2 min readIT’S DAY 2 of Prime Day and Amazon is keeping the ball rolling with up to 65% off deals on the best summer styles and travel clothes. The temps are only going to continue to spike, so it’s right that you pick up this season’s essentials at a cheaper cost. I’ve already loaded up my cart with breathable polos, lightweight t-shirts, easy shorts, comfortable swim trunks, and the everyday basics that keep my wardrobe running smoothly.
The first deal that caught my eye was the Lacoste Original Pique Polo Shirt, a mainstay in the fashion. Between the signature crocodile logo, breathable knit fabric, and slim fit that sits close through the arms with a clean, tailored drape, it strikes that sweet spot between sporty and polished. If your denim drawer could use a refresh, my favorite jeans I’ve tested—the Levi’s 501—are also discounted. I wear this pair repeatedly because the fit is timeless and it looks great with just about everything in my closet.
SHOP PRIME DAY MENSWEAR DEALS
There are plenty of deals on basics, too. For example, Calvin Klein’s Cotton Stretch Boxer Briefs, one of my go-to recommendations for underwear, are marked down, making this a great time to stock up. Even the best sunglasses that will elevate your travel looks are getting the Prime Day treatment with tons of Ray-Ban styles on sale right now. Below, I’ve rounded up the best Prime Day menswear deals worth shopping before the crowd cleans everything off the shelf. My advice: take your picks sooner rather than later.
Best Clothing Deals
Lacoste Classic Fit Original Piqué Polo Shirt
Now 34% Off
Credit: JLDockers Workday Khaki Smart 360 Flex Pants
Now 65% Off
Levi’s 501 Original Fit Jeans
Now 54% Off
Credit: Courtesy of retailerLevi's 454 Relaxed Shorts
Eddie Bauer Rainier Pants
Now 52% Off
Brooks Brothers Cotton Pique Stretch Logo Polo Shirt
Now 59% Off
Tommy Hilfiger Swim Trunks with Drawstring
Now 46% Off
Gap Stretch Pique Polo Shirt
Now 53% Off
vineyard vines 7 Inch On-The-Go Performance Shorts
Now 27% Off
Wrangler Authentics Classic Cargo Stretch Short
Now 25% Off
Madewell Stripe Short Sleeve Polo
Now 25% Off
Carhartt Iconic K87 Pocket T-Shirt
Now 25% Off
Best Underwear Deals
adidas Performance Mesh Boxer Briefs
Credit: Courtesy of RetailerHanes Total Support Pouch Men's Pack
Now 34% Off
Champion Boxer Briefs
Now 35% Off
Calvin Klein Cotton Stretch 3-Pack Boxer Brief
Now 49% Off
Tommy John Men’s Trunk 4” Underwear
Now 40% Off
Fruit of the Loom Coolzone Briefs
Now 15% Off
Under Armour 3-Pack Performance Tech Boxer Briefs
Now 24% Off
Polo Ralph Lauren Classic Fit Cotton Boxer Briefs
Now 38% Off
Gildan Underwear Boxer Briefs
Now 43% Off
Best Shoe Deals
New Balance 410 V9 Trail Running Shoe
Now 44% Off
Nike Air Max Excee Shoes
Now 37% Off
Sperry Authentic Original 2-Eye Boat Shoe
Now 30% Off
Brooks Ghost 17
Now 30% Off
Rockport Classic Loafer Penny
Now 32% Off
adidas Barreda Decode
Now 14% Off
Nike Monarch IV Training Shoe
Now 29% Off
New Balance 574 V3 Sneaker
Credit: Courtesy of RetailerNike Air Max Fire Shoes
Now 24% Off
Best Sunglasses Deals
Ray-Ban RB4455 Zuri Rectangular
Credit: Courtesy of RetailerRay-Ban RB3768 Rectangular Sunglasses
Credit: Courtesy of RetailerSHOP PRIME DAY MENSWEAR DEALS

As the Style and Reviews Editor for Men's Health, Joseph covers all-things fashion and grooming. Previously, Cheatham was a commerce editor for Spy, and he has written for Travel + Leisure.