“Will You Be My Bridesmaid?”- Awesome Bridesmaid Proposal Ideas

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Asking “Will You Be My Bridesmaid?” to your favorite girls is such a fun time in the wedding planning process. And these new Bridesmaids Proposal Boxes are such a fun new trend.  Now that you’ve got your celebration on, with your own Bridal Box Subscription, and you’re getting use to your new bride status…it’s time for, what I believe to be, one of the most exciting parts of your wedding planning process…asking your bridesmaids to stand up with you as you say “I do”. Your bridesmaids are the girls in your life who are there for you during the crazy wedding planning phase. “Back in the day”, brides simply asked their girls to be bridesmaids, but now…there’s a fun trend to ask with a fun gift…also known as a “bridesmaid proposal.”  I personally love this trend, as I get to give my girls a special gift while I ask them to stand up with me as I marry my best friend.

I was blessed with four sisters, and have always known they would be my bridesmaids.  So I was beyond excited to ask them with these awesome Bridesmaid Proposal Boxes!

Bridesmaid Proposal Box Ideas – Mailbox Melodies

If you’re having a destination wedding, you’ve gotta check out their Piña Colada Box. I loved it so much, that I got them for my bridesmaids, even though I’m probably not doing a destination wedding. But everything in it is perfect for a bachelorette party too!  It comes with all the perfect things for a bachelorette getaway. Lip balm, sunnies, hair ties, new luggage tags, a special drink koozie, and a compact mirror, a pineapple bottle opener, and a label to put on a bottle of rum! They are the cutest “tropical boxes” and even come with personalized cards asking to be your bridesmaid/maid of honor.

You can send the box directly to your girls in the mail, and a shot glass will be added…or give them to your girls in person and then you can add an airplane sized bottle of rum to the box, with the cute label…perfect for piña coladas!

Each koozie was perfect for each bridesmaid, and the luggage tags and compact mirrors are personalized with their names or initials as well. All the perfect touches!  You can see all the info on these boxes here.

Maid of Honor Proposal Box

My Maid of Honor isn’t 21 yet, so I am making her an empty Rum bottle with a label that says “Why is the rum always gone?!” -Any Pirates of the Caribbean fans here?! 😉

Mailbox Melodies has so many other boxes available too, that it is so hard to pick just one.   You can check them out here.

DIY Bridesmaid Proposal Ideas – What to Include in A Bridesmaid Proposal Box

If you’re looking to create your own cheap bridesmaid proposal, you might want to go the DIY route. You can find a bunch of great gifts to put together and create your own bridesmaid box or maid of honor proposal box as well. Here are some of our favorite Bridesmaid Proposal Box Ideas…

Bridesmaid Proposal Necklace

If you’re creating your own Bridesmaid Boxes, add a beautiful necklace she can wear throughout the season. Here are some of our favorites.

I Couldn’t Say “I Do” Without You Necklace

Personalized Bridesmaid Necklace

“I’m such a lucky bride, to have you by my side” Necklace

I Couldn’t Say “I Do” Without You Necklace

Bridesmaid Proposal Bracelet

Pop the question to that special Bridesmaid with a “will you be my Bridesmaid bracelet”. This bracelet is elegant and comes with a little card that pops the question to see if that Bridesmaid says yes.

I Couldn’t Tie The Knot Without You Bracelet

Bridesmaid Knot Bracelet with Hairtie

I Couldn’t Say “I DO” Without You Bracelet

Bridesmaid adjustable bracelet with card

Bridesmaid Proposal Puzzle

Pick up a bridesmaid proposal puzzle where that lucky someone can open a proposal box, put together an elegant puzzle that will pop the question, “will you be my bridesmaid?”

“Will You Be My Bridesmaid” personalized puzzle

Personalized Scratch-Off Puzzle

Bridesmaid Proposal Scratch Offs

You can easily place a bridesmaid proposal scratch off inside your bridesmaid proposal box when you get these unique scratch offs that pop the important question.

“Will You Be My Bridesmaid” Scratch-Off Card

Scratch-Off Heart Card

Bridesmaid Proposal Stickers

Place some unique items inside your bridesmaid proposal box that reminds you of your friendship and place a bridesmaid proposal sticker to pop the question inside this beautiful box. Or use them on wine bottles, mirrors, or any other items you find to make them DIY Bridesmaid gifts!

“Will You Be My Bridesmaid” Stickers

Wine Bottle Label or Sticker

Cosmetics for Bridesmaid

Purchase these adorable cosmetic clutch purses to fill with some simple cosmetics that the future bridesmaid will enjoy, and place inside your bridesmaid proposal box.

Bride Tribe Makeup Bag

Personalized Makeup Bag

Bridesmaid Compact

“Kissing the Single Life Goodbye” Lip Balm

Bridesmaid Proposal Cups

No proposal box is complete without a toast. Add in a champagne or wine glass, or a coffee mug or water bottle. These bridesmaid proposal cups complete with small gifts help pop the question, “will you be my bridesmaid?”

Bridesmaid Wine Glasses

Bridesmaid Champagne Flutes

Bridesmaid Water Bottle with Straw

Bridesmaid Coffee Mug

Ponytail Holders

These Ponytail Holders have become a staple in the Bridesmaid Box world, and for good reason. Grab a couple of these “to have and to hold your hair back” hair tie packs.

“To Have and To Hold Your Hair Back” Hair Ties

“Team Bride” Hair Ties

Bridesmaid Poems

Get clever with these bridesmaid poetry cards that will ask if they’ll be your bridesmaid or Maid of Honor on that special wedding day.

Bridesmaid Proposal Poem

Bridesmaid Proposal Card

Bridesmaid Box

Of course no Bridesmaid Proposal Box is complete without the box of course! You can opt for the specific Bridesmaid Boxes or a plain box that you can decorate on your own as well. We even found some great Bridesmaid Proposal Bags if that’s more of your style, or if you have gifts that won’t fit in a box.

Bridesmaid Proposal Box

“I Can’t Say I Do Without You” Proposal Box

“Will You Be My Bridesmaid” Gift Bag

Blank Bridesmaid Gift Box

These bridesmaid proposal box ideas will surely make anyone say yes to being there for you from now throughout your entire wedding day.

Ideas for Bridesmaid Proposal Boxes

Bridesmaid Proposal Box Mailbox Melodies

Bridesmaid Proposal Gift Set

Bridesmaid Proposal Gift Set

Bridesmaid Proposal Box

DIY Bridal Proposal Box

If you’re looking for gifts you can personalize and pick your own items, you should check out Handmade Designs by Megan.  She has so many unique items you can pick from, and they can all be custom made for your girls.  She put together some sample boxes for us, and each one is very unique for each girl.  You can opt for a bridesmaid proposal box that she can put together, or you can pick your own items from her shop and have them all personalized and create your own proposal box for your girls.

Handmade Designs by Megan made us a couple different sizes of boxes to pick from as well.  You can do a small box, with little items like the hand creme, hair ties, and hand sanitizer like the one pictured above…or go for a larger box that has a personalized champagne glass, candle, body scrub, etc.

I am beyond excited to have my sisters stand up and support me as I marry the love of my life.  Can’t do it without my girls!

The next best thing was picking our Bridesmaid Dresses, and we had a blast having a “try on party”!

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Sara, a seasoned expert in wedding planning and date ideas, brings a wealth of experience to our couples blog. With a background in the television industry and hands-on involvement in a dozen weddings, including working as a wedding assistant on "My Fair Wedding with David Tutera," Sara has an innate understanding of the magic that makes weddings truly special. Growing up with four sisters has given her unique insights into the dating world, making her a go-to source for practical and heartfelt dating advice. Her knowledge and enthusiasm make her the perfect guide for couples seeking to infuse their relationships with creativity and love.

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