Negril, Jamaica // J.Crew off the shoulder beach dress


Boy, am I one grateful little lady. I just got back from my trip to Jamaica. It was absolutely magical and I am not going to lie: I was not ready to come back home. Being able to escape with the cold with my boyfriend and his family was an absolute blast!

We spent most of the trip by the beach but we did get a chance to go to check out some amazing restaurants and get some amazing food! Fireman’s Pit at the Broadway is always a hit. I am allergic to seafood but the rest of my family loves the lobster that is served with rice and peas (beans but Jamaicans refer to them as peas) and garlic toast. I ordered Fireman’s jerk chicken and it was wonderful (if you like spicy food, you are going to love jerk sauce on chicken).

A dress that I wore on repeat is this daring off the shoulder beach dress from J.Crew. It was the perfect piece to have on vacation because I could slip it on over my bathing suit and still look dressed up. I used a floral scarf as a head piece to make my look a little more tropical. I am wearing this dress in an XS which made me nervous when I took it out of the package. It looked super small and I was worried it was not going to fit. Sure enough, sizing down was a good idea. It ended up fitting really well and was not constricting.


Dress: J.Crew // Scarf: Target // Eyeshadow: Sinful Colors in Charming-Stunning


About the blog

Timeless Optimist is a petite fashion, beauty & lifestyle blog by Cristina Medina. This page focuses on creative storytelling, photography and positivity.

Follow Along

Leave a Reply

This site uses Akismet to reduce spam. Learn how your comment data is processed.


  1. 1.16.18
    jenniferpickering22gmailcom said:

    That dress is so cute!! And it looks so warm where you are!

    Effortlessly Sophisticated

    • 1.18.18
      Cristina said:

      Thank you Jennifer! It was. I am grateful to be home but I definitely miss the warmer weather haha. xx