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Spend $150 or more for FREE shipping.FREE shipping will be applied at checkout

Sailboats & Shells

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Our preppy inspired resort wear is comfortable, flattering, and made in the USA. Come sail with us!

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Dresses

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Spring 2026

Sale

We love a good Polo dress!

Shop the collection

Final Sale

Polo Dress - Fresh Catch Fish $ 180.00 USD

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We're the crew behind sailor-sailor

Female founders and best friends — we even have the same name!

About Us

Discover us on Instagram

sailor-sailor LOVE 🩷

We let our reviews speak for themselves!

4.75 average
416 reviews

SHIP SHAPE

Great little casual dress that is fun to wear! I will wear with sneakers or other canvas shoes.

Jean S

Travels Anywhere

This simple navy dress can do it all. It can be casual or dress up all in one wearing. Travels perfectly.

Kathy L

One of my favorites!

I have four of your dresses and I love all of them! They are very flattering, comfortable, and versatile! I always receive compliments whenever I wear one!!!

Pam C

The best dresses ever!

I get so many compliments whenever I wear my sailor sailor dresses. They are beautiful and so comfortable. They also wash well.
I will keep buying them!!!

Julie F

Love it!

This dress can be dressed up or casual, fits well, ordered up per other reviews. Customer service was excellent!

Jennifer F

Free Shipping

on all orders over $150

Made in the USA

and designed by us in CT

Sun Protective SPF 50+

to keep you cool