Men’s Vacation Outfits & Resortwear

Hit the road or hop on flight to your favorite vacay spot in fresh men’s vacation outfits and resort wear. From breezy Poolside lounge looks to matching sets made for beach days and nights out, we’ve got you covered with resort-ready styles you need this season. 

Get vacation outfit inspo below, and check out the latest looks we can’t stop thinking about!

Matching Sets

For a guy who doesn’t like to stress about what to pack for vacation, matching sets are THE easiest way to plan your getaway looks. Create an effortlessly on-trend outfit with a button-up shirt in an eye-catching print and wear it with matching shorts and you’re good to go. 

Our men’s matching sets are made with lightweight fabrics and relaxed fits, making them ideal for walking around the resort, lounging by the pool, or hitting the beach. You can also mix and match the tops or bottoms with other basics (jorts, graphic tees, tank tops) to switch up your vacation style on the fly. 

Best of all? These sets are always photo ready! Whether you’re having a beach day, exploring town, or grabbing dinner out, these matching sets create an easy look you’ll want to document and repeat.

Going Out Outfits

Vacation vibes don’t end at the beach. Sometimes you need a nicer going out outfit for dinner or a night on the town. Choose versatile long sleeve shirts in breezy fabrics like poplin or linen-blends to stay comfortable no matter where the night takes you. Pair them with light-colored khakis for a neutral, trend-forward look you’ll love. 

Going out outfits should feel a little more polished than your daytime look, so don’t be afraid to finish the ‘fit with lightweight layers like a cardigan or jacket, a nice belt, and sunglasses. Skip the flip-flops and sandals and go for shoes like mules or boat shoes to complete this easy, elevated resort outfit.

Lightweight Shirts

Destination vibes are calling, and Poolside button-up shirts are answering with lightweight fabrics and on-trend prints (psst, they come in classic solids, too!). When comfort is a requirement for your vacation outfits, these breathable, easily packable shirts are a must have.

Made from a light cotton blend, Poolside shirts help keep you cool in the heat, and their camp collar design lays flat for an effortless resort look. Wear one open over a t-shirt or tank top with swim shorts at the beach, then button it up and pair it with khaki shorts just in time for your dinner reservation.

Comfortable Swim Trunks

guy wearing a white pullover and comfortable swim trunks from american eagle

It’s not really vacation until you’re hopping into the water in a pair of comfortable swim trunks that can handle everything from beach walks to water slides. Pick your go-to inseam from the shorter 3” or a classic 5”, choose your fave pattern from floral to striped, and you’re set with a just-right swimsuit made for vacay season. 

Quick-drying fabric means you can hop in and out of the pool all day without getting stuck in wet shorts. The elastic drawstring waistband creates a just-right fit for you, while an interior lining adds extra coverage. Add in durable stretch fabric and you’re good to go. 

Light and ultra-comfy, these swim shorts aren’t just made for the pool or beach, they’re perfect for all the in-between moments, too. Pair them with a long sleeve t-shirt for breakfast, then throw on a polo or button-up shirt to dress them up for exploring town. 

Travel Outfits

guy wearing a comfortable plaid shirt and baggy shorts from american eagle

Sadly, all vacations must come to an end. And while picking a comfortable travel outfit won’t cure the post-vacation blues, it does make the trip home a little better. 

Choose lightweight pieces from the AE 24/7 Activewear line like jogger shorts, stretch sweatpants, and baggy shirts for a low-maintenance travel outfit that’s easy to move in. Whether you’re navigating a new airport, napping after take off, or sprinting to your gate, these light, breathable pieces will keep you comfortable every step of the way. 

Pack a light layer like a zip-up hoodie or jacket to handle fluctuating temps, then complete the look with slip-on sneakers or comfy shoes that make getting through security a breeze.

Show off your men’s resort wear and vacation outfits by tagging @americaneagle #AEJeans for a chance to be featured on our Instagram, ae.com, and more!

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