clip! They can easily store their credit card and cash on this aluminum money clip. Though what they will really appreciate is the custom initial engravings!

4. Outdoor Enamel Beer Mug

 Do your groomsmen love going on outdoor adventures? Bring out these enamel outdoor mugs on your next outdoor trip. They’ll definitely get excited with the custom proposal message or the “best man” engraved on the cup! This dishwasher-safe cup can hold 10 ounces of their favorite beer or coffee.

3. Keychain Aluminum Guitar Pick with Case

If your groomsmen can’t leave their house without their handy guitar pick, give them this useful guitar pick with keychain leather case. Custom engrave these guitar picks with your groomsmen’s initials and title. Choose between gray, brown, and black.

2. Personalized Leather American Football

Do your groomsmen love football? Get them these custom-made PVC leather footballs! It’s moisture-resistant and durable for a competitive match out on the field. Make the football extra special with personalized designs and messages.

1.Personalized Outdoor Cooler Chair

Here’s the perfect wingman for your groomsmen proposal idea! Print your groomsmen’s name on these multifunctional cooler chairs. They will love how this groomsmen gift gives the perfect solution to outdoor experiences –– beer and lounging around.

Conclusion

Groomsmen gifts don’t have to be expensive to be special.

There’s nothing wrong with going all-out cheesy with your best bros on your wedding day.

Go for some of these Groomsmen Proposal ideas on how you can impress your groomsmen, just like you did the girl of your dreams.