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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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... -
Leander Cotton Blend Short Sleeve Button Down Shirt
Johnnie-O$158.00Tropical-inspired comfort meets effortless coastal style ?☀️ The Johnnie-O Leander Cotton Blend Short Sleeve Button Down Shirt is made for warm-weather adventures. Crafted from a soft, breathable cotton-viscose blend, this lightweight shirt delivers... -
Leander Cotton Blend Short Sleeve Button Down Shirt
Johnnie-O$148.00Tropical-inspired comfort meets effortless coastal style ?☀️ The Johnnie-O Leander Cotton Blend Short Sleeve Button Down Shirt is made for warm-weather adventures. Crafted from a soft, breathable cotton-viscose blend, this lightweight shirt delivers... -
The Tee Short Sleeve Shirt
Johnnie-O$68.00The tee you'll reach for every day ✨ The Johnnie-O The Tee is designed to be your go-to for everything from beach days to casual dinners. Crafted from an ultra-soft modal blend with a sand-washed finish, it delivers a lived-in feel and effortless... -
Ennis Short Sleeve Cotton Blend Button Down Shirt
Johnnie-O$148.00Effortless coastal style, made for summer days ⚓☀️ The Johnnie-O Ennis Indigo Dyed Stripe Short Sleeve Button Down Shirt is the perfect warm-weather staple. Crafted from a breathable cotton blend with a subtle indigo stripe, this lightweight shirt... -
Nassau Cotton Blend Shorts 7"
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... -
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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...
