Rebecca and Jamie

Proposal Ideas St. Maarten

How We Met

Jamie and I have been together for 10 years!

In 1996, I started high school. My best friend was dating one of Jamie’s best friend’s who was a grade ahead of us. Jamie and I both knew of each other, but only saw one another in passing or at parties. We did not officially connect until 2007 on social media. We started dating and have been together ever since!

I have a 15 year old son named Brennan from my previous relationship. Brennan met Jamie when he was 5 years old! Jamie has helped me raise Brennan and is such a huge part of our lives. Over the past ten years, we have made and shared so many memories. I’m so thankful to have found such a wonderful person to spend my life with!

Our wedding is June 8th, 2018 at a beautiful golf course in Plymouth, Massachusetts! We are so excited for this next chapter in our lives!

Where to Propose in St. Maarten

Rebecca and Jamie's Engagement in St. Maarten

Marriage Proposal Ideas in St. Maarten

how they asked

This past May of 2017, Jamie planned a trip for the two of us to go back to our favorite island St Maarten for a much needed getaway.

On Saturday 5/6/17, he told me about a nice restaurant he wanted to go to for dinner. Once I was ready, he asked if I wanted to take some pictures down by the pool at our beautiful resort. I thought it was a little strange but of course I accepted! He took me down this big staircase and we walked in front of some beautiful flowers for a backdrop. We took a few pictures, then he asked me to walk with him a few steps away to a different background of plants….

All of a sudden he stepped back from me and in that moment I thought “oh my god, this is it!” BUT………… I heard “HEYYYYYY!” I turn to see Jamie’s sister Alexi, her husband Matt, Jamie’s Mom, and her boyfriend Bob all walking towards me!!!!!!!!!!!


Alexi had flowers and her camera out! As I look back at Jamie in total shock, he is on his knee with the ring box open and asked me to marry him! He also mentioned how the ring was from Lauren B Jewelry in NYC (who I had been following CLOSELY on Instagram for 2 years!) I never imagined he would have gotten my ring there!!!!!! I burst into tears immediately! I couldn’t believe he and his family surprised me in the best way ever!!!

It was the most romantic proposal ever and something I will NEVER FORGET! I’m so grateful I get to be part of such an amazing family! I am forever thankful that all of them flew all that way to surprise me and be part of something so special!

Going down in the books as one of the best days ever! Ten years in the making! 5/6/17 (even the date is perfect!)

Special Thanks

Alexi Pelletier
 | Photographer
Lauren B Jewelry
 | ring designer
 | Photographer