Anchors Aweigh

Sometimes you just need to get a little nauti…cal. 😉  No matter the season, I always love a good Americana ensemble, especially when there is a little nod to nautical. Can’t go wrong with Red, White, and Blue!

I recently received a comment from a reader saying that she wanted to see more outfits with me wearing flats. Don’t get me wrong, I do love a good pair of flats and I do wear them pretty often, but I really love that feeling that only a pair of high heels can give you. #Swagger (Plus, if you’ve ever taken an outfit photo, you’ll understand the love of high heels elongating your legs!)

Truth be told, I’ve got a bad cab habit in the winter. Whereas in the spring and summer months, I walk a lot in the city, which leads me to wearing flats much more often. Plus, most of my favorite summertime sandals are sans heel. But beyond that, let’s talk about outfit inspiration for a sec — If you like parts of an outfit, re-create the outfit and re-work the parts that don’t work for you! For instance, if you only wear flats, take a look at the shoes I’m wearing here and make some modifications. Since these are navy lace-up sandals, try a classic navy ballet flat. Or a perforated navy flat. Or a navy glitter loafer. Or a nude/gold sandal. Or a navy suede sneaker. Or a metallic boat shoe. Or a gold gladiator sandal. Or just a classic nude t-strap sandal. Options are endless! You can always leave a comment below asking for suggestions. 🙂

Photos by Lydia Hudgens

Old Navy Anchor Sweater (comes in so many fun prints!) (also loving the dress, button-front shirt, and chambray!) | J.Crew Gingham Shirt | Express Jeans c/o | Target Crossbody Bag | Sole Society Lace-Up Sandals c/o | Rivet & Sway Glasses c/o | Julie Vos Link Bracelet & Coin Charm Bracelet

More Anchor Favorites…

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Leave a Comment


  1. 4.8.14
    Courtney said:

    In love with this look! That anchor sweater is too cute, it looks great over the gingham top!

  2. 4.8.14

    Those nerdy specs are just too much fun! LOVE this look!

    Cathy, your Poor Little It Girl

  3. 4.8.14

    I love the gingham shirt and the glasses with the red frame are simply amazing.

  4. 4.8.14

    Love the mixed prints! Such a great look!

    The Style Storm
    <3, Christina

  5. 4.8.14
    Rachelle said:

    you look so cute, I love this sweater.


  6. 4.8.14

    very cute look — and I am looooooving those heels girl!! xo

  7. 4.8.14
    Rebecca said:

    Love those heels!

  8. 4.8.14

    The anchors plus gingham looks so incredibly pretty and girly!


  9. 4.8.14
    Emily said:

    OK, too cute. Great mix of patterns. This is so Iris Apfel or something. I LOVE it! I also like the sailboat sweater you linked to. Super cute, girl!


  10. 4.8.14
    Meagan said:

    Love all things red, white, and blue! Well done!

  11. 4.8.14
    amanda said:
  12. 4.8.14

    Those shoes are gorgeous!

  13. 4.8.14
    Jourdin said:

    Love these shoes!

  14. 4.8.14
    Chris said:

    I promise that I’ll love those heels each and every time you wear them! And your funky specs too!

  15. 4.8.14
    Sarah said:

    This is perfection! I heart the preppy hipster vibe! 🙂

  16. 4.8.14
    Minela said:

    Gotta be honest I don’t love it as a whole but I really like these gingham shirts you have. I’ve been trying to find some myself.


  17. 4.8.14
    Andrea said:

    How cute it this anchor sweater!?!?! Such a unique twist on the nautical trend, love it!


  18. 4.8.14
    Kayla said:

    Aww super cute Jessica! Love that sweater!


  19. 4.8.14
    Natali said:

    Great shoes and sweater! You look very pretty!

  20. 4.8.14
    Brie said:

    Love the mixed prints!! So well put together 🙂

    xoxo Brie at

  21. 4.8.14

    Old Navy has totally been killing it in the nautical department 🙂 I can’t get enough of their spring line–you look fabulous! I LOVE the red glasses paired with this outfit 🙂


  22. 4.8.14
    Melissa said:

    I love this look Jess! So chic and totally Hamptons ready…if only the weather was!


  23. 4.8.14
    Olivia said:

    Flats in outfit pictures are so hard for me! I feel like I always end up standing so awkwardly! Your anchor top is making me so excited for summer!

  24. 4.8.14
    Casey said:

    Love the gingham and anchor print combination

  25. 4.8.14

    you look absolutely adorable… I never would have thought to layer gingham + anchors like this but it works!

  26. 4.8.14

    I love absolutely everything about this look!


  27. 4.8.14
    Wave said:

    I seriously LOVE those red glasses on you, & I like your warmer twist on nautical it has me beyond ready for summer!!

  28. 4.8.14

    Love this look! One of my good friends is obsessed with anchors so I will definitely have to show her this!

    Crumbs & Curls

  29. 4.8.14
    Zhanna said:

    What can I possibly say darling, you look absolutely adorable, the whole look just stole my heart, the prints are gorgeous as well as the lace open toe shoes, and I must say you look great in skinny jeans! <3 xoxo

  30. 4.9.14

    NAUTI….bwahahahhaa! Love.

    XOXO, Jenn
    The Stylish Housewife

  31. 4.9.14
    Taylore said:

    LOVE how you styled the anchor sweater over a gingham shirt!!!Very cute look!! Ive been loving everything nautical that Old Navy has been coming out with lately! I feel like they’ve really stepped up there game!! Those glasses are absolutely adorable too!!


  32. 4.9.14
    Lindsey said:

    OMG you look so adorable in this!!!!!

    xo, Lindsey

  33. 4.10.14

    Fabulous look! I fell in love with this sweater too and there are so many different ways to wear it.