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Groomsmen Proposal Gifts

Groomsmen proposal gifts make asking your friends to be groomsmen a double whammy of honor. If you’re looking for a creative idea for your groomsmen proposals, start with one of these meaningful gifts.

Our shoppers have found a ton of success with their groomsmen proposal gifts when they customize a message on their gift. It’s a way to say “I love you, man” without the awkwardness of literally saying those words to his face.

Every gift you will find here is customizable. Whether it’s cufflinks or a bottle that’s ready to hold your groomsmen’s favorite whiskey, go above and beyond when asking your best friends to be a part of your wedding day.

Personalized Whiskey Decanter - 23 oz. Personalized Whiskey Decanter - 23 oz.On Sale
$ 37.99 $ 43.99
Set of 5 Groomsmen Whiskey Decanters - 23 oz. Set of 5 Groomsmen Whiskey Decanters - 23 oz.On Sale
$ 159.99 $ 164.99
Personalized Whiskey Decanter Set with 2 Lowball Glasses Personalized Whiskey Decanter Set with 2 Lowball GlassesOn Sale
$ 54.50 $ 64.99
Personalized Groomsmen Insulated Trail Coolers Set of 5 - Holds 12 Pack Personalized Groomsmen Insulated Trail Coolers Set of 5 - Holds 12 PackOn Sale
$ 155.90 $ 182.99
Personalized Canvas Supply Weekender Duffel Bags - Set of 5 Bags-Khaki Personalized Canvas Supply Weekender Duffel Bags - Set of 5 Bags-KhakiOn Sale
$ 254.99 $ 299.99
Groomsmen 12-Pack Trail Cooler With Built-In Bottle Opener Groomsmen 12-Pack Trail Cooler With Built-In Bottle OpenerOn Sale
$ 35.99 $ 43.99
Personalized Black Flasks & Lighters - Gift Set of 5-Flasks-JDS-2Lines- Personalized Black Flasks & Lighters - Gift Set of 5-Flasks-JDS-2Lines-On Sale
$ 161.99 $ 201.99
Personalized Bamboo Flask Set Personalized Bamboo Flask SetOn Sale
$ 26.99 $ 33.99
Personalized Trappers Supply Heavy Canvas Duffel Bag Personalized Trappers Supply Heavy Canvas Duffel BagOn Sale
$ 62.99 $ 67.99
Personalized Walnut Cufflinks and Tie Clip Set On Sale
$ 21.99 $ 43.99
Personalized Bullet Lowball Whiskey Glass Personalized Bullet Lowball Whiskey Glass
$ 24.99
Personalized Flasks - Personalized Lighters - Set - Groomsmen-Flasks-JDS-2Lines- Personalized Flasks - Personalized Lighters - Set - Groomsmen-Flasks-JDS-2Lines-On Sale
$ 42.99 $ 53.99
Personalized Cufflinks - Gunmetal - Round - Groomsmen Gifts-Cufflinks-JDS- On Sale
$ 24.99 $ 32.99
Personalized Cufflinks - Pin Stripe - Silver - Monogram - Groomsmen Gifts-Default-Silver- On Sale
$ 24.99 $ 33.99
Personalized Flasks - Cigar Case - Combo - Stainless Steel - Groomsmen-Default- On Sale
$ 25.99 $ 31.99
Personalized Golf Shoe Bag - Embroidered-Sports Gifts-JDS- Personalized Golf Shoe Bag - Embroidered-Sports Gifts-JDS-On Sale
$ 32.99 $ 35.99
Personalized Groomsmen Duffel Bag - Gym Bag-Travel Gifts-JDS-Black- Personalized Groomsmen Duffel Bag - Gym Bag-Travel Gifts-JDS-Black-On Sale
$ 47.99 $ 50.99
Personalized Cufflinks - Silver - Round - Groomsmen Gifts-Default-Silver- On Sale
$ 24.99 $ 32.99
Personalized Can Coolers - Leather - Black - Groomsmen Gifts-Default- On Sale
$ 23.99 $ 29.99
Set of 5 Groomsmen Personalized Antique Whiskey Decanters - Set of 5 Groomsmen Personalized Antique Whiskey Decanters -On Sale
$ 159.99 $ 189.99
Bormioli Rocco Selecta Square Decanter with Stopper and 2 Low Ball Glass Set-2Lines- Bormioli Rocco Selecta Square Decanter with Stopper and 2 Low Ball Glass Set-2Lines-
$ 59.99
Personalized Groomsmen Leather/Canvas Toiletry Bag-Travel Gifts-JDS- Personalized Groomsmen Leather/Canvas Toiletry Bag-Travel Gifts-JDS-On Sale
$ 34.99 $ 43.99
Personalized Cufflinks - Bars - Monogrammed - Groomsmen Gifts-Default-Silver- On Sale
$ 24.99 $ 30.99
Groomsmen Personalized Igloo Diesel XL Cooler Groomsmen Personalized Igloo Diesel XL CoolerOn Sale
$ 69.99 $ 87.99
Personalized Cufflinks - Round - Classic - Groomsmen Gifts-Silver- On Sale
$ 24.99 $ 30.99
Personalized Cufflinks - Set of 5 - Round - Gunmetal - Groomsmen Gifts- On Sale
$ 105.99 $ 153.99
Personalized Sports Weekender Duffel Bag - Set of 5-Blue- Personalized Sports Weekender Duffel Bag - Set of 5-Blue-On Sale
$ 175.99 $ 219.99
Groomsmen Overnight Weekender Canvas Duffel Bags - Set of 5 Groomsmen Overnight Weekender Canvas Duffel Bags - Set of 5On Sale
$ 254.99 $ 299.95
Personalized Black 20 oz. Travel Tumbler Personalized Black 20 oz. Travel TumblerOn Sale
$ 24.99 $ 30.99
Personalized Cufflinks - Set of 5 - Gunmetal - Square - Groomsmen Gifts- On Sale
$ 105.99 $ 164.99
Personalized Cufflinks - Gunmetal - Square - Groomsmen Gifts- On Sale
$ 24.99 $ 32.99
Personalized Black - Silver 100 Chip Poker Set- Personalized Black - Silver 100 Chip Poker Set-On Sale
$ 39.99 $ 46.99
Personalized Cufflinks - Set of 5 - Pinstripe - Groomsmen Gifts-Silver- Personalized Cufflinks - Set of 5 - Pinstripe - Groomsmen Gifts-Silver-On Sale
$ 105.99 $ 169.99
Engraved Groomsmen Pocket Watch-Executive Gifts-JDS- Engraved Groomsmen Pocket Watch-Executive Gifts-JDS-On Sale
$ 33.99 $ 41.99
Personalized Groomsman Wallet - Magnetic Money Clip - Black-RoseGold- Personalized Groomsman Wallet - Magnetic Money Clip - Black-RoseGold-On Sale
$ 29.99 $ 32.99
Personalized 15 oz White Travel Tumbler Personalized 15 oz White Travel TumblerOn Sale
$ 25.99 $ 32.99
Personalized Wood Watches for Groomsmen Personalized Wood Watches for Groomsmen
$ 57.98
Personalized Kinsale Rectangular 24 oz. Whiskey Decanter - Set of 5 Personalized Kinsale Rectangular 24 oz. Whiskey Decanter - Set of 5On Sale
$ 175.99 $ 189.99
Personalized Antique 24 oz. Whiskey Decanter - Set of 2 Lowball Glasses-Filigree- Personalized Antique 24 oz. Whiskey Decanter - Set of 2 Lowball Glasses-Filigree-
$ 59.99
Personalized Kinsale Rectangular 24 oz. Whiskey Decanter - Set of 2 Lowball Glasses-2Lines- Personalized Kinsale Rectangular 24 oz. Whiskey Decanter - Set of 2 Lowball Glasses-2Lines-
$ 59.99
Personalized Antique 24 oz. Whiskey Decanter Personalized Antique 24 oz. Whiskey DecanterOn Sale
$ 37.99 $ 43.99
Personalized Men's Canvas Weekender Duffel Bag Personalized Men's Canvas Weekender Duffel Bag
$ 62.99
Kingsport 30 oz. Personalized Decanter with 2 Lowball Glasses Kingsport 30 oz. Personalized Decanter with 2 Lowball Glasses
$ 59.99
Personalized Men's Ultimate Weekender Duffel Bag Personalized Men's Ultimate Weekender Duffel BagOn Sale
$ 131.99 $ 164.99
Personalized Groomsmen Canvas Shaving Kit-Travel Gifts-JDS- Personalized Groomsmen Canvas Shaving Kit-Travel Gifts-JDS-On Sale
$ 28.99 $ 35.99
Personalized Cufflinks - Silver - Modern - Square - Groomsmen Gifts-Silver- On Sale
$ 28.99 $ 30.99
Personalized Groomsmen Duffel Bag Personalized Groomsmen Duffel BagOn Sale
$ 62.99 $ 69.99
Groomsmen Set of 5 8 oz. Leather Flask with Folding Shot Glass Groomsmen Set of 5 8 oz. Leather Flask with Folding Shot GlassOn Sale
$ 149.99 $ 186.99

Fun Groomsmen Proposal Gifts

Consult our guide on how to propose to your groomsmen for the best groomsmen proposal ideas. If you already know how you’re going to ask, but you need to the gifts for execution, consider the following — our best groomsmen proposal gifts ideas:

  • Cufflinks
  • Whiskey decanter
  • Weekender bag
  • Cigar case
  • Flask & lighter set

These gifts are not only thoughtful, but they can give your future groomsmen a glimpse into what’s in store for the wedding. Is it a super formal, black-tie affair? Cufflinks. Destination wedding? Weekender bag. Amazing view from the rooftop of the wedding venue? Cigar me, please.