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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.

Set of 5 Groomsmen Whiskey Decanters - 23 oz. Set of 5 Groomsmen Whiskey Decanters - 23 oz.On Sale
$ 159.99 $ 164.99
Personalized Bullet Lowball Whiskey Glass Personalized Bullet Lowball Whiskey GlassOn Sale
$ 20.49 $ 24.99
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 Groomsmen Duffel Bag - Gym Bag-Travel Gifts-JDS-Black- Personalized Groomsmen Duffel Bag - Gym Bag-Travel Gifts-JDS-Black-On Sale
From $ 32.99 $ 40.99
Personalized Kinsale Whiskey Decanter - 24oz. Personalized Kinsale Whiskey Decanter - 24oz.On Sale
$ 35.99 $ 43.99
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
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 Trappers Supply Heavy Canvas Duffel Bag Personalized Trappers Supply Heavy Canvas Duffel BagOn Sale
$ 47.99 $ 59.99
Personalized Whiskey Decanter - 23 oz. Personalized Whiskey Decanter - 23 oz.On Sale
$ 32.99 $ 43.99
Personalized Set of 5 Groomsmen Cooler Chairs Personalized Set of 5 Groomsmen Cooler ChairsOn Sale
$ 189.99 $ 249.99
Personalized Flasks - Gift Set - Shot Glasses - Black - Groomsmen Gifts-Antler- Personalized Flasks - Gift Set - Shot Glasses - Black - Groomsmen Gifts-Antler-On Sale
$ 26.99 $ 33.99
Personalized Backpack Travel Cooler - 24 Can Capacity Personalized Backpack Travel Cooler - 24 Can CapacityOn Sale
$ 34.99 $ 38.99
Engraved Harmonica Stainless Steel Hohner Harmonica-Executive Gifts-JDS-Default- Engraved Harmonica Stainless Steel Hohner Harmonica-Executive Gifts-JDS-Default-On Sale
$ 18.99 $ 23.99
Personalized Canvas Supply Weekender Duffel Bags - Set of 5 Bags-Khaki Personalized Canvas Supply Weekender Duffel Bags - Set of 5 Bags-KhakiOn Sale
$ 229.99 $ 299.99
Personalized Sit N Sip Cooler Groomsmen Gift Personalized Sit N Sip Cooler Groomsmen GiftOn Sale
$ 39.99 $ 49.99
Personalized Flasks - Cigar Case - Lighter - Combo - Groomsmen - 1.5 oz.- On Sale
$ 42.99 $ 53.99
Personalized Cork Flask Gift Set - Shot Set - Groomsmen-Antlers- Personalized Cork Flask Gift Set - Shot Set - Groomsmen-Antlers-On Sale
$ 31.99 $ 39.99
Personalized Whiskey Decanter Set with 2 Lowball Glasses Personalized Whiskey Decanter Set with 2 Lowball GlassesOn Sale
$ 52.99 $ 64.99
16 oz. Personalized Golf Ball Pint Glass 16 oz. Personalized Golf Ball Pint GlassOn Sale
$ 34.99 $ 38.99
Personalized Golf Shoe Bag - Embroidered-Sports Gifts-JDS- Personalized Golf Shoe Bag - Embroidered-Sports Gifts-JDS-On Sale
$ 32.99 $ 35.99
Magnetic Money Clip-Rustic- Magnetic Money Clip-Rustic-
$ 21.99
Personalized Cufflinks - Gunmetal - Round - Groomsmen Gifts-Cufflinks-JDS- On Sale
$ 28.99 $ 32.99
Personalized Sports Weekender Duffel Bag - Set of 5-Blue- Personalized Sports Weekender Duffel Bag - Set of 5-Blue-On Sale
$ 175.99 $ 219.99
Personalized Bamboo Flask Set Personalized Bamboo Flask SetOn Sale
$ 26.99 $ 33.99
8 oz. Leather Flask with Folding Shot Glass-Default- 8 oz. Leather Flask with Folding Shot Glass-Default-On Sale
$ 25.99 $ 32.99
Personalized Antique 24 oz. Whiskey Decanter - Set of 2 Lowball Glasses-Filigree- Personalized Antique 24 oz. Whiskey Decanter - Set of 2 Lowball Glasses-Filigree-On Sale
From $ 49.99 $ 59.99
Dunbar Groomsmen Flask Gift Box Set-Modern- Dunbar Groomsmen Flask Gift Box Set-Modern-On Sale
$ 48.99 $ 60.99
Personalized Men's Canvas Weekender Duffel Bag Personalized Men's Canvas Weekender Duffel BagOn Sale
$ 47.99 $ 59.99
Personalized Flasks - Cigar Case - Combo - Stainless Steel - Groomsmen-Default- On Sale
$ 25.99 $ 31.99
Personalized 64 oz. Black Growler with Set of 2 Pub Glasses Personalized 64 oz. Black Growler with Set of 2 Pub GlassesOn Sale
$ 52.99 $ 65.99
Personalized Groomsmen Duffel Bag Personalized Groomsmen Duffel BagOn Sale
$ 55.99 $ 69.99
Black Personalized Passport Holder-Silver- Black Personalized Passport Holder-Silver-On Sale
$ 21.99 $ 27.99
Personalized Cufflinks - Set of 5 - Round - Gunmetal - Groomsmen Gifts- On Sale
$ 122.99 $ 153.99
Personalized Set of 5 Camouflage Cooler Chair - Sit N Sip Personalized Set of 5 Camouflage Cooler Chair - Sit N SipOn Sale
$ 199.99 $ 229.99
Personalized Bullet Lowball Whiskey Glasses - Set of 2 Personalized Bullet Lowball Whiskey Glasses - Set of 2On Sale
$ 39.99 $ 49.99
Money Clip & Wallet for Groomsmen-Black- Money Clip & Wallet for Groomsmen-Black-
$ 21.99
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-On Sale
$ 55.99 $ 59.99
Personalized Bamboo Cufflinks and Tie Clip Set On Sale
$ 37.99 $ 43.99
Personalized Canvas and Leather Shaving Travel Bags for Groomsmen - Set of 5- Personalized Canvas and Leather Shaving Travel Bags for Groomsmen - Set of 5-On Sale
$ 179.99 $ 208.99
Custom Whiskey Decanter with 2 Lowball Glasses Custom Whiskey Decanter with 2 Lowball GlassesOn Sale
$ 45.99 $ 59.99
Set of 5 Wedding Personalized Bullet Lowball Whiskey Glasses Set of 5 Wedding Personalized Bullet Lowball Whiskey GlassesOn Sale
$ 110.99 $ 124.99
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 - Set of 5 - Pinstripe - Groomsmen Gifts-Silver- Personalized Cufflinks - Set of 5 - Pinstripe - Groomsmen Gifts-Silver-On Sale
$ 135.99 $ 169.99
Personalized Gray 20 oz. Travel Tumbler Personalized Gray 20 oz. Travel TumblerOn Sale
$ 24.99 $ 30.99
Personalized Camouflage Cooler Chair  - Sit N' Sip Personalized Camouflage Cooler Chair  - Sit N' SipOn Sale
$ 45.99 $ 49.99
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
8 oz. Personalized Whiskey Lowball Glass with Golf Ball 8 oz. Personalized Whiskey Lowball Glass with Golf BallOn Sale
$ 30.99 $ 32.99
Set of 5 Personalized Antique Whiskey Decanters - 24 oz. Set of 5 Personalized Antique Whiskey Decanters - 24 oz.On Sale
$ 159.99 $ 189.99

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.