Pineapple Sweater

Martha's Vineyard

c/o Vineyard Vines pineapple sweater, oxford shirt, skirt (similar here), clutch, Love Always monogram necklace

On our last night in the Vineyard last weekend, we drove into Edgartown for a little shopping spree at Vineyard Vines, dinner at The Port Hunter, and a Vineyard Sound concert (the cutest all-male a capella group made up of 10 college boys). My brother Jackson (pictured below) is a super-fan of this group and it was so cute to see him get SO excited and then SO nervous to see them perform. His excitement puts everything else in perspective for me.

Although it was humid, there was a chill in the air so I layered this adorable pineapple sweater over a striped oxford for the evening’s festivities. I think I’ll get a lot of wear out of this sweater over the next few months paired with white jeans and loafers or dark jeans and boots.


Pineapple Sweater


Preppy Pineapples

Vineyard Vines MV


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  1. splash of preppy said:
    8.26.15 · Reply
  2. Paola Blanc said:

    Jackson is always so nice and your sweater is really cool

    8.26.15 · Reply
  3. Jess Zimlich said:

    He is seriously the cutest thing! I loved your Snapchats with him in them 🙂 I have a younger brother (he’s 9) so I can definitely relate.

    26 and Not Counting

    8.26.15 · Reply
  4. Tia Gallinaro said:

    This sweater is adorable!
    xx Tia |

    8.26.15 · Reply
  5. Heather said:

    I love this quirky take on a classic preppy look!

    Pineapples and Pearls

    8.26.15 · Reply
  6. Gabbi Parker said:

    The clutch goes so well with the outfit, love it x

    Gabbi | Bloglovin |

    8.26.15 · Reply
  7. Alyssa Thomas said:

    I love all of the colors in this outfit! It’s perfect!

    Alyssa | Glitter and Grey

    8.26.15 · Reply
  8. Whitney Campeau said:

    What a fun look, I really love that sweater – it’s the perfect mix between classic/preppy and whimsical. And your little brother is so, so sweet!

    8.26.15 · Reply
  9. Alecia Mariana said:

    What adorable pictures!! Love the pineapples!


    La Joie de Vivre

    8.27.15 · Reply
  10. TAF said:

    I was on MV (still am -semi local) when you were and would love to hear more about your trip! Definitely meeting the Preppy Chic with this sweater. How was your Port Hunter experience – was there Weds (last week)

    8.27.15 · Reply
  11. Melissa Tierney said:

    so adorable!


    8.27.15 · Reply
  12. Aubrey Yandow said:

    I love that sweater, so preppy & cute.

    xx. The Coastal Confidence

    8.28.15 · Reply