If you click on links we provide, we may receive compensation. I’m a Travel Pro, and These 5 Outfits Make Packing for Any Tropical Trip Easy—Including ‘Well-cushioned’ Shoes Pieces that stay polished from beach walks to sunset drinks. Published on May 10, 2026 08:30AM EDT Credit: Travel + Leisure Island-Ready Travel Must-Haves Best All‑Day Linen Shirt: European Linen Long-Sleeve Shirt , $42 Under‑$20 Travel Tank: Cotton Modal Muscle Tank , $16 Hands‑Free Travel Bag: Italian Leather Handwoven Sling Bag , $94 Comfortable Summer Flat: Leather Huarache Flat , $72 Sunnies for All Face Shapes: Berlin Polarized Acetate Sunglasses , $50 Packing light gets a whole lot easier when your clothes are built to thrive in the heat and humidity of a Caribbean getaway—one of the most‑booked summer destinations year after year.  As a carry‑on‑only traveler, I reach for pieces that breathe, are wrinkle-resistant , and pull double duty from daytime exploring to evening plans.…