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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Heathered Spencer Cotton T-Shirt
Johnnie-O$55.00The everyday tee, perfected. ?⚓ The Johnnie-O Heathered Spencer Cotton T-Shirt is an easygoing essential designed for all-day comfort. Made from soft, heathered cotton with a garment-dyed and silicone-washed finish, this classic crewneck tee has a... -
Charlton Featherweight Performance Vest
Johnnie-O$158.00Lightweight warmth without the bulk. ⛳⚓ The Johnnie-O Charlton Featherweight Performance Vest is the effortless layer you'll reach for whenever you need a little extra coverage. Designed with lightweight nylon and thin insulation, it delivers a... -
Motion 1/4 Zip Performance Vest
Johnnie-O$118.00Polished style meets everyday performance. ⛳ The Johnnie-O Motion 1/4 Zip Performance Vest is the versatile layer that works just as well at the office as it does on the golf course. Crafted from lightweight Dri-Comfort stretch fabric, this performance... -
Dru Performance Mesh Polo
Johnnie-O$89.00Classic golf style, upgraded for modern performance. ⛳ The Johnnie-O Dru Performance Mesh Polo takes the timeless striped mesh polo and elevates it with lightweight performance fabric designed for breathability, comfort, and easy movement. Crafted from... -
Performance Jersey Polo – Tile Neat
Johnnie-O$105.00Performance comfort with a polished print. ⛳⚓ The Johnnie-O Performance Jersey Polo – Tile Neat combines lightweight comfort with an eye-catching print for effortless style on and off the course. Crafted from soft performance jersey, this... -
Performance Mesh Polo – Cruz Stripe
Johnnie-O$118.00A classic stripe built to perform. ⛳⚓ The Johnnie-O Performance Mesh Polo – Cruz Stripe combines timeless style with lightweight performance for a polo you'll reach for again and again. Made from breathable stretch piqué, this versatile... -
Cross Country Flex Performance Pant 34"
Johnnie-O$148.00Performance comfort with a polished look ⛳✨ The Johnnie-O Cross Country Flex Performance Pant is built for men who want comfort, versatility, and performance without sacrificing style. Crafted from stretch knit performance fabric, these lightweight... -
Cross Country Flex Performance Pant 32"
Johnnie-O$148.00Performance comfort with a polished look ⛳✨ The Johnnie-O Cross Country Flex Performance Pant is built for men who want comfort, versatility, and performance without sacrificing style. Crafted from stretch knit performance fabric, these lightweight... -
Cross Country Flex Performance Pant 30"
Johnnie-O$148.00Performance comfort with a polished look ⛳✨ The Johnnie-O Cross Country Flex Performance Pant is built for men who want comfort, versatility, and performance without sacrificing style. Crafted from stretch knit performance fabric, these lightweight... -
Truman Linen Shorts
Madda Fella$108.00Classic summer style starts with linen ☀️⚓ The Madda Fella Truman Linen Short delivers timeless coastal style with the comfort and breathability that warm-weather days demand. Crafted from premium 100% Irish linen, these versatile shorts are... -
Riptide Quarter-Zip Reversible Sweater
Madda Fella$168.00Two looks. One sweater. Endless possibilities. ⚓✨ The Madda Fella Riptide Reversible Quarter-Zip Sweater is the ultimate combination of versatility, comfort, and timeless coastal style. Designed with a unique reversible construction, this... -
Balao Crew Neck Sweater
Madda Fella$128.00Timeless comfort meets effortless style ✨ The Madda Fella Balao Crew Neck Sweater is a classic wardrobe essential designed for year-round versatility. Crafted from 100% cotton, this medium-weight sweater delivers breathable comfort, soft texture, and...