Tommy Bahama Boracay® Island Flat Front Stretch Shorts

Product Insights & Style Tips

The Tommy Bahama Boracay® Island Flat Front Stretch Shorts channel that classic resort nonchalance with a crisp, tailored edge—think summer afternoons that slip easily into impromptu evenings out. Their soft cotton and Tencel™ lyocell blend feels instantly elevated against the skin, bringing a subtle drape and an almost suiting-level polish but never losing that breezy, island-ready appeal. The fabric keeps things quietly luxe, moving comfortably between shades of casual and sophisticated, while a touch of stretch ensures ease in every step.

Sitting just above the hips, the cut is modern yet understated—a clean flat front and slight taper through the leg sculpt a slim silhouette without straying into stiffness. Built-in elastic at the waist means the fit adapts smoothly from lounging to on-the-go settings, and the moisture-wicking finish is a thoughtful nod to hotter days. Slant pockets at the front and tailored button-welt pockets at the back add functional detail and a touch of sharpness, making room for keys, cards, or whatever makes sense for the moment. These shorts transition seamlessly from long-haul flights to business-casual meetups, resisting wrinkles and keeping their composure wherever the day unfolds.

Tommy Bahama has always been fluent in that “relaxed but considered” aesthetic, and the Boracay shorts serve up that DNA with a quietly refined update—ideal if you’re into the growing trend of tailoring reimagined for lighter, sun-drenched days. Easily styled with an open-weave shirt or a soft blazer, these shorts embody that new wave of smart-casual—laidback, but thoughtfully put together.