11 Delivery Services to Help Propose to Your Bridesmaids

A little snail mail surprise for your bridesmaids, and an easy way to cross something off your wedding to-do list. It's a win-win.

by Andrea Fowler

There's a certain childlike excitement that takes over when you receive an unexpected package in the mail. When you discover it's an invitation from one of your best friends to be a bridesmaid, full-on giddiness is sure to kick in. Treat your girls to one of our favorite delivery gifts that doubles as a creative way to ask, “Will you be my bridesmaid?"

1. Candy Gift Box

Are your girls' nights in notorious for rom-coms and troughs of candy? Gift your ladies some sweet-tooth indulgences while popping the bridesmaid question. This box comes with three different pearl-and-champagne-themed candies and can even be gift-wrapped with a satin bow. Can you think of anything sweeter?
Sugarfina Will You Be My Bridesmaid bento box, $26, Sugarfina.com
2. Same-Day Bouquet

Who doesn't love getting a flower delivery? With Bouqs, you can request same-day delivery (nationwide!) to ensure that all your girls get their blooms at the same time. Cater to each one's style with arrangements varying from bohemian to modern. You could even stretch the gift into a subscription, which delivers flowers weekly, monthly or quarterly. If you know you'll be asking a lot of your girls, this is a nice way to say thank you up front.
The Bouqs Co. Whimsy bouquet, $60, TheBouqs.com; The Bouqs Co. Designer's Choice bouquet, $60, TheBouqs.com
3. Party in a Box

A party package—what about that doesn't sound fun? Chose between the “Yay, You!" or “You Pampered Thing, You" packages that come with a special bridesmaid card. (As you can probably tell, one is celebratory while the other is more relaxed.) Type out a note that will accompany the package and wait to receive your friends' excited phone calls.
Packed Party THE Bridesmaid, $52, PackedParty.com
4. Surprise Balloon

Literally pop the question—with this fun bridesmaid package. Choose from a combination of different balloon colors and confetti, and let your bridesmaids-to-be pop the balloon to reveal your question.
MySouthernSpirit Will You Be My Bridesmaid?, $8, Etsy.com
5. Cookie DO Treat

The enjoyment that comes from a good pun and edible cookie dough is almost too much to take. Choose between two sizes, a custom lid design, and over 20 indulgent cookie dough flavors (including gluten-free and vegan!) that can be eaten immediately or baked into fresh treats.
Cookie DŌ NYC cookie dough with custom lid, from $11, CookieDONYC.com
6. Spa-cial Delivery

Before their bridal duties ensue, give your girls an opportunity to indulge in the calm before the storm. A bottle of Prosecco (and an acrylic flute), a peony-scented candle, bath bubbles and a sponge is the perfect pink proposal package.
Build a Basket Peony Spa and Barefoot Bubbly Prosecco gift basket, $81, BuildaBasket.com
7. The Total Package

For all the list-making and on-the-go wedding missions, a gift box with a notepad and a hot-pink heart tumbler is not only cute but very useful. With Sweet Whistle, you can even opt for gift packaging and a flower arrangement of beautiful white roses for friends in the New York and Philly areas.
Sweet Whistle Think Pink, from $81, SweetWhistle.com
8. Minimalist Jewelry

You can't go wrong with a necklace that can be worn on the wedding day and kept as a sentimental souvenir keepsake. Even the cardstock that comes with the necklace is charming (and personalized!).
PetalandPaperie bridesmaid card and charm necklace, $11, Etsy.com
9. Chocolate-Gram

Have some friends with a chocolate addiction? A box filled with sweets that reads “Will you be my bridesmaid" is the perfect way to ask the question—you can be sure that it won't go to waste. (And with a five-star Etsy rating and over 800 reviews, you know it's good!)
What Candy Says Will You Be My Bridesmaid Chocolate Letters, $40, Etsy.com
10. Champagne Toast

A spontaneous gift box delivery with confetti, a bottle of champagne and two flutes are what daydreams are made of. But the real kicker is that this particular gift box provides 15 meals to hungry children. Your bridesmaids will get an extra fuzzy feeling from knowing their gift contributed toward an even bigger cause.
ONEHOPE Celebration Pack gift box, $49, ONEHOPEWine.com
11. Printable Downloads and a DIY

So this one requires a bit of effort on the bride's part, but it's worth it. This instant download gives you 10 adorably designed tags, cards and wrappers to put your own bridesmaid boxes together. You can select the contents of each box yourself while achieving one cohesive look across the board. (And hand-delivery means you'll get to savor the looks on their surprised faces!)

InklingsPaperie Be My Bridesmaid Box, $25, Etsy.com

Not sure where to begin with your wedding planning? Take our Style Quiz and we'll pull together a custom wedding vision and vendors to match, just for you. After that, create a free, personalized wedding website to keep your guests informed (and excited!) about your plans, and a time-saving Guest List Manager to organize your attendees. Even better? You can sync your Guest List Manager and wedding website to update everything at once.