How One Vogue Editor Styles a Week’s Worth of Nautical Fashion

Every summer for the last eight years, I’ve spent at least two glorious weeks on a tiny island off Maine called Northeast Harbor. Surrounded by the deep blue Atlantic ocean and the beautiful Acadia National Park, summer days are spent at the tennis courts, on the hiking trails, or out for a boat ride; nights are enjoyed on neighbor’s porches for cocktail parties, or as Mainers like to call them, ‘Porch Breakers.’ There’s something about being by the sea in the summer that, for me, sparks serious sartorial inspiration, especially when it comes to nautical fashion. From sweet sailor shorts to strappy espadrille sandals and crisp linens, I like to mix maritime-inspired pieces in with my usual vacation wardrobe essentials–think straw tote bags, all-in-one-outfit dresses, and if you know me, then you know I will always have a crop top or two packed away.

This summer, I spent my first few days in Maine working from home, which meant that my post-work activity attire had to be up to par. On day one, I started strong with a linen halter top from Matthew Bruch paired with a plaid midi skirt. I styled the look with my go-to pair of summer sandals, Castañer’s wedge espadrilles, and tortoiseshell sunglasses from The Attico x Linda Farrow. I spent the evening of day two on the dock watching the boats sail by in an embroidered corset and skirt set by Charo Ruiz Ibiza. And to stay on theme, I finished the look off in a pair of trendy fisherman sandals. Maine days are typically packed full and very active, so after work on day three, I hit the tennis courts in my tennis whites courtesy of Alo Yoga. A pair of vintage red sailor shorts were the centerpiece of my outfit on day four–small details include anchors printed on the buttons. And finally, on day five, I dressed up to attend a dear friend’s wedding celebration with the help of Johanna Ortiz and Bottega Veneta.

Below, here are the five nautical fashion-inspired outfits I wore during my week on a tiny island off of Maine. A special place calls for a special kind of wardrobe, after all.

Day 1

This linen halter top by Matthew Bruch is more often than not the centerpiece of my summer wardrobe. I’m such a fan of its flattering silhouette that I have the tiny top in an array of colors. This cream color is especially summer-friendly, and for my first day in Maine, I styled it with a plaid ladylike midi skirt. Wedge espadrilles are naturally nautical and this pair by Castañer is like a dressed-up version of a boat shoe. I topped the look off with tortoiseshell sunglasses by The Attico x Linda Farrow.

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Matthew Bruch tie halter crop top


Tory Burch Veronica plaid colorblock skirt

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Castañer Carina 60 canvas wedge espadrilles

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The Attico + Linda Farrow Mini Marfa rectangular-frame tortoiseshell acetate sunglasses

Day 2 

Charo Ruiz Ibiza is a brand that I recently discovered this summer. I love their frilly, feminine frocks and matching sets like this embroidered corset top and midi skirt. For an evening spent on the dock watching the sailboats go by, I styled the look with a pair of brown fisherman sandals. I had to stay on theme, of course. To keep my belongings safe from any rough waters, I stored them in a rope-detailed shoulder bag like this one from Staud.

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Charo Ruiz Ibiza Tessa embroidered corset crop top

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Charo Ruiz Ibiza Gina broderie anglaise cotton-blend midi skirt

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Max Muxun closed-toe flat sandals

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Day 3

I hit the courts on day three in my tennis whites courtesy of Alo Yoga’s ‘Charmed’ tennis dress and Superga sneakers. I carried my racket to the court in a green and white tennis bag, and for aprés play, I cozied up in a retro athletic attire-inspired sweater by Tory Burch. Tip: New England summers cool off significantly when the sun goes down, so make sure you come prepared with some cashmere or two.

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Tory Burch cashmere retro tennis sweater

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Superga 2750 Cotu classic sneakers

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Tory Burch convertible stripe tennis tote

Day 4

I really leaned into nautical fashion with this pair of vintage red sailor shorts from the ’80s. To keep the look fresh, I paired it with another go-to crop top like this one from Cult Gaia. I continued the maritime moment in a pair of espadrilles similar to these embroidered sandals by Charo Ruiz Ibiza. A red Prada bag brings the entire look together.

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Cult Gaia Soraya embellished cropped cutout linen-blend top

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A Slice of Vintage Shop red sailor shorts

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Charo Ruiz Ibiza + Castañer Gea broderie anglaise cotton espadrilles

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Prada Cleo brushed leather hobo bag

Day 5

The last day of my week in Maine lined up with a dear friend’s wedding celebration. Set in a botanical garden, I knew I wanted a floral dress to stay on theme. Luckily enough, I found this lobster red maxi dress from Johanna Ortiz that had a flattering high neck. For shoes, I wore Bottega Veneta’s stretch leather sandals in a mauvy brown. (If you’re wondering, these heels definitely came off for the dancing portion of the evening.) I accessorized with gold hoops from Laura Lombardi and a raffia tote like this one from Chloé.

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Johanna Ortiz Shell Shadows floral print stretch cotton maxi dress

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Bottega Veneta stretch square-toe sandals

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Chloé Marcie raffia and leather tote bag

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Laura Lombardi Spira gold-tone hoop earrings