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

VACATION LOOKS ARE HERE!

INTRODUCINGRESORT 2026

Proudly made in the USA!

SHOP NEW ARRIVALS

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

Dresses

Jackie Jacket Collection

SALE

Meet Louisa! Isn't she lovely!

Shop the collection

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NEW

Louisa 3/4 Sleeve Dress - Red Plaid $ 194.00 USD

Louisa Short Sleeve Dress - Ric Rac Stripe Navy/White $ 198.00 USD

Louisa Sleeveless Dress - Ric Rac Stripe Navy/White $ 189.00 USD

Louisa Sleeveless Dress - Palm Stripe Aqua/Green $ 189.00 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

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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