Men's Nautically Inspired Apparel: Classic styles from boutique brands

Set sail with our men's nautically inspired apparel collections featuring our own signature classic styles and collections from boutique brands caught adrift.

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  • Men's Whaler Shorts - Cisco Madras (Blue)

    1 Review(s)
    Though we don't condone whaling, our Whaler Shorts are perfect for almost every other summer activity. Made in the USA from 100% cotton patchwork madras. Named for Cisco Beach on Nantucket. Our Cisco Madras is true patchwork madras with various plaids hand stitched together. Great fitting shorts without much extra "droop" in the back. 9" inseam. Button front with zipper fly. Two back pockets. Machine wash. Learn More
  • Light Bluefish Whaler Shorts

    Our Light Bluefish shorts are made from 8.5 ounce 100% cotton and come in our exclusive Whaler Fit. Featuring an 8.5" inseam, these light blue shorts fall just above the knee. We've included some great details like a wooden front button closure, brass zipper, and matching wooden buttons with hook-and-loop closures above the back pockets. The final detail is up to you: Choose between a Nantucket Map print, featuring a nautical chart of Nantucket, and Ship's Ahoy, a fun nautical print. Made in the USA in a small batch to ensure the highest quality. These are running a bit small so if you're deciding between sizes, we recommend ordering one size up. Learn More
  • Men's Whaler Shorts - Blue Stripe Seersucker

    Inspiration

    Seersucker shorts are a classic staple of the American man’s summer wardrobe. We grew up running (and sailing) around in seersucker and still wear it to this day.  It’s breathable, cool, and perfect for warm weather. 

    Although we love seersucker, we didn’t love the fit of most of the seersucker shorts available. Typically, they’re too baggy and boxy. Occasionally they’re way too short.  We’ve spent the last few years perfecting the fit of our shorts are are proud to offer our Whaler Shorts: great fitting men’s shorts with attention to all the details. 

     

    Details 

    • Made in USA. These shorts were made in an American factory to ensure top quality. Plus, you’ll be proud to wear a American-made shorts. 

    9” inseam. This length typically keeps the shorts just above your knees - exactly where they belong.

    • 100% cotton. Seersucker is often made from a poly/cotton blend, but that doesn’t work for us. We’ve made sure this fabric is 100% natural cotton to allow for maximum breathability and the softest feel.

    Nylon zipper. More durable and less likely to break than metal zippers.

    • 2 side pockets. Angled just right to give your arm a natural position when using, but not angled enough to allow items to fall out easily.

    • White lining. We’ve chosen a lightweight, solid white 100% cotton lining for these shorts.

    • Two buttoned back pockets. Keep your wallet in place in the pocket of your choice. 

    Blue and white gingham check pattern. These shorts feature a slight departure from typical seersucker shorts with a blue and white gingham pattern. Check out the closeups for a better look at this pattern.

    Learn More
  • 1776 Seersucker Whaler Shorts

    Show your American pride in our red, white, and blue seersucker shorts. These shorts are made in our Whaler Fit - slightly slimmer fitting shorts that eliminte the back droop found in many men's shorts. These shorts are made in the USA, to ensure the highest quality, from 100% cotton seersucker. To give an extra unique touch, we used wood buttons on the front closure and hook-and-loop back pockets. The final detail is the pocket lining and we've left that decision up to you. Choose from our Nautical Living plaid print or our American the Beautiful flag print. Learn More
  • Men's Whaler Shorts - Marblehead Madras (Green)

    Though we don't condone whaling, our Whaler Shorts are perfect for almost every other summer activity. Made in the USA from 100% cotton patchwork madras. Our Marblehead Madras is true patchwowrk madras with various plaids hand stitched together. Great fitting shorts without much extra "droop" in the back. 9" inseam. Button front with zipper fly. Two back pockets. Machine wash. Learn More
  • Bold Red Whaler Shorts

    Be bold in our bright red shorts. These soft, brushed twill shorts are made from 6.5 ounce 100% cotton fabric in a bright red color. Our Whaler fit features an 8.5" inseam, leaving them just above the knee. We've included unique details such as a wood button front closure, brass zipper, and wood buttons with hook-and-loop closures on the back pockets. You get the final say on the last detail: the pocket linings. Choose from Ship's Ahoy, a fun nautical print, or a Nantucket Map, featuring a nautical chart of Nantucket island. Shorts run a little small around the waist. If you are deciding between sizes, we recommend ordering a size up. Made in the USA in a small batch to ensure the highest quality. Learn More
  • Men's Whaler Shorts in Blue Check Seersucker

    Inspiration

    Seersucker shorts are a classic staple of the American man’s summer wardrobe. We grew up running (and sailing) around in seersucker and still wear it to this day.  It’s breathable, cool, and perfect for warm weather. 

    Although we love seersucker, we didn’t love the fit of most of the seersucker shorts available. Typically, they’re too baggy and boxy. Occasionally they’re way too short.  We’ve spent the last few years perfecting the fit of our shorts are are proud to offer our Whaler Shorts: great fitting men’s shorts with attention to all the details.

     

    Details 

    • Made in USA. These shorts were made in an American factory to ensure top quality. Plus, you’ll be proud to wear a American-made shorts. 

    9” inseam. This length typically keeps the shorts just above your knees - exactly where they belong.

    • 100% cotton. Seersucker is often made from a poly/cotton blend, but that doesn’t work for us. We’ve made sure this fabric is 100% natural cotton to allow for maximum breathability and the softest feel.

    Nylon zipper. More durable and less likely to break than metal zippers.

    • 2 side pockets. Angled just right to give your arm a natural position when using, but not angled enough to allow items to fall out easily.

    • White lining. We’ve chosen a lightweight, solid white 100% cotton lining for these shorts.

    • Two buttoned back pockets. Keep your wallet in place in the pocket of your choice. 

    • Striped blue and white pattern. This is the most common seersucker pattern, and for good reason. It’s simple but fun, pairs well with any solid shirt, and still carries a bit of summer sophistication.

    Learn More
  • Foggy Blue Whaler Shorts

    Soon to be your favorite shorts, these soft, brushed twill shorts are made from 6.5 ounce 100% cotton fabric in a dark gray-blue color. Our Whaler fit features an 8.5" inseam, leaving them just above the knee. We've included unique details such as a wood button front closure, brass zipper, and wood buttons with hook-and-loop closures on the back pockets. You get the final say on the last detail: the pocket linings. Choose from 1776 Seersucker, a red, white, and blue seersucker, or a Nantucket Map, featuring a nautical chart of Nantucket island. Shorts run a little small around the waist. If you are deciding between sizes, we recommend ordering a size up. Made in the USA in a small batch to ensure the highest quality. Learn More
  • Men's Whaler Shorts - Red Oxford

    Though we don't condone whaling, our Whaler Shorts are perfect for almost every other summer activity. Made in the USA from 100% cotton oxford. Our red oxford has a unique distressed look. Great fitting shorts without much extra "droop" in the back. 9" inseam. Button front with zipper fly. Two back pockets. Machine wash. Learn More
  • Khaki Men's Flat Front Cotton Twill Shorts

    100% brushed cotton twill shorts. These khaki men's flat front shorts are very soft and get better with every wash. Solid colorful shorts feature 2 side pockets and 2 buttoned back pockets. Flat front with 9 inch nseam and zippered fly. Available for sale in an assortment of colors. Learn More
  • Navy Men's Flat Front Cotton Twill Shorts

    100% brushed cotton twill shorts. These navy men's flat front shorts are very soft and get better with every wash. Solid colorful shorts feature 2 side pockets and 2 buttoned back pockets. Flat front with 9 inch nseam and zippered fly. Available for sale in an assortment of colors. Learn More
  • Charleston Blue Men's Twill Shorts

    1 Review(s)
    Soft, garment washed twill shorts in Charleston blue, a great light blue color. Two slanted side pockets and two buttoned back pockets. Reinforced waistband to prevent curling. 100% cotton seersucker. 9 inch inseam. Learn More

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