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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  • 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
  • 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
  • Cisco 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. 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
  • 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 small batches to ensure the highest quality. 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
  • 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
  • Anchor Tee - Light Blue

    In a soft shade of light blue, the men's Anchor Tee offers comfort, quality, and casual style for all those laid back spring and summer moments. Decorated with a white anchor print on the left chest pocket, this basic tee has a modern, slimming fit in a 50% polyester / 25% cotton / 25% rayon fabric blend. The tri-blend construction gives this tee shirt a touch of texture with the perfect amount of stretch and elasticity to retain its shape after wearing and washing. The casual look has a traditional appeal that can be mixed and matched with any shorts or pants or layered underneath a long sleeve sweater or a zippered hoodie when the weather gets cool. The pale blue hue gives it that coastal-inspired look while the anchor print on the pocket adds a bit of nautical charm and seaside style. Whether you're relaxing in the city or climbing on board your boat in your favorite beach town, this tee shirt is a summer wardrobe essential that you'll want to wear over and over again. Learn More
  • Anchor Tee - Navy

    An anchor print on the left chest makes the men's Anchor Tee the perfect addition to your casual summer wardrobe. Made from a 50% polyester / 25% cotton / 25% rayon fabric blend, this tri-blend jersey tee shirt offers the soft and comfortable feel of cotton fabric with just the right amount of polyester to provide stretch and elasticity and a touch of rayon to give it a unique texture and a soft drape. A single pocket on the left chest is decorated with a contrast anchor graphic to add a touch of distinction and a hint of nautical charm. This basic men's tee shirt features a comfortable ribbed crew neckline that makes it perfect for wearing on its own or layering beneath button front shirts and zip front hoodies. In a classic shade of navy blue with a white anchor print, this tee is a year-round staple that will fit seamlessly into your casual, preppy wardrobe. Learn More
  • Black Men's Linen-Cotton Button Down Sport Shirt

    This black men's linen sport shirt is made from a great lightweight cotton and linen blend. Soft and lightweight this button down shirt features a curved hem on the bottom, pocket on left chest and a button down collar. Available with or without or whale and compass logo embroidery. 65% linen, 35% cotton. Learn More
  • Blue and White Check Sport Shirt - 80s 2-Ply

    80s 2-ply button down shirt. This 100%Italian cotton men's sport shirt features a blue and white check pattern. Shirt has a pocket on left chest that is available with or without whale and compass logo embroidery. Curved hem. Button down collar. Learn More

    Regular Price: $89.00

    $30.00

  • Blue and White Striped Button Down Sport Shirt - Blue Logo

    This men's blue and white striped sport shirt is made from 100% cotton. Button down shirt features alternating vertical stripes. Left chest pocket with whale and compass embroidered logo. Curved hem and button down collar. Custom Nantucket Brand buttons. Machine washable shirt. Learn More

    Regular Price: $59.00

    $23.60

  • Blue and White Striped Button Down Sport Shirt - Red Logo

    This men's blue and white striped sport shirt is made from 100% cotton. Button down shirt features alternating vertical stripes. Left chest pocket with whale and compass embroidered logo. Curved hem and button down collar. Custom Nantucket Brand buttons. Machine washable shirt. Learn More

    Regular Price: $59.00

    $23.60

  • Helmsman - Royal Blue

    These shoes run a half size small. Please order a half size up. We've worked with Category 5 to bring you a selection of men's boat shoes. Category 5 is a young new boat shoe brand that we first came across in the spring of 2014. We ordered a pair to try out and loved them. They're incredibly comfortable and the leather gets softer with every wear. The Helmsman was designed after the Yachtsman, Category 5's first shoe. Each pair that we carry includes an embossing of Nantucket island to add a unique touch. Category 5 says "...our goal was to create a shoe that had the same qualities of the Yachtsman – supreme comfort, unparalleled functionality, and head turning style, and give it a relaxed look with lower structure. Teaming up with master craftsmen and selecting premium floater leathers, the Helmsman is the perfect weekend shoe. Sporting non-slip outsoles, true moccasin construction, and American made laces, the Helmsman has become a staple of the Category 5 repertoire." Learn More
  • Yachtsman - Oak

    These shoes run a half size small. Please order a half size up. We've worked with Category 5 to bring you a selection of men's boat shoes. Category 5 is a young new boat shoe brand that we first came across them in the spring of 2014. We ordered a pair to try out and loved them. Their incredibly comfortable and the leather gets softer with every wear. This is the original model, the Yachtsman, in Oak. Each pair that we carry includes an embossing of Nantucket island to add a unique touch. Category 5 says this is their "inaugural Boat Shoe as an homage to thinking differently. Tipping our cap to the past, with an eye for the future, the Yachtsman is our way of saying “We can do this better.” Envisioned way back in 2010, it took nearly 2 years to perfect the design and engineering. Made from durable and premium leathers, The Yachtsman is perfect for a day on the water or a night on the town. Designed with comfort in mind, the EVA footbed and contoured heel cuts out the infamous break-in period. Optimizing style and functionality, The Yachtsman features slip resistant non-marking outsoles, water resistant leather, and American Made laces." Learn More
  • Yachtsman - Walnut

    These shoes run a half size small. Please order a half size up. We've worked with Category 5 to bring you a selection of men's boat shoes. Category 5 is a young new boat shoe brand that we first came across them in the spring of 2014. We ordered a pair to try out and loved them. Their incredibly comfortable and the leather gets softer with every wear. This is the original model, the Yachtsman, in Oak. Each pair that we carry includes an embossing of Nantucket island to add a unique touch. Category 5 says this is their "inaugural Boat Shoe as an homage to thinking differently. Tipping our cap to the past, with an eye for the future, the Yachtsman is our way of saying 'We can do this better.' Envisioned way back in 2010, it took nearly 2 years to perfect the design and engineering. Made from durable and premium leathers, The Yachtsman is perfect for a day on the water or a night on the town. Designed with comfort in mind, the EVA footbed and contoured heel cuts out the infamous break-in period. Optimizing style and functionality, The Yachtsman features slip resistant non-marking outsoles, water resistant leather, and American Made laces." Learn More