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Get ready to elevate your vacation style with our curated collection of men's vacation wear. Whether you're heading to a tropical paradise or exploring urban landscapes, Tillys has everything you need to infuse your wardrobe with the laid-back vibes of California. Discover versatile pieces that effortlessly blend comfort and style, ensuring you're prepared for any adventure. From breezy shirts perfect for beachside lounging to lightweight shorts ideal for city strolls, our selection captures the essence of relaxation and exploration. Embrace the spirit of wanderlust and make every getaway memorable with fashion that speaks to your unique style. Dive into your next destination with confidence and discover the perfect attire for unforgettable moments.
$74.99

A water-friendly sandal with anatomical arch support, 360-degree heel airbag, and built-in bottle opener.

$39.99
Now $23.99 (40% Off)

SALE!

A multi-color camo print polyester short with elastic waistband, drawstring, and mesh pocket bags.

$39.99
Now $17.99 (55% Off)

SALE!

A pair of multi-colored recycled polyester volley shorts featuring an allover print and elastic drawstring waistband.

$59.99

A comfortable black volley short with an elastic waistband, on-seam pockets, and eco-friendly materials.

$39.99
Now $19.99 (50% Off)

SALE!

A vibrant red floral print short with elastic waistband and convenient pockets, crafted from polyester.

$59.99
Now $29.99 (50% Off)

SALE!

A multi-colored volley short featuring 4-way stretch, allover print, and an elastic waistband with drawstring.

$59.99
Now $35.99 (40% Off)

SALE!

A multi-color polyester volley short featuring an elastic waistband, mesh pockets, and zippered back pocket.

$69.99
Now $41.99 (40% Off)

SALE!

A multi-colored, 100% cotton short sleeve shirt featuring an allover stripe pattern and camp collar.

$78.99
Now $47.39 (40% Off)

SALE!

A vintage-inspired Cuban shirt with a seashell print, camp collar, and short sleeves in 100% viscose.

$54.40
Now $43.52 (20% Off)

SALE!

An oversized blue pinstripe button-up shirt with cuffed sleeves and a classic collar, made of 100% cotton.

$58.99
Now $29.49 (50% Off)

SALE!

A versatile pair of blue nylon volley shorts with mesh lining, elastic waist, and multiple pockets.

$80

A versatile grey sneaker featuring a breathable knit upper, suede heel, and lightweight EVA outsole.

$49.99

A black rubber sandal with anatomical arch support, heel cupping, and high-density rubber outsole for comfort.

$54.99

A minimalist black slide with maximalist cushioning and quick-drying, water-friendly rubber material.

$59.99
Now $47.99 (20% Off)

SALE!

A water-friendly black mule with a removable heel strap, seamless foam construction, and excellent traction.

$39.99
Now $35.99 (10% Off)

SALE!

A sleek, black recovery slide with soft LiteRide™ foam for ultimate comfort and breathability.

$36.99

A lightweight slide sandal with a contoured footbed and padded strap for ultimate comfort.

$69.99
Now $41.99 (40% Off)

SALE!

A lightweight, water-friendly clog featuring McDonald's-themed Jibbitz™ charms and iconic Crocs comfort.

$65

A black sandal with a cushiony EVA footbed and water-friendly TPU upper for aquatic adventures.

$69.99

A pair of sand-colored leather flip flops with foam rubber footbed and canvas straps.

$69.99

A dark brown leather sandal with a foam rubber footbed and canvas straps, featuring Rainbow logos.

$24.99

A navy crew neck, short sleeve tee with a graphic on the chest, made from 100% cotton.

$34.99
Now $14.99 (57% Off)

SALE!

A multi-colored knee-length chino short with slant pockets, button closure, and a cotton-polyester blend.

$34.99
Now $14.99 (57% Off)

SALE!

A pair of black chino shorts with a knee-length fit, featuring slant pockets and a button closure.

Men's Vacation Wear

When it comes to planning the ultimate getaway, packing the right mens vacation clothing makes all the difference between a trip that feels effortless and one that leaves you wishing you’d brought a few more options. Whether you’re jetting off to a tropical resort, road-tripping along the coast, or just taking a well-deserved break closer to home, having a solid lineup of mens vacation wear is key. Think lightweight button-ups that keep you cool during sun-soaked afternoons, breathable shorts and tanks for those spontaneous beach volleyball games, and easygoing sandals that slip on and off as you move from poolside lounging to exploring local markets. It’s all about finding those pieces that blend comfort with a sense of adventure—clothes that don’t just look good in photos but also keep up with wherever the day takes you. And as September rolls in, bringing late summer heat and those first hints of fall, it’s the perfect time to refresh your closet with vacation clothes for men that work just as well for weekend getaways as they do for backyard hangs and last-minute road trips.

Men’s vacation clothes aren’t just about style—they’re about making memories with ease. Picture stepping off a plane ready for anything, knowing your outfit transitions seamlessly from the airport to the beach, or packing for a bachelor party with shirts and swim trunks that keep you feeling fresh all day. These aren’t just clothes for you—they’re also a go-to gift for dads, brothers, or friends who love travel, adventure, or just a little extra comfort on their days off. Men’s resort wear is built for versatility, so you can mix and match your favorite shorts with tanks, polos, or breezy button-ups, and still look on point whether you’re grabbing tacos at a beach shack or heading out for a sunset cruise. And don’t forget the grab-and-go bags, hats, and sunnies—those accessories that pull the whole look together and make every moment feel a little more put-together, even when you’re living out of a suitcase. If you’re looking to level up your off-duty style or searching for a gift that’s both practical and cool, this is the place to start.

No matter your destination or vibe, having the right mens vacation wear means you’re always ready for what’s next. It’s about more than just packing light—it’s about packing smart, with pieces that work as hard as you do to keep things stylish, functional, and laid-back. From the first dip in the ocean to late-night bonfires, the right vacation clothes for men are the foundation for those unforgettable moments. If you want even more inspiration for everyday looks that are just as cool and comfortable, check out our guide to Cool Casual Wear For Men and discover how easy it is to bring those vacation vibes into your daily routine.

FAQs

Men's vacation wear is all about comfort, breathability, and versatility. Lightweight tanks, breezy button-ups, quick-dry boardshorts, and relaxed-fit tees are great options. Look for materials like cotton, linen, and blends that keep you cool and comfortable whether you’re at the beach or exploring a new city.

Men’s resort wear is designed to be mixed and matched. Pair a crisp button-up with shorts for a casual dinner, or throw on a tank and sandals for daytime adventures. Accessories like hats and sunglasses add extra style points and are easy to swap out to fit the vibe, from poolside lounging to evening outings.

Absolutely! Sunglasses, hats, tote bags, and lightweight backpacks are perfect for vacation looks. They’re practical for carrying essentials and add to your overall style. Don’t forget a good pair of slides or sandals for easy transitions between activities.

Vacation clothes for men are a thoughtful gift because they’re both practical and fun. Whether for someone planning a trip or just in need of a wardrobe refresh, items like graphic tees, swim trunks, or a stylish hat are always appreciated and easy to personalize to the recipient’s taste.

Choose versatile pieces in neutral or classic colors that work for everyday wear as well as vacations. Items like relaxed tees, breathable shorts, and casual button-ups can easily be styled for weekend hangs, backyard barbecues, or just chilling with friends, making them a smart addition to your year-round wardrobe.