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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Caladesi Half Elastic Swim Trunks 7"
Johnnie-O$98.00Made for beach days and beyond ?☀️ The johnnie-O Caladesi Half Elastic Swim Trunks (7") are built for everything summer throws your way. With a comfortable half elastic waistband and adjustable drawcord, they deliver the perfect blend of structure,... -
Star Spangled Half Elastic 7" Swim Trunks
Johnnie-O$98.00Made for sun, surf, and summer celebrations ??? The johnnie-O Star Spangled Half Elastic Swim Trunks (7") bring standout style to your warm-weather lineup. Designed with a comfortable half elastic waistband and adjustable drawcord, they offer the... -
Curacao Half Elastic 7" Swim Trunks
Johnnie-O$98.00Made for sunshine, surf, and everything in between ?☀️ The johnnie-O Curacao Half Elastic Swim Trunks (7") are your go-to for beach days, boat days, and beyond. Designed with a comfortable half elastic waistband and adjustable drawcord, they offer the... -
Osmond Performance Jersey Polo
Johnnie-O$105.00Your everyday polo, upgraded ☀️ The johnnie-O Printed Performance Polo is a must-have for any guy’s closet—combining classic style with modern performance. Made from a lightweight, moisture-wicking fabric with just the right amount of... -
Marina Performance Jersey Polo
Johnnie-O$105.00Your go-to polo for every day ☀️ The johnnie-O Printed Performance Polo combines classic style with modern performance. Made from a lightweight, moisture-wicking fabric with added stretch, it keeps you cool, comfortable, and moving with ease from... -
Waverunner Performance Mesh Polo
Johnnie-O$118.00A classic, upgraded for performance ⛳✨ The johnnie-O Mesh Performance Polo takes everything you loved about your go-to mesh polo and elevates it with modern performance fabric. Lightweight, breathable, and built with stretch, this polo is designed for... -
Coupe Performance Jersey Polo
Johnnie-O$105.00Your everyday polo, done right ? The johnnie-O Printed Performance Polo is a staple every guy needs in his closet. Designed with lightweight, moisture-wicking fabric and just the right amount of stretch, it keeps you cool, comfortable, and moving with... -
Prawn Performance Jersey Polo
Johnnie-O$105.00Your go-to polo, with a destination-inspired twist ?✨ The johnnie-O Destination Performance Polo combines everyday comfort with standout style. Part of the Destination Collection, this printed polo is inspired by one of our favorite boroughs (and... -
Marlin Featherweight Performance Polo
Johnnie-O$110.00Next-level performance, featherlight feel ⛳☀️ The johnnie-O Featherweight Performance Polo is designed to truly perform. Made from an ultra-light jersey fabric that’s 30% lighter than standard polos, this piece keeps you cool, dry, and comfortable... -
JO Merica Featherweight Performance Polo
Johnnie-O$115.00Performance, but make it festive ??✨ The johnnie-O Featherweight Performance Polo is built to truly perform—now with a bold, hand-drawn pattern that makes it the ultimate 4th of July shirt. Crafted from ultra-light jersey fabric that’s 30%... -
Kerwin Performance Mesh Polo
Johnnie-O$110.00A classic, upgraded for performance ⛳✨ The johnnie-O Striped Mesh Performance Polo takes everything you loved about your go-to mesh polo and elevates it with modern performance fabric. Lightweight, breathable, and built with stretch, this polo is... -
Leroy Short Sleeve Shirt
Seven Diamonds$89.00Your everyday shirt, upgraded ? The Short Sleeve Performance Button-Up is designed with the perfect balance of comfort, style, and functionality. With a clean, modern look and easy fit, this is the shirt you’ll reach for from day to night. Made...
