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 Crew Neck
Alashan Cashmere$355.00The Classic Crew Neck Pullover is made in super soft 100% cashmere. This pullover looks great over a buttoned down collared shirt, matched with a dark pair of denim. This Classic Crew Neck is just that - classic! 100% Super Fine Inner Mongolian... -
100% Cashmere Classic Cable Crew Neck
Alashan Cashmere$459.00Cable Crew Neck is the coziest sweater we carry in our men's collection. With an incredibly plush hand feel, and intricate cable detail, this style is sure to keep anyone warm & cozy. 100% Super Fine Inner Mongolian cashmere in 2ply yarn. Classic... -
100% Cashmere Classic V-Neck Pullover
Alashan Cashmere$345.00The Classic 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 2ply yarn... -
Unisex Crew Insulator Vest 2.0
Helly Hansen$150.00This comfortable sailing insulator vest uses recycled PrimaLoft® BLACK Eco insulation for an excellent warmth-to-weight ratio. A PFC-free, water-repellent treatment sheds light precipitation and sea spray. DETAILS Fiber content: Shell:... -
M Varde Fleece Jacket 2.0
Helly Hansen$140.00 - $150.00Designed for the intrepid adventurer as a standalone jacket or as a versatile midlayer, the Varde is made with Polartec® Thermal® Pro™. This particular fleece delivers warmth without weight, durability and quick-dry properties. With the... -
Salt Inshore Sailing Jacket
Helly Hansen$230.00Built for inshore sailing, The Salt jacket is highly waterproof/breathable and windproof. Helly Hansen used their trusted HELLY TECH® Performance 2-ply fabric and sealed-seams to ensure you stay comfortable and dry. Extra sailing features... -
Kingston Modern Straight Vintage Premium Eco 32"
Liverpool$109.00 - $119.00Kingston Modern Straight is the perfect pant that offers a slim silhouette with just the right amount of legroom. Crafted with aging techniques in order to achieve a unique and genuine vintage appearance. This eco stretch denim is... -
Kingston Modern Straight Vintage Premium Eco 30"
Liverpool$109.00 - $119.00Kingston Modern Straight is the perfect pant that offers a slim silhouette with just the right amount of legroom. Crafted with aging techniques in order to achieve a unique and genuine vintage appearance. This eco stretch denim is... -
M LIFALOFT™ Insulator Jacket
Helly Hansen$215.00Warm, windproof and water-resistant, our versatile insulated jacket is made with lightweight and highly compressible LIFALOFT™. We designed it to keep you snug and comfortable as well as give you freedom of movement during intense activities... -
M Crew Insulator Jacket 2.0
Helly Hansen$190.00The soft, comfortable, and lightweight Crew Insulator Jacket keeps you warm when sailing upwind. With a classic, clean-cut, marine design, it also looks great in the city. We used PrimaLoft® Black Insulation for warmth. Wind resistant and water... -
M Dubliner Waterproof Jacket
Helly Hansen$130.00A great-fitting, versatile HELLY TECH® jacket for men. Waterproof, breathable, and windproof with fully sealed seams to protect you against the elements. Its quick-dry, lightweight lining adds comfort in both warm and cold weather. Perfect rainwear... -
Heathered Original 4-Button Polo
Johnnie-O$89.00The Original Polo is made with the same details as the one we launched the company with a couple updates. While the four-button placket and pocket remain the same, the fabric has been updated with some stretch for comfort and heathered yarns which create...