The Best Items for a Personalized Bridesmaid Proposal Box

So you’re getting married! Congratulations! And you’ve decided who your bridesmaids will be and you want to create an unforgettable bridesmaid proposal box. What are the best personalized items to put inside a bridesmaid proposal box? We’ve put together a list of items to inspire you in your quest for the perfect gifts!

Monogrammed make-up bag: The monograms on these make-up bags can be printed in your wedding colors. Makkagen Bag Company has a product customizer which allows you to choose the colors of the monogram. This is a great way to introduce your wedding theme in the bridesmaid proposal box.
Make sure to include a card with the bridesmaid info in your bridesmaid proposal box, like where to purchase a gown, what colors, and events they will be involved in etc. You can either design your own card using a free service like Canva, or you can purchase custom cards from Etsy, like this:
If it’s a destination wedding, you can get some items to fit the destination. For a wedding in Hawaii, you could include some Hawaiian treats like malasadas from Leonard’s Bakery: you can have them mailed to you and bag them up in individual bags to put in the bridesmaid proposal box. Or you could include an orchid lei to get them in the Aloha spirit. If you’re having a wedding in Savannah, GA, a great idea would be some honey or from Savannah Bee Company or Cheddar Pecan Biscuits from Byrd’s Famous Cookies.
Personalized scented candles are always a great idea. You can customize a candle for your bridesmaid here. You can choose up to 3 different fragrances to blend for the perfect scent. So if Banana Brulee, Bacon and Bourbon are your bestie’s thing, you can tempt her by putting it in her bridesmaids proposal box! You can even get the candle jar labeling customized to your wedding, or even the candle scent named after your bridesmaid.
If you’re going somewhere for your wedding where swimming might be involved, customized wet bags printed with your bridesmaid’s name would be a great item in the bridesmaids proposal box. You can get them monogrammed or with the bridesmaids name printed on them, and you could use different colors for each bridesmaid, or they could all be in the wedding colors. These are perfect for stowing sunscreen and a damp swimsuit, or for packing items in suitcases. Link and picture of Makkagen Bag.
Getting ready for a wedding is a lot of work, and your bridesmaids are bound to get parched. Putting a personalized tumbler in her bridesmaids proposal basket is perfect for quenching her thirst! You can find many small businesses on Etsy that will customize tumblers for you. You can get ready made sets with generic names like: Bridesmaid, Bride, and Bestie, etc. Or you can get them engraved with your name of choice.
If your bridesmaid has a sweet tooth, you can include a cute set of custom cookies in her bridesmaid proposal box. There are many cute designs, like dresses in the wedding colors, or a calendar with the date of the wedding emphasized. And there are many cookies makers that will package these items in a bridesmaid proposal box and send your item directly to your bridesmaid. If you want to find a baker local to you, Instagram is a great resource: you can search using the hashtag #customcookiesyourtown, for example, #customcookiescolumbus.
A robe in your bridesmaid proposal box will make your bridesmaid feel pampered. There are many different companies offering monogrammed robes. This super plush faux fur monogrammed robe from Pottery Barn would make the perfect gift for a winter destination wedding. Land’s End also has a great selection of quality robes that call all be personalized with a monogram for your bridesmaids.
If your bridesmaids are into yoga, you can get them a personalized yoga mat. There’s many different options online from customized with their name, but for a real fun bridesmaid proposal box stuffer, consider a yoga mat with your own personal photo. Maybe a photo from a great night out, or a memorable trip you took together. It’s sure to make her smile during yoga class.
An unconventional gift is a subscription to a meal prep service. Just like you, your bridesmaid is going to be really busy preparing for your wedding. So a really considerate bridesmaid proposal box gift might be a giftcard to Hello Fresh or Blue Apron. These services provide healthy meals, and customers often say that after using a meal prep service, it has inspired them to cook more at home without the use of a service: it just revealed their inner chefs and their love of making a home cooked meal.
A bottle of wine is always a great gift. If you are having a destination wedding, it’s a great idea to get wine from that region to get the party started! If you are creating multiple bridesmaid proposal boxes, you can order your wine in bulk from Naked Wines. Naked Wines partners directly with wine makers and you can choose from a huge selection of wines from all over the world. So if you’re getting married in New Zealand, you can offer up your bridesmaids a bottle of Rod Easthope Reserve Hawke's Bay Sauvignon Blanc 2021 (a personal favorite). Or if you are getting married in the French countryside, a bottle of Benjamin Darnault Pique Nique Rose 2020 will make a great gift. They have wines from
Jack Berger on Sex and the City was right: Everyone loves a good scrunchie and they never went out of style! You can get these cute scrunchies with “To Have and to Hold You Hair Back” packaging which would look so cute in your bridesmaid proposal box. Choose from 17 different colors!This Etsy seller will even embroider your bridesmaids names on their scrunchies.
A Bridesmaid Survival Kit that you make yourself, would be a great addition to your bridesmaid proposal box. Something Turquoise has a great blog post about making your own. Her suggestions include breath mints or chewing gum, painkillers to treat a pre- or post-wedding hangover, a bottle of nail polish in the wedding color for any last minute touch ups, a card with all the important information for the day, like times, addresses and telephone numbers and a protein or granola bar for an energy top up! A little emergency sewing kit with safety pins and surgical tape might be a good idea for any last minute dress fixes as well. Makkagen Bag Company’s medium travel bag in the wedding colors with the bridesmaid’s name or monogram would be a perfect bag for the survival kit.
Matching monogrammed boyfriend shirts for the whole bridesmaid party makes for a cute photo op and it’s a useful gift for the morning of the wedding, so that bridesmaids can get dolled up for the wedding, and easily remove their outfit without disturbing their hair or make-up. There are many different pattern options, from plaid, to striped, to just one color, and many different material options, like satin or cotton. Rolled up with a bow they would make a cute addition to your bridesmaid proposal box.
Because your bridesmaids will be doing a lot of work to prepare for the wedding, you might also want to include something to help them relax, like maybe a gift certificate to a masseuse like Massage Envy, maybe even at the wedding hotel. Or you could include in your bridesmaid proposal box a book on meditation like Practical Meditation for Beginners: 10 Days to a Happier, Calmer You. You might want to pick up a copy for yourself at the same time, to help calm your nerves before the big day as well!
And talking about books…maybe a good page turner if you have a destination wedding and you’ll be spending hours poolside or on the beach in the sun. Although it’s not a traditional bridesmaid proposal box gift, there’s a ton of great wedding themed books to choose from. The Wedding Date is a romantic comedy about a maid of honor at her best friend’s wedding. And if your bridesmaid enjoys thrillers The Guest List is an Agatha Cristie inspired murder mystery where one poor guest turns up dead! If you are looking for more wedding inspired novels, you can search Goodreads for some more suggestions.
Everyone loves flowers and a beautiful flower arrangement could accompany your bridesmaid proposal box. You could choose flowers that reflect your wedding colors or will be part of your floral displays at your wedding. Or you could choose flowers that are local to your destination wedding…like maybe even a plumeria lei if you are going to Hawaii.
If you’re really trying to convince your bridesmaid to join you on a wedding preparation adventure, remember the old saying: “The quickest way to someone’s heart, is through their stomach!” You can include a lot of sweet treats in your bridesmaid proposal box…a sweet treat that never went out of style is cupcakes. You can order a box of beautifully curated Sprinkles Thank You cupcakes to be delivered to your besties! Or if they are into sprinkles, they are some delicious yellow cake cupcakes as well. All gift cupcakes from Sprinkle cupcakes come carefully packaged in a rigid gifting box. They are only available for pick-up and local delivery, so your bridesmaid would need to be located near a store. Otherwise, you might be able to research local bakeries in the area that have delivery services as well.