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

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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  • 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
  • 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
  • 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 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.

    Learn More
  • Red Oxford 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 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
  • 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
  • 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
  • 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
  • Blue Tuckernuck Shortsleeve Nantucket T-Shirt - Blue Logo

    Blue-blue logo men's shortsleeve Nantucket t-shirt feautures the whale and compass logo embroidery on the left chest. Named after the small satellite island of Tuckernuck off Nantuket. This soft and lightweight t-shirt is made from 100% cotton and is certain to become one of your favorites. Learn More

    Regular Price: $24.00

    $9.60

  • White Tuckernuck Shortsleeve Nantucket T-Shirt - Red Logo

    White-red logo men's shortsleeve Nantucket t-shirt feautures the whale and compass logo embroidery on the left chest. Named after the small satellite island of Tuckernuck off Nantuket. This soft and lightweight t-shirt is made from 100% cotton and is certain to become one of your favorites. Learn More

    Regular Price: $24.00

    $9.60

  • White Tuckernuck Long Sleeve Shirt - Navy Logo

    Men's white longsleeve Nantucket t-shirt feautures our whale and compass logo embroidery on the left chest. Named after the small satellite island of Tuckernuck off Nantuket. This soft and lightweight long sleeve t-shirt is made from 100% cotton and is certain to become one of your favorites. Logo is blue on blue shirt and red on the white shirt. Learn More

    Regular Price: $29.00

    $11.60

  • Blue-Blue Logo Tuckernuck Long Sleeve Solid Nantucket T-Shirt

    Men's Blue-Blue Logo longsleeve Nantucket t-shirt feautures the whale and compass logo embroidery on the left chest. Named after the small satellite island of Tuckernuck off Nantuket. This soft and lightweight long sleeve t-shirt is made from 100% cotton and is certain to become one of your favorites. Logo is blue on blue shirt and red on the white shirt. Learn More

    Regular Price: $29.00

    $11.60

  • Shimmo Shawl Sweatshirt - Navy

    Our navy Shimmo Shawl Neck Sweatshirt gives you the perfect blend of a sweater look with sweatshirt comfort. Featuring 3 wooden buttons along with one outer pocket along each side. This pullover-style sweatshirt is made from a heavy terry cotton (71% Combed Ringspun Cotton / 29% Polyester). Proudly made in America. Machine wash. Learn More
  • Navy V-Neck Pima Cotton Sweater

    This navy men's cotton V-neck sweater is made from soft pima cotton. Soft and comfortable, this V-neck sweater features a ribbed cuffed on the bottom and on the sleeves. Sweater is made from 100% cotton. Learn More
  • Nautical Hoodie - Navy with White Anchor

    Anchor down with our classic fitting Nautical Hoodie. Perfect for layering in cool weather or adding some warmth when it gets cold at night. This hoodie is super-soft and comes in a heathered navy with a white anchor graphic on the left chest. Made from a tri-blend terry (50% Polyester /42% Cotton / 8% Rayon). Features a metal front zipper and a white hood drawstring. Proudly made in the USA. Learn More
  • Nautical Hoodie - Green with White Anchor

    Anchor down with our classic fitting Nautical Hoodie. Perfect for layering in cool weather or adding some warmth when it gets cool at night. This hoodie is super-soft and comes in a heathered green with a white anchor graphic on the left chest. Made from a tri-blend terry (50% Polyester /42% Cotton / 8% Rayon). Features a metal front zipper and a white hood drawstring. Proudly made in the USA. Machine wash. Learn More
  • Shimmo Shawl Sweatshirt - Gray

    Our gray Shimmo Shawl Neck Sweatshirt gives you the perfect blend of a sweater look with sweatshirt comfort. Featuring 3 wooden buttons along with one outer pocket along each side. This pullover-style sweatshirt is made from a heavy terry cotton (65% Combed Ringspun Cotton / 28% Polyester / 7% Rayon). Proudly made in America. Machine wash. Learn More
  • Shimmo Shawl Sweatshirt - Navy with White Anchor

    Our navy Shimmo Shawl Neck Sweatshirt gives you the perfect blend of a sweater look with sweatshirt comfort. Featuring 3 wooden buttons, a white anchor on the left chest, and one outer pocket along each side. This pullover-style sweatshirt is made from a heavy terry cotton (71% Combed Ringspun Cotton / 29% Polyester). Proudly made in America. Machine wash. 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
  • 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