Preppy with a Nautical Flair

classic style

monogrammed sandals | monogrammed bag | bandana (similar.  I wear this in my hair all the time and it’s my favorite way to jazz up an outfit!) | bracelets (c/o SailorMade) | denim shorts (favorite shorts ever) | ruffled sweatshirt (Best J.Crew Factory purchase in a while.  I also have the gray version with chambray ruffles and it now comes in black tartan for the holidays!) | large pearl earrings (c/o Julie Vos)

I may be an Army officer but nautical accessories and the color navy have my heart.  (My mom’s best friend jokes that I should have gone to the Naval Academy instead of West Point every time I mention nautical stuff on Instagram, and she’s probably right haha.  Two of her sons went there at the same time I was a cadet so the rivalry is pretty strong between our families!)

classic style

Anyway, navy blue is the quintessential preppy color in my book, and you can probably find me wearing a little of it every single day.  It can do no wrong!  I shared this sweatshirt a few months ago in my “Timeless Fall Wardrobe” post and it was by far the most popular item I included.  It’s comfy like a sweatshirt but has the cutest striped ruffle detail on the neck and wrists.  I also bought the gray version with chambray ruffles because I couldn’t decide which one I liked better.  An impulse purchase I definitely don’t regret!  Unfortunately the gray one is sold out now and sizes are limited on the navy one, but there is now a black and tartan version for the holidays and it is amaaaaaazing.

classic style

I paired this sweatshirt with a few other preppy pieces I’m into right now: two beautiful Sailormade bracelets that add the perfect nautical nod, my monogrammed Jack Rogers (these were actually my wedding reception shoes!), and the most adorable weekender bag that every existed.  I’m also wearing my favorite denim shorts ever that I basically live in, and my large pearl earrings from Julie Vos that I also included in my Timeless Fall Wardrobe post.  They’re nice and preppy but not boring because they gold detail behind the pearl makes them really fun!  Now I just need some place to go ­čÖé

preppy style

Sailormade sent me the bracelets and I love that all of their items have a true tie to the sea, since the family that owns the company has been making sailing hardware for four generations.  The rope bracelet I’m wearing is the Endeavour Single Rope Bracelet and I’m wearing a Small.  I’d probably size up to a Medium though because it runs a bit small in my opinion.  The other bracelet I’m wearing is the Fid Cuff in Raw Brass, which is inspired by a nautical tool that is used to splice rope.  The Reef Cuff is another favorite of mine because it’s made of solid brass and it looks like coral.  I think if I added that to the mix I’d have to perfect bracelet stack! 

preppy style


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Katie Vail
Katie Vail

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  1. December 1, 2018 / 4:53 pm

    You may have just determined my Christmas outfit! That black is adorable!

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