5 Outfits To Wear On Vacation For Men

Last updated: February 13, 2022

In case you want to discover new styling ideas on how to get dressed, keep reading to find more.

These are the 5 most common scenarios that you might find yourself in this summer regardless of where you’re going.

What To Wear At The Airport

When you’re traveling, you want to be comfy, stylish and feel relaxed, of course!

Opt for a nice pair of joggers, a simple t-shirt and then a pair of athletic sneakers. Sweatshorts are also a great idea for hot summers, and you can style them with a loose shirt and chucks.

Another go-to getup is casual pants or jeans, a polo shirt, and a couple of nice accessories, like a baseball cap, a wristwatch, and a pair of sunnies.

Daytime Casual Wear

For an upscale casual look, go for a pair of nicer chino shorts, a polo tee, and then a casual white sneaker instead of an athletic one.

If you want to get a little fancy, add some layering with a patterned short-sleeve button-up over a plain tank top, denim shorts, and if you’re going to be doing a lot of walking, wear high socks and sneaks.

What To Wear At A Pool Party

If you’re heading to a fun summer party at a pool, you want to wear something that’s going to keep you cool in the heat and you want to always err on the side of being a little bit more dressed up.

Try to layer a tank top under a short sleeve Cuban collar shirt and add a short nice bathing suit that could almost double as chino shorts.

That’s the easiest way to get the most versatility out of your bathing suit.

Finish with some nice casual sandals, maybe Birkenstocks and a bucket hat or a straw Panama hat to add a relaxed feel.

Together it creates a little bit more of a dressy side of an outdoorsy daytime outfit.

What To Wear To a Restaurant

When on vacation, there is this moment that you want to treat yourself and go out to a nice dinner.

In that scenario, opt for an oxford button-down shirt with denim or chino pants and an unstructured, lightweight blazer on top.

The key is to find the balance between casual and super formal and to create a really nice aesthetic.

Stick to neutral colors, like tan, beige, khaki, white, and minimal lines.

Try to wear linen shirts, airy and flowy paired with chinos and  espadrilles to give a nice relaxed sense

What To Wear To The Club

At night, you are looking for a more fancy option to show off your personal style. Opt for suit trousers, a pair of black penny loafers and a bold short-sleeve, button-up shirt.

You want to wear something nice because especially if you’re just showing up with your boys you’re not going to be able to get in unless you guys are all really well dressed.

Go with something a little bit more dressy without causing you to overheat. You can unbutton a couple of your shirt buttons, make it as drafty as possible so that once you get in there and you start to sweat you’re not going to overheat.

Complete the look with nice jewelry, like dainty chain necklaces, bracelets or rings and black leather loafers that go with everything.