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I'm Packing This Aesthetic for My Next Trip: The New "Sailorcore" Lookbook

Jeans emoji 20 items
I am completely over standard beach cover-ups. This summer, I wanted a wardrobe that felt a bit more polished, so I built an entire capsule around vintage yacht club vibes and crisp stripes. I’ve been wearing these exact pieces on repeat. They look e...
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The Foundations (Tops & Bottoms)

 
Aneesa Vally profile picture
The weight of this is perfect. It gives that slightly oversized, borrowed-from-the-boys look without feeling bulky. I layer it over my shoulders when the ocean breeze hits.
Classic Long-sleeve Rugby Shirt - Blue | Levi's® US
 
Aneesa Vally profile picture
A bit of an investment, but the stripes are incredibly crisp. It doesn’t wrinkle easily in a suitcase, which is a massive win for travel.
Striped Cotton-Poplin Shirt
 
Aneesa Vally profile picture
I’m picky about shorts, but these have a tailored waist and a longer, relaxed leg that feels incredibly sophisticated. They don't cut into you at all.
Linen Shorts
 
Aneesa Vally profile picture
For evenings when it's too chilly for shorts. They hang beautifully and give a very clean, coastal-cruise silhouette.
Pleated High-Waisted Pants
 
Aneesa Vally profile picture
A crisp graphic tee with a subtle collegiate logo. It keeps the nautical look from feeling too stuffy or costume-like.
ANINE BING Lili Tee Link Graphic

Maritime Footwear

 
Aneesa Vally profile picture
You can't do sailorcore without classic boat shoes. I went with the classic tan leather, they molded to my feet after just one afternoon of walking.
Sperry Authentic Original Floating Boat Shoe
 
Aneesa Vally profile picture
I grabbed these to add a sudden pop of color to an all-navy outfit. They are completely waterproof and shockingly comfortable for beach days.
Ancient Greek Sandals Homero Jelly Sandals
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Aneesa Vally profile picture
My ultimate travel-day shoe. They fit the relaxed, lakehouse aesthetic perfectly and keep your feet warm during flights.
Birkenstock Boston Suede Clogs (Taupe)

Outerwear & Layers

 
Aneesa Vally profile picture
The buttons on this are beautiful. I wear it backwards as a crewneck or open over a simple white vest. The knit is buttery soft.
Shop Women's Jumpers & Cardigans Online - ASOS
 
Aneesa Vally profile picture
A structured, medium-wash denim jacket to throw over the rugby shirts. It adds that lived-in, effortless layer you need for evening walks.
Oversized Denim Jacket

Swim & Beach Layers

 
Aneesa Vally profile picture
The crinkle fabric is magical. It stretches to fit perfectly and dries incredibly fast. It doubles as a bodysuit under the linen shorts.
Hunza G Square-Neck Swimsuit
 
Aneesa Vally profile picture
A timeless horizontal stripe. The coverage is great, and it holds its shape perfectly even after multiple dips in the ocean.
Solid & Striped The Rachel Bikini Top & Bottoms
 
Aneesa Vally profile picture
I tie this around my hair to protect it from the wind when we're out on the water, or loop it around the strap of my tote bag.
Silk Monogram Scarf

Bags & Accents

 
Aneesa Vally profile picture
My absolute favorite summer purchase. It fits a book, a towel, and all my essentials without losing its shape. The leather detailing is stunning.
Loewe Medium Anagram Basket Bag
 
Aneesa Vally profile picture
They add an instant retro, high-end yacht club feel to any outfit. They don't slide down my nose when it's humid.
Ray-Ban Clubmaster Classic Sunglasses
 
Aneesa Vally profile picture
A chunkier gold hoop that elevates a simple t-shirt and shorts combo for lunch. They're lightweight so they don't pull on your ears.
Croissant Hoop Earrings
 
Aneesa Vally profile picture
Finding a hat that doesn't get crushed in travel is tough, but this structured straw boater holds up beautifully and offers incredible sun protection.
Lack of Color The Spencer Boater Hat
 
Aneesa Vally profile picture
A simple, high-shine gold chain that sits perfectly right at the collarbone. It’s my daily go-to for layering.
Jenny Bird Tome Medium Chain Necklace
 
Aneesa Vally profile picture
The ultimate travel tote because it folds down to nothing in your suitcase but holds everything when you need an extra bag for day trips.
Longchamp Le Pliage Original Shoulder Bag
 
Aneesa Vally profile picture
Not technically clothing, but it goes on completely invisible and leaves a gorgeous, slightly glowy finish that makes skin look amazing in photos.
Shiseido Urban Environment Sunscreen SPF 42