Search

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 Kinsale Whiskey Decanter - 24oz. Personalized Kinsale Whiskey Decanter - 24oz.On Sale
$ 35.99 $ 43.99
Set of 5 Groomsmen Whiskey Decanters - 23 oz. Set of 5 Groomsmen Whiskey Decanters - 23 oz.On Sale
$ 159.99 $ 164.99
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 Bullet Lowball Whiskey Glass Personalized Bullet Lowball Whiskey GlassOn Sale
$ 19.99 $ 24.99
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
Personalized Whiskey Decanter - 23 oz. Personalized Whiskey Decanter - 23 oz.On Sale
$ 32.99 $ 43.99
Personalized Groomsmen Insulated Trail Coolers Set of 5 - Holds 12 Pack Personalized Groomsmen Insulated Trail Coolers Set of 5 - Holds 12 PackOn Sale
$ 149.99 $ 182.99
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 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 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 Set of 5 Groomsmen Cooler Chairs Personalized Set of 5 Groomsmen Cooler ChairsOn Sale
$ 189.99 $ 249.99
Personalized Groomsmen Leather/Canvas Toiletry Bag-Travel Gifts-JDS- Personalized Groomsmen Leather/Canvas Toiletry Bag-Travel Gifts-JDS-On Sale
$ 34.99 $ 43.99
8 oz. Personalized Whiskey Lowball Glass with Golf Ball 8 oz. Personalized Whiskey Lowball Glass with Golf BallOn Sale
$ 28.99 $ 32.99
Personalized Bamboo Flask Set Personalized Bamboo Flask SetOn Sale
$ 26.99 $ 33.99
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 Set of 5 Camouflage Cooler Chair - Sit N Sip Personalized Set of 5 Camouflage Cooler Chair - Sit N SipOn Sale
$ 199.99 $ 229.99
Money Clip & Wallet for Groomsmen-Black- Money Clip & Wallet for Groomsmen-Black-
$ 21.99
Durango Monogrammed Hide Stitch Flask & Shot Glass Box Set-Stamped- Durango Monogrammed Hide Stitch Flask & Shot Glass Box Set-Stamped-On Sale
$ 31.99 $ 39.99
Personalized Trappers Supply Heavy Canvas Duffel Bag Personalized Trappers Supply Heavy Canvas Duffel BagOn Sale
$ 47.99 $ 59.99
Personalized Sit N Sip Cooler Groomsmen Gift Personalized Sit N Sip Cooler Groomsmen GiftOn Sale
$ 39.99 $ 49.99
Personalized Whiskey Decanter Set with 2 Lowball Glasses Personalized Whiskey Decanter Set with 2 Lowball GlassesOn Sale
$ 52.99 $ 64.99
Personalized Tan Stitched-Hide Flask Personalized Tan Stitched-Hide FlaskOn Sale
$ 21.99 $ 27.99
Personalized Wooden Walnut Cufflinks On Sale
$ 25.99 $ 32.99
Custom Whiskey Decanter with 2 Lowball Glasses Custom Whiskey Decanter with 2 Lowball GlassesOn Sale
$ 45.99 $ 59.99
Groomsmen Overnight Weekender Canvas Duffel Bags - Set of 5 Groomsmen Overnight Weekender Canvas Duffel Bags - Set of 5On Sale
$ 239.99 $ 299.95
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 Cufflinks - Set of 5 - Round - Gunmetal - Groomsmen Gifts- On Sale
$ 122.99 $ 153.99
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
$ 166.99 $ 208.99
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
Set of 5 - Personalized Bullet Lowball Whiskey Glasses Set of 5 - 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 Bamboo Cufflinks and Tie Clip Set On Sale
$ 34.99 $ 43.99
Personalized Set of 5 Soft-Sided Coolers Personalized Set of 5 Soft-Sided CoolersOn Sale
$ 155.99 $ 219.99
Personalized Golf Shoe Bag - Embroidered-Sports Gifts-JDS- Personalized Golf Shoe Bag - Embroidered-Sports Gifts-JDS-On Sale
$ 32.99 $ 35.99
Personalized Lowball Whiskey Glasses - Mongrammed Whiskey Glasses for Groomsmen - Set of 4-SingleInitial- Personalized Lowball Whiskey Glasses - Mongrammed Whiskey Glasses for Groomsmen - Set of 4-SingleInitial-On Sale
$ 32.99 $ 49.99
Personalized Coolers - Soft Sided - Personal Cooler Personalized Coolers - Soft Sided - Personal CoolerOn Sale
$ 37.99 $ 46.99
Personalized Flasks - Cigar Case - Lighter - Combo - Groomsmen - 1.5 oz.- On Sale
$ 42.99 $ 53.99
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
$ 55.99 $ 59.99
Personalized Kinsale Rectangular 24 oz. Whiskey Decanter - Set of 4 Lowball Glasses-Filigree- Personalized Kinsale Rectangular 24 oz. Whiskey Decanter - Set of 4 Lowball Glasses-Filigree-On Sale
$ 75.99 $ 89.99
Personalized Camouflage Cooler Chair  - Sit N' Sip Personalized Camouflage Cooler Chair  - Sit N' SipOn Sale
$ 45.99 $ 49.99
Personalized Cufflinks - Set of 5 - Silver - Round - Groomsmen Gifts-Silver- Personalized Cufflinks - Set of 5 - Silver - Round - Groomsmen Gifts-Silver-On Sale
$ 131.99 $ 164.99
Personalized Groomsmen Duffel Bag Personalized Groomsmen Duffel BagOn Sale
$ 55.99 $ 69.99
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 Blue Stainless Steel Thermos Style Waterbottle-Modern- Personalized Blue Stainless Steel Thermos Style Waterbottle-Modern-On Sale
$ 21.99 $ 27.99
Personalized Black Stainless Steel Thermos Style Waterbottles - Set of 5-Travel Gifts-JDS-2Lines- Personalized Black Stainless Steel Thermos Style Waterbottles - Set of 5-Travel Gifts-JDS-2Lines-On Sale
$ 109.99 $ 136.99
Personalized Whiskey Decanter Set with 4 Lowball Glasses Personalized Whiskey Decanter Set with 4 Lowball GlassesOn Sale
$ 72.99 $ 95.99
Magnetic Money Clip-Rustic- Magnetic Money Clip-Rustic-
$ 21.99
Personalized 2-in-1 Cooler Duffel Bag for Groomsmen-Default- Personalized 2-in-1 Cooler Duffel Bag for Groomsmen-Default-On Sale
$ 34.99 $ 43.99

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.