Explore Men’s Preppy, Island-Inspired Resort Wear
Whether you’re lounging on a beach, surfing, hitting the links, or sailing, we feature men’s sports wear that captures classic American style with modern twists, all from brands you know and love.
From the best in performance shirts, button-down wovens to hybrid swim trunks, you’ll find everything you need at Island Pursuit.
Products List
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Men's 100% Cashmere Classic V-Neck Pullover
Alashan Cashmere$384.00The Classic Men's Cashmere V-Neck Pullover is a wardrobe staple piece for any well dressed man. Wear this pullover by itself, or over a button up. Our V-Neck is soft to the touch, made from 100% cashmere. 100% Super Fine Inner Mongolian cashmere in... -
M Crew Hooded Midlayer Jacket 2.0
Helly Hansen$185.00 - $195.00We’ve spent years refining the Men’s Crew Hooded Midlayer Sailing Jacket 2 to bring you a waterproof, windproof, and breathable midlayer sailing jacket built with HELLY TECH® Protection. This midlayer jacket features an updated lining... -
M HP Fleece Jacket 2.0
Helly Hansen$130.00Built for inshore sailing, this versatile slick-face fleece jacket is an easy choice for any adventure. It's warm yet light and breathable. It features an articulated cut for maximum freedom of movement. This jacket is also a certified bluesign®... -
Arctic Riggilng Sweater
Helly Hansen$175.00Here to warm you up this winter, our Men’s Arctic Rigging Sweater is a blend of timeless style and high-performance design. Crafted with a super-soft wool blend in a rib pattern and featuring reinforced shoulder detailing, this sweater exudes... -
M Daybreaker Fleece Jacket
Helly Hansen$85.00Wear this men's versatile and super-soft fleece jacket for year-round comfort. Throw it on alone on chilly days or layer it when the temp drops. This fleece contains recycled material. See composition for more details. This is a certified bluesign®... -
Crossley 1/4 Zip Wool Sweater Pullover
Saint James$305.00High-necked zippered jumper in 1x1 rib knit. Rib trimming on cuffs and lower body. Contrasting colour inside neckline. - 1x1 rib knit- Zipped high neck- Rib trim on lower body and cuffs- Contrasting colour inside neckline col- Merino wool (100%)- Regulat... -
The Course Performance Long Sleeve T-Shirt
Johnnie-O$98.00We set out to make the best performance tee imaginable and the result was the Course T-Shirt. It's ultra-soft with a touch of stretch, it wicks moisture and is perfect for everything from a round of 18, a workout or a day on the couch—believe us,... -
Newport 5-Pocket Cotton Pants 32"
Johnnie-O$148.00Super soft and with an incredible amount of stretch, the Newport is how you ditch the chinos in the closet in favor of something more comfortable, a little cooler and still classic. Knit 5-pocket pant Suede patch on back Signature button and... -
Newport 5-Pocket Cotton Pants 30"
Johnnie-O$148.00Super soft and with an incredible amount of stretch, the Newport is how you ditch the chinos in the closet in favor of something more comfortable, a little cooler and still classic. Knit 5-pocket pant Suede patch on back Signature button and... -
Crew Vest 2.0
Helly Hansen$135.00 - $145.00Men’s Crew Vest 2.0 No. 34446 Our Men’s Crew Sailing Vest 2.0 features HELLY TECH® Protection technology that keeps it windproof, waterproof, and breathable. The vest is also fully seam sealed, which keeps water out. The collar and... -
M Crew Hooded Jacket 2.0
Helly Hansen$175.00 - $185.00Men’s Crew Hooded Sailing Jacket 2.0 No. 34443 We built the Men’s Crew Hooded Sailing Jacket 2.0 with HELLY TECH® Protection so that it is waterproof, windproof, and breathable. Our refined design allows for greater freedom of... -
Hanks "Lightweight Sully" 1/4 Zip Pullover
Johnnie-O$148.00Spring line of performance button up shirts are breathable, moisture wicking, and wrinkle free. The perfect shirt for the guy on the go is here. All of our shirts include our signature Tweener Button which sits hidden between the 2nd and 3rd button...
