Club Monaco Super Slim Linen Pant

via ClubMonaco.com

When on Summer vacation, temperature control is key when packing and picking out outfits. Wearing tight, thick chinos or jeans is a great way to chafe or cultivate a bit of a swamp in the nether regions. Avoid these by packing lightweight pants, like these linen-cotton blend chinos from Club Monaco. The classic 5-pocket construction, gives them the look of jeans or standard chinos, but without any of the heavy-weight fabric. We suggest getting them in bleach, which is a slightly off-white, because, you're going on vacation, and why not? These will also look great once you get a bit of a tan going. We say show off your style, and your tan while you stay cool.

Available on ClubMonaco.com for $120

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Bonobos Pink Driftwoord Check Linen Shirt

via Bonobos.com

It's time to move your short-sleeve and lighter-weight button downs front and center in your closet. This is inevitably when you end up figuring out that some of the shirts you wore last year are either pit stained and battered, or no longer fit. So in order to get your summer look on, in threads that fit, we are suggesting this linen button down from Bonobos. It's not too loud, and goes with all of the blues, khakis, and browns you have in your closet. It goes great with khaki shorts, navy lightweight chinos, or a well-fitting pair of jeans. Toss on some brown drivers, and a nice pair of sunnies, and you are one cool cat.

 Available on Bonobos.com for $88

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Club Monaco Linen Check Button-Down

via clubmonaco.com

Days getting shorter across the northern hemisphere can only mean the nights are getting longer. With longer nights comes cooler temperatures, meaning that a long sleeve that keeps you cool in the humidity but covered when the temperature gets a little low, is critical. This linen long sleeve button down from Club Monaco is the perfectly adaptable top that can look great in the sun and at the late-night tiki bar. The button down collar keeps you from a flappy neck,  and the tailored fit isn't too tight meaning the breeze can get in to cool you down. We suggest you sport this top with some navy or khaki chinos, or solid colored shorts.

Available on sale at ClubMonaco.com for $49 (on sale from $120)

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Everlane Linen Short Sleeve Button-Down

via Everlane.com

Heading to a beach this summer? If so, you're going to need a button-down that says, "I know how to dress, but I also like to keep cool." This is the shirt that says exactly that. It is a slim fit meaning you won't have a lot of fabric flapping in the wind, but the linen material is great at letting the breeze in. Be better than the guy with the tank top and a sugary drink yelling at the guy playing guitar in the back of the beach bar to get attention, be the guy in a linen button-down with a cold beer or a G&T sipping, relaxing, and staying cool and let the ladies (or guys) come to you. We suggest wearing this shirt with a pair of lightweight shorts, or lightweight chinos if it is looking to get cooler at night.

Available on Everlane.com for $50

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Theory Linen Crewneck

Crew necks are a staple of the cool spring and summer nights, but a linen crewneck? It's pretty rare, and we aren't sure why because this 90% linen, 10% nylon (aka LEMAIR) is pretty darn cool, and we mean that in both senses of the word. The linen keeps you cool and makes the top breathable, while the nylon makes it smooth to the touch. A couple of notes: the shirt is a little sheer and will fit a little loose, but its supposed to be that way, so don't go with a smaller size and don't play sports in it, also it's dry clean only so don't throw it in with your darks. We suggest you wear it with dark wash jeans, khaki shorts, or even white chinos.

Available on Theory.com for $195

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UNIQLO Linen Long Sleeve Shirt

As the weather heats up, you need a shirt that can keep you cool during the day but also covers you up at night. This long sleeve linen shirt from UNIQLO is a great lightweight shirt for your back yard booze fests, rooftop hangouts, and warm night excursions. It is made from 100% linen from France and has a looser fit, to keep you cool and flowing like your one-liners to the girls in those sun dresses. We suggest you wear these with khaki shorts in the daytime heat, dark wash jeans for a casual night out, or white chinos for your nighttime yacht parties.

Available on sale on UNIQLO.com right now for $20.

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Todd Snyder Linen Shirt in White

Via Toddsnyder.com

The heat wave hitting the US has given us a taste of what is to come. In preparation, we give you this Linen shirt from Todd Snyder. This linen shirt was picked specifically because it has a button down collar. Since linen collars don't have a lot of weight, they tend to curl up or flatten out giving the appearance of wings. The buttons keep the shape of the collar regardless of your activity level. This shirt is also 100% linen, not some cotton combination, allowing it to be lighter, and breath better than its cheaper counterparts. Pair with dark jeans, or khakis and a Corona.

Available on ToddSnyder.com for $168