We’re Engaged!!!!!!!!!!!! A Scavenger Hunt Proposal

16 Jul

After a hiatus from blogging, I’m back and more inspired than ever! After years of mildly obsessing about engagements, weddings and wondering what my own proposal would be like, I am so excited to share that Drew & I are engaged!!!!!

Crush TagWe were at my house in Westbrook, CT and spent the 4th of July lounging by the pool and planning to have a cookout. Around 5, I went upstairs to get ready when my friend Elyse brought a box upstairs from Crush Boutique  that she “found in the back yard.” There was a tag on the box that said “Ashley – Fourth of July adventure! Get dressed! – Drew”

Clue 1I thought it was absolutely adorable and thoughtful (it is my favorite holiday, afterall), but didn’t think much more of it until the next clue came a few minutes later. Elyse handed me a glass of wine and some daisies, with another note that hinted to go next door, where my parents best friends were renting. At this point, I started to shake and was hoping that “this was it!” All Elyse said was “just enjoy this, and breathe!” She wouldn’t say a word!

IMG_1851I walked next door, where Abby was waiting with more flowers and another clue that hinted for me to go to the Cuckoos’s Nest in Old Saybrook, CT. Elyse drove me there and when I walked in, saw my brother Patrick and his girlfriend Kristen. They gave me more flowers and another clue.

IMG_1868This clue led me to one of my favorite places, Water’s Edge, where our family friends Barb & Kevin were waiting at the outdoor bar. Barb immediately started crying, and so did I. Luckily, it was time for another glass of wine, more flowers, and another clue!

IMG_1890I went to the marina and saw my parents sitting on the back of their boat. My mom was smiling ear to ear and I half expected to see Drew there. But instead, more flowers and another clue! Which led me to Bill’s Seafood. Everyone was waiting in the outdoor bar. Everyone except for Drew.

BlueI got the last flower and clue. It’s an extremely exciting and emotional feeling, know you’re about to get engaged. I mean I knew, right? At this point, my family was involved and although no one actually said it, the only other explanation was that this was a really cruel joke. And Drew, is a jokester. But luckily for me, I came back home to see the love of my life. At least I thought it was him, it was hard to see through the tears.


Drew was standing in the front yard, looking adorable as ever. He was holding a rose and had champagne and glasses set-up next to the fish chairs in our front yard. It was pretty emotional walking up to him, an out of body experience really, and words cannot express how I felt when he got down on one knee. It was the happiest moment of my life! We celebrated, I cried, we drank champagne on the beach, I cried, and then.. fireworks! The night couldn’t have ended any better. Is magical too corny to describe it? It was magical.

IMG_1934           IMG_2111        IMG_2119        IMG_2277

IMG_2143I left out a lot of details – what every clue said, and why the locations are important to me. But each was a memorable place in my life, and Drew ended up proposing at my favorite place on earth – my house in Westbrook, on my favorite holiday. He did everything to make this the most thoughtful proposal for me. My bouquet of flowers even ended up being red, white and blue. I was and am, blown away. I couldn’t have asked for a better night or a better fiance! I’m excited to start blogging about my own wedding plans, so stay tuned!

I want to give a special thanks to Elyse Bichler, for helping me along this “journey” and for capturing these great pictures!


8 Responses to “We’re Engaged!!!!!!!!!!!! A Scavenger Hunt Proposal”

  1. amy July 16, 2013 at 12:21 pm #

    congrats again, ashley and drew!! i’m so happy for you both! every guy should read this and realize how special a thoughtful and meaningful proposal is to us girls 🙂

  2. Kate Stachura July 16, 2013 at 12:53 pm #

    This is so beautiful! I still can’t describe to you how freaking excited & happy I am for you 🙂

  3. Amanda July 16, 2013 at 1:08 pm #

    This makes my heart so happy 🙂 The fact that you have it on camera is so amazing. What a great proposal!!

  4. mtrinkoff July 16, 2013 at 1:37 pm #

    I cry everytime I hear this story! Wonderful blog Honey, I couldn’t be more thrilled for you both!

  5. Ashley Sullivan July 16, 2013 at 3:28 pm #

    Thank you everyone! I am so lucky and so happy:) And thank you Amy, Kate, Amanda and Molly in advance for being part of our special day when it finally arrives!

  6. BCB July 16, 2013 at 4:13 pm #

    I am so happy for you two! Who knew Drew was taking so many notes for all these years!? As I told him, WDG totally nailed it! Crying at work is always awkward, thanks Ash 🙂 Let’s get planning so we can celebrate!!

    • Lindsay S. Kift-Precious July 16, 2013 at 9:27 pm #

      Mr. & Mrs. Sassy McFiddlesticks!

  7. Kelly July 20, 2013 at 11:42 am #

    This is amazing, congratulations! Have a great weekend!

    Sparkles and Shoes

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