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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  • 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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  • 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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  • Men's Flat Front Cotton Twill Short

    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

  • 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 Logo Sankaty Moisture Wicking Polo Shirt - No Logo

    This Blue-No Logo moisture wicking polo shirt is made from a quick-dry cotton-poly blend allowing for moisture management. A great athletic cut polo shirt for a round of golf or a tennis match. This solid colored polo shirt comes in three colors and has the option of our whale and compass logo on the left chest. 3 button placket. Learn More

    Regular Price: $55.00

    $27.50

  • Blue Logo Sankaty Moisture Wicking Polo Shirt - Red Logo

    This Blue-Red Logo moisture wicking polo shirt is made from a quick-dry cotton-poly blend allowing for moisture management. A great athletic cut polo shirt for a round of golf or a tennis match. This solid colored polo shirt comes in three colors and has the option of our whale and compass logo on the left chest. 3 button placket. Learn More

    Regular Price: $55.00

    $27.50

  • Red Sankaty Moisture Wicking Polo Shirt - Red Logo

    This Red-Red Logo moisture wicking polo shirt is made from a quick-dry cotton-poly blend allowing for moisture management. A great athletic cut polo shirt for a round of golf or a tennis match. This solid colored polo shirt comes in three colors and has the option of our whale and compass logo on the left chest. 3 button placket. Learn More

    Regular Price: $55.00

    $27.50

  • Gingham Coastal Sport Shirt - Blue - Navy Anchor

    Our blue gingham Coastal Sport Shirt is a classic for all seasons. Slightly fitted for a more modern look than most of our sport shirts. Made from 100% cotton. Features a medium weight fabric, a button down collar, and an anchor embroidered on the left chest. Proudly made in the USA. 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