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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Whipcord Featherweight Flannel - Crabapple
Onward Reserve$145.00Flannels are back for and lighter than ever! A fully cotton flannel with a button down collar, left chest pocket, and tape trim. It is the perfect flannel for cooler days. Pair it with any t-shirt and five pockets for an elevated look. 100%... -
Saddle Featherweight Flannel - Naval Academy
Onward Reserve$145.00Flannels are back for and lighter than ever! A fully cotton flannel with a button down collar, left chest pocket, and tape trim. It is the perfect flannel for cooler days. Pair it with any t-shirt and five pockets for an elevated look. 100%... -
Men's Chill Jacket 3.0
Helly Hansen$315.00The Men's Chill Jacket 3.0 is an updated take on our renowned fall-winter staple. Engineered with waterproof/breathable HELLY TECH® Protection technology and with sealed seams, this jacket ensures both waterproofness and breathability. The... -
Rydr Pant
Kuhl$99.00What Makes It KÜHL? The legendary RYDR™ outperforms rivals in its class and sets a new standard for those who live life to its fullest. Ruggedly durable yet stylish and comfortable, these versatile pants can take on any challenge with their... -
Linen Drawstring Pant
Madda Fella$115.00Men's Linen Drawstring Pants are the epitome of relaxed elegance and comfort. Crafted from 100% pure linen, these beach pants are a summer wardrobe essential, offering a lightweight and breathable feel that keeps you cool under the sun.These linen pants... -
Brantley Performance Button Down Shirt
Johnnie-O$138.00Everyday Performance button-ups are designed to infuse athletic benefits into your go-to shirts. With a wrinkle-resistant nylon, Coolmax® and bamboo blend that wicks moisture, breathes well and stretches, this shirt ensures you'll always look and... -
Remmy Midweight Performance Hoodie
Johnnie-O$138.00 - $148.00Comfort you’ll never want to take off ? The johnnie-O Performance French Terry Hoodie combines next-level comfort with technical performance—because why choose just one? Made from ultra-soft French terry with performance stretch, this hoodie... -
Welsey Performance 1/4 Zip Hoodie
Johnnie-O$128.00Soft, stretchy and versatile, this performance hoodie is quarter-zip hybrid designed for the course or anywhere where a lightweight, moisture-wicking layer is appreciated. Heathered 1/4 zip pullover hoodie Lightweight Signature puller Raised logo... -
Ernest Long Sleeve Linen Shirt
Madda Fella$155.00Discover the timeless charm of our Ernest Linen long sleeve shirt, crafted with the finest 100% linen sourced from Ireland. Embrace effortless elegance with its classic button-down design, perfect for both casual outings and refined gatherings. Available... -
Ernest Long Sleeve Linen Shirt With Trim
Madda Fella$165.00Men's 100% Irish Linen Shirt – Versatile, Classic, and Adventure-Ready Step into effortless style with our Men's 100% Irish Linen Shirt, expertly crafted from premium, breathable Irish linen. Designed to keep you cool and comfortable, this... -
Regent Relaxed Straight Vintage Premium 32"
Liverpool$119.00Relaxed Straight denim crafted with aging techniques to achieve a unique and genuine vintage appearance. Designed for men with muscular builds or guys who seek a looser fit, our Regent Relaxed Straight offers the perfect amount of room at the thigh and... -
Regent Relaxed Straight Vintage Premium 30"
Liverpool$119.00Relaxed Straight denim crafted with aging techniques to achieve a unique and genuine vintage appearance. Designed for men with muscular builds or guys who seek a looser fit, our Regent Relaxed Straight offers the perfect amount of room at the thigh and...
