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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Emillio Performance Jersey Polo Shirt
Johnnie-O$98.00Made with a lightweight, moisture-wicking fabric with a comfortable touch of stretch (that also protects with UPF 50), this polo is a staple for every guy's closet. Performance jersey 3-button polo Side vents Embroidered logo at back neck UPF 50... -
Drayton Merino Cashmere Sweater Hoodie
Johnnie-O$288.00This is how a gentleman approaches modern day sportswear. Made with ultrafine merino and cashmere blend which thanks to a knitting technique that creates a twill-like effect, this is a hoodie that can sit with the finer elements in your closet. Finished... -
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... -
Kester Textured Hoodie
Johnnie-O$168.00An elevated relative to your favorite gym hoodie that works a little better for the day-to-day, the Kester is finished with a buttoned placket for a nice bit of topspin and is knit with a textured weave that feels extra nice on the skin and stands out... -
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... -
Niccolo 1/4 Zip Cashmere Sweater
Johnnie-O$398.00Our Top Shelf collection features our most elevated pieces with an emphasis on ultra-premium fabrics and next-level details. Made with beautiful long-staple cashmere yarns–the good stuff– this quarter-zip. Details Top Shelf... -
Lomond Printed Knit Vest
Johnnie-O$278.00This stretch fabric vest has more under the hood than meets the eye. With magnetic pockets, a two-way zipper for a perfect fit and a printed pattern that resembles tweed it's how performance means premium everyday style. Two way full zip printed knit... -
Marcelo Stretch Knit Flannel Lodge Shirt
Johnnie-O$198.00Our customer-favorite Lodge Shirts are back—knitted for the kind of comfort you never want to take off, this stretch flannel shirt keeps you warm without the itchniess. Not to mention, it goes with pretty much everything and serves as a jacket in a...