Nautically-inspired goods from boutique brands for him, her & home

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Men's Preppy Clothing | Men's Shirts Pants And Accessories

Our men's products are available to suit every occasion and fit perfectly into your casual, coastal lifestyle. In finely crafted fabrics and offering a variety of items that are made right here in the USA, our men's tops, bottoms, and accessories include distinctive styles that we design and produce ourselves as well as unique products that are hand selected from among the best boutique brands available in the market today. The items we sell represent who we are and provide men with clean, classic, preppy looks that can be worn from season to season. Featuring luxe cotton and soft and breathable fabric blends, our men's tops, bottoms, and accessories allow you to achieve that cool, seaside style that will make you look like your were born to sail and spend your summers enjoying life along the coast. All of our tops and bottoms are designed to work together and complement each other, allowing you to create endless outfits to suit every mood and event.

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  • Seersucker Shorts in Shipshape Classic Fit

    Nautically inspired and perfect for wearing in warm weather, the Seersucker Shorts in Shipshape fit offer all-day comfort and timeless style that makes them easy to wear with any top. Made from 100% lightweight cotton seersucker fabric, these men's shorts are one of our most loved fits and feature preppy styling with a 9 inch inseam that hits above the knee, slant front pockets, and back pockets with buttons and anchor emblems that add our signature nautical touch. The pockets are lined with nautically inspired fabric linings while the waist secures with a simple wood button and a sturdy YKK zipper.

    Made in the USA, our classic fit shorts are ideal for any casual occasion. From taking a stroll along the beach to watching the boats as they depart from the pier to climbing aboard your own sailboat for a day out on the water or enjoying a seaside dinner, these shorts can be layered with tee shirts, button down sport shirts, casual summer sweaters, or hoodies for a sportier, more relaxed look.

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  • Navy Oxford Shorts in Whaler Slim Fit

    The Navy Oxford Shorts in Whaler Slim Fit offer a classic, preppy look that can be worn for any casual occasion. Detailed with slant front pockets, a wooden button, and a YKK zipper closure, these shorts are designed with distinctive details that add our unique touch. Trimmed with nautical prints in the linings of the pockets, these shorts feature a slim, preppy fit with an 8 inch inseam, belt loops, and back welt pockets with buttons and anchor emblems that add a touch of nautical charm.

    Made in the USA from 100% cotton oxford fabric, these shorts are easy to pair with any top in your warm weather wardrobe. Wear them with a tucked in button front sport shirt and a classic leather belt, pair them with a simple polo shirt and a nautical patterned belt, or team them with a lightweight summer hoodie or a preppy cotton sweater for a look that you can wear on your boat, out to dinner, or to any casual daytime event.

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  • Faded Red Twill Shorts in Whaler Slim Fit

    Detailed with nautically inspired pocket linings that add a unique touch, the Red Faded Twill Shorts in Whaler Slim Fit are amongst our favorite colorful summer styles. Proudly made in the USA from 100% cotton fabric, our Whaler Fit shorts offer all-day comfort, classic style, and a preppy fit with an 8 inch inseam that makes them perfect for any man who loves the Cape Cod lifestyle. The waistband secures with a wooden button and a YKK zipper while the back features two welt pockets with button details and anchor emblems that add our signature nautical touch.

    Pair these shorts with a solid white button down shirt for an outdoor dinner party or a casual event, or wear them with a colorful polo shirt for a day of sailing or watching the boats stream up and down the coast. Belt loops at the waistband offer the option to wear a tucked in shirt with a belt for a crisp, clean, pulled-together look.

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  • Men's Flat Front Cotton Twill Short

    1 Review(s)
    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

    Regular Price: $59.00

    $29.50

  • Men's Flat Front Cotton Twill Short

    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

    Regular Price: $59.00

    $29.50

  • Men's Flat Front Cotton Twill Short

    100% brushed cotton twill shorts. These stone 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

    Regular Price: $59.00

    $29.50

  • Men's Flat Front Cotton Twill Short

    100% brushed cotton twill shorts. These white 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

    Regular Price: $59.00

    $29.50

  • Blue Seersucker Shorts

    Stay cool and stylish in our men's blue and white seersucker shorts. Our men's shorts are always some of our most popular items. Shorts feature alternating blue and white stripes in lightweight seersucker. Two slanted side pockets and two buttoned back pockets. Reinforced waistband to prevent curling. 100% cotton seersucker. 9 inch inseam. Learn More

    Regular Price: $65.00

    $37.50

  • Sunset Faded Red Men's Twill Shorts

    1 Review(s)

    Coastal-inspired style is what we love, and our Red Faded Twill Shorts in Shipshape Fit are one of our favorite warm weather styles. Perfect for the man with a preppy sense of style, our classic fit shorts feature nautically inspired details that maintain a traditional look while adding a playful edge. Made in the USA from soft and comfortable cotton twill fabric, this style is designed with a classic fit, a 9 inch inseam that hits above the knee, and nautical accents such as printed pocket linings, wooden buttons, and anchor emblems for a touch of our signature style.

    Slant front pockets and back welt pockets provide added utility while the waistband secures with a simple wooden button and a durable YKK zipper. The classic, preppy fit makes these shorts easy to pair with a lightweight summer sweater for a morning out at sea, a simple tee shirt for a casual day with family and friends, or a button down sport shirt for an outdoor dinner near the pier.

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  • Blue Seeruscker Shorts in Whaler Slim Fit

    Detailed with nautically inspired pocket linings that add a playful touch, the Blue Seersucker Shorts in Whaler Slim Fit are the perfect addition to your preppy, casual wardrobe. Made in the USA from 100% lightweight cotton seersucker, these slim fitting men's shorts feature an 8 inch inseam that hits comfortably above the knee, slant front pockets, and back welt pockets with buttons and anchor emblems for added distinction.

    Colorful nautical print pocket linings add our signature touch while belt loops at the waistband make the Whaler shorts perfect for pairing with a tucked in polo shirt or a button down shirt. With a classic seersucker stripe pattern, these shorts are easy to pair with a solid polo and boat shoes for a day of sailing, a button down sport shirt for a relaxed dinner party, or a nautical zip front hoodie for a stroll along the beach or a bike ride through your favorite coastal town.

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  • Men's Whaler Shorts in Blue Check Seersucker

    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.

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  • Cisco Madras Whaler Shorts

    2 Review(s)
    Our Whaler Shorts are perfect for almost every 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
  • Marblehead Madras Whaler Shorts

    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
  • Red Oxford Whaler Shorts

    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 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
  • 1776 Seersucker Whaler Shorts

    1 Review(s)
    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
  • Foggy Blue Whaler Shorts

    1 Review(s)
    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 small batches to ensure the highest quality. Learn More
  • Light Bluefish Whaler Shorts

    1 Review(s)
    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
  • Bold Red Whaler Shorts

    1 Review(s)
    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

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