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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Newport Board Short 8"
Helly Hansen$70.00The Men’s Newport Board Shorts 8" are designed for life on the water. With a quick-dry fabric and stretchy fabric, these board shorts are lightweight, versatile, and made to keep up with all your favorite summer activities. Their streamlined... -
Koster Sweat Half-Zip Pullover
Helly Hansen$100.00The Men's Koster Sweat Half-Zip offers the perfect blend of casual style and elevated comfort. Crafted from soft fabric with a premium hand feel, it offers a polished, technical look. Versatile for everyday wear, this half-zip layers easily when the... -
Salt Original Sailing Jacket
Helly Hansen$285.00We’ve gone back to our aesthetic roots with a classic Helly Hansen flag stripe across the chest of the Men’s Salt Original Sailing Jacket. It’s built with our waterproof/breathable HELLY TECH® Performance technology to withstand... -
TYRI Knit 1/2 Zip Performance Pullover
Helly Hansen$90.00Designed for the modern adventurer, whether you’re hiking, camping, or trail running, our Men's Tyri Half-Zip combines comfort with practicality. We designed it with soft, stretchy fabric that offers freedom of movement, and the chin guard... -
TYRI Knit Hoodie
Helly Hansen$95.00The Men's Tyri Hoodie is designed for hikers, trail runners, and other outdoor enthusiasts. Wear it all year round as a layering piece or alone in warmer weather. It features raglan sleeves and a stretchy fabric for unrestricted movement. With... -
Nassau 7" Short
Johnnie-O$108.00Your go-to shorts for effortless summer style ☀️ The johnnie-O Nassau Cotton Blend Shorts (7") are a modern take on the classic Bermuda short—easy, comfortable, and made to look better with every wear. Crafted from a lightweight cotton blend with... -
Ransel Hidden Snap Pullover
Johnnie-O$158.00Your new favorite pullover, upgraded ? The johnnie-O Ransel Pullover delivers that broken-in comfort you love—now with a refined, modern edge. Made from a soft cotton-modal blend, it feels like your favorite sweatshirt but looks a... -
Kanan Performance 1/4 Zip Pullover
Johnnie-O$168.00Your new go-to layer, on and off the course ⛳✨ The johnnie-O Kanan Quarter-Zip delivers effortless versatility with a polished edge. Designed with a clean, classic fit and subtle jacquard stripe detail, this piece transitions seamlessly from the golf... -
Bixler Performance 1/4 Zip Hoodie
Johnnie-O$158.00Built for days that don’t slow down ⚡ The johnnie-O Bixler Hooded Quarter-Zip is made for everyday movement—whether you're on the go, running errands, or just keeping up with a busy day. Designed with a lightweight nylon blend, it delivers... -
Zoeller Ripple Knit 1/4 Zip Popover Hoodie
Johnnie-O$178.00Casual comfort, elevated ??✨ The johnnie-O Lakewave Half-Zip Hoodie is your new go-to layer for everything from morning coffee runs to game day hangs. Crafted from signature Lakewave fabric, this piece features a subtle ripple texture that adds depth... -
Rafael Multi Pane Everyday Performance Button Down Shirt
Johnnie-O$148.00Performance meets polish ? The johnnie-O Everyday Performance Button-Down is designed to keep up with your day—combining classic style with modern, athletic performance. Crafted from a wrinkle-resistant blend of nylon, bamboo viscose, and stretch,... -
Salvadore Pane Everyday Performance Button Down Shirt
Johnnie-O$148.00Your everyday button-down—now built to perform ? The johnnie-O Everyday Performance Button-Down blends classic style with modern comfort. Made from a wrinkle-resistant nylon, bamboo viscose, and stretch blend, this shirt offers breathable,...