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  • Writer's pictureAllenia Marcelle

Creative and Unforgettable Ways to Propose to Your Bridesmaids

Updated: Feb 16

Proposing to your bridesmaids is a special moment to express your gratitude and excitement for their support on your wedding journey. Instead of a simple phone call or text message, why not surprise your besties with creative and memorable proposal ideas? From personalized gifts to adventurous experiences, here are some fun and unique ways to pop the question to your bridesmaids:




  1. Customized Bridesmaid Boxes: Prepare elegantly designed bridesmaid boxes filled with thoughtful gifts and goodies. Include items like a beautiful journal, a monogrammed tote bag, a scented candle, or a piece of jewelry that symbolizes your friendship.

  2. Scavenger Hunt: Organize a fun and interactive scavenger hunt that leads your bridesmaids to the proposal. Create clues that hold special memories or inside jokes, leading them to the final destination where you'll pop the question.

  3. Picnic Proposal: Plan a dreamy picnic in a scenic location. Set up a cozy blanket, arrange a delicious spread of their favorite foods, and surprise them with a heartfelt speech expressing your love and appreciation.

  4. Photo Shoot Surprise: Arrange a photoshoot session with a professional photographer. During the shoot, have the photographer capture the moment you ask them to be your bridesmaids, ensuring the special moment is beautifully documented.

  5. Personalized Cards: Write heartfelt and personalized cards to each bridesmaid, expressing your gratitude for their friendship and why they mean so much to you. Seal the cards in beautiful envelopes and hand-deliver them.



  1. DIY Craft Party: Host a DIY craft party where you create something special together. While crafting, casually bring up the bridesmaid proposal and gauge their reactions.

  2. Video Message Montage: Create a touching video montage of special moments shared with your bridesmaids. At the end of the video, reveal the proposal question with a heartfelt message.

  3. Flash Mob Proposal: Enlist the help of friends and family to organize a surprise flash mob. Have them gather at a designated location, break into a coordinated dance routine, and end with you popping the question.

  4. Adventure Proposal: If your bridesmaids love adventure, plan an exciting activity like a hot air balloon ride, a hiking trip, or a beach getaway. During the adventure, find the perfect moment to ask them to stand by your side.

  5. Cooking Class Gathering: Host a cooking class where you prepare a delicious meal together. As you cook, casually mention the bridesmaid proposal and invite them to join your special day.

  6. Karaoke Night Proposal: Arrange a fun karaoke night with your bridesmaids. During a heartfelt song, dedicate the lyrics to them and reveal the proposal question at the end.

  7. Game Night Surprise: Organize a game night with your bridesmaids. Incorporate a special game where the final challenge is to answer "Will you be my bridesmaid?"

  8. Spa Day Retreat: Book a relaxing spa day for your bridesmaids. While enjoying massages and treatments, take the opportunity to ask them to be a part of your bridal party.

  9. Destination Proposal: If you're planning a destination wedding, surprise your bridesmaids by proposing during the trip. Choose a stunning location that holds special significance.


No matter how you choose to propose to your bridesmaids, make sure it comes from the heart and reflects your unique bond with each of them. Your creativity and thoughtfulness will create lasting memories and strengthen your friendships as you embark on this exciting journey together.




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