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Men’s Summer Vacation Outfits: The Ultimate Packing List

12 pieces, 10 looks
men's summer vacation packing roundup

by Gabi Updated: June 8, 2025

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It’s six months into the fiscal year—do you know where your PTO is? If you’ve been working hard, it’s time to bank a well-deserved break this summer. And I’ve got your wardrobe for a warm weather getaway ready. 

Below, check out the packing list created with Team SG’s favorite off-duty summer picks from our pals at Huckberry.

men's summer vacation packing list

Men’s Summer Vacation Packing List

  • camp shirt: Marine Layer, $148
  • black tee: Flint and Tinder, $38
  • long-sleeve linen shirt: Wills, $118
  • sweatshirt: Manastash, $128
  • swim trunks: Wellen, $78
  • beach pant: Deus Ex Machina, $118
  • convertible shorts: Florence Marine X, $99
  • fatigue pant: 3sixteen, $265
  • sneakers: Vans, $75
  • slip-on shoes: Quoddy, $249
  • sunglasses: Sunski, $120
  • cap: Huckberry, $35

Even if you’re not an expert packer, I’m confident you can squeeze all this—plus the essential underwear, toiletries, socks, books and chargers—into a carry-on bag with plenty of room for souvenirs.

Below, discover how to mix and match every item in this packing list into stylish men’s summer vacation outfits:

Look #1: Travel Outfit

casual men's summer vacation outfit with boat shoes and a sweatshirt

sweatshirt | sunglasses | pants | tee | shoes

My favorite travel tip? Always wear your bulkiest pieces to the airport.

Thankfully you’re not dealing with boots and coats for summer travel, but sweatshirts take up a lot of room in luggage. I personally find most airports and planes to be freezing, so the layers help.

But! If you run hot, you can tie the sweatshirt around your waist and still gain the benefits of lighter, more spacious luggage.

Look #2: Pool Hang

men's summer vacation outfit with a camp shirt and hybrid shorts

shirt | cap | shorts | sneakers

The epitome of men’s summer vacation outfits, this look is perfect for when you know you’re ultimately going to end up in just swim trunks…but still want to look good.

Throw on your camp collar shirt, add a hat for some easy sun protection (but don’t skimp on the sunscreen!) and slip into your sneakers for an instantly stylish poolside look. 

Look #3: Nice-ish Dinner

night out look for a summer vacation

shirt | pants | shoes

You know how nothing is really super formal anymore? Lean into the ease—but still feel a little polished post-sun—with a wrinkle-free linen shirt, some cool fatigue pants, and slip-on leather shoes. It’s a look that will make you feel put together, but not the least bit stuffy. 

Look #4: Beach Day

casual men's summer vacation outfit with shorts, sneakers, and a long-sleeve linen shirt

shirt | shorts | cap | sneakers

When it comes to men’s summer vacation outfits, days by the water are easy.

Stick to the basics for the beach or pool.

Water-resistant shorts that dry fast enough to wear into a restaurant at lunch. A long-sleeve linen shirt to block sand and excess rays without trapping heat. And don’t forget a hat to prevent sunburnt scalp and hide weirdly-dried wet hair. The sneakers you’ll want to slip out of as soon as you hit the sand.

Look #5: Museum Visit

men's summer vacation outfit with fatigue pants, a navy camp shirt, sunglasses, and slip-on shoes

shirt | pants | sunglasses | shoes

Every vacation spot has a museum of sorts—whether it specializes in local birds, the history of handicrafts, or an artist that lived their best lives there, honor the setting.

A textured camp collar shirt, fatigue pants, and these camp bluchers say you have an eye for detail—and will look great in a candid picture of you thoughtfully pondering.

Look #6: Waterfront Dinner

night out outfit for a summer vacation

shirt | pants | shoes

What could be more seabreeze-y than this effortlessly stylish look?

The same camp shirt feels thoughtful, white drawstring pants leave room for extras, boat shoes are right at home. Let the crashing waves serve as live entertainment.

Look #7: Boat Outing

casual men's summer vacation outfit featuring a crewneck sweatshirt, yellow swim trunks, sunglasses, and boat shoes

sweatshirt | shorts | sunglasses | shoes

Never have I ever been on a boat and not wanted long sleeves! Whether it’s the wind whipping or the sun setting, there is always a chill on a boat. That being said, I will willingly jump into any body of water despite the temperature, so swimsuit is required attire. Add the hat if it’s tight on your head, or you don’t mind losing it!

Look #8: Outdoor Adventure

a casual men's outfit featuring a dark crewneck tee, navy shorts, sunglasses, and vans sneakers

tee | shorts | sunglasses | sneakers

Practical is the name of the game when it comes to adventure. Whether you’re hiking waterfalls or spelunking, you can’t go wrong with a classic tee, convertible shorts, sneakers and sunnies.

Look #9: Local Shopping

men's casual summer outfit featuring a dark tee, green fatigue pants, brown baseball cap and vans sneakers

tee | pants | cap | sneakers

Remember all that extra luggage space I was touting with this packing list? Here’s where it comes in hand. Hit up the local market and stock up on friends’ birthday presents, thank-you gifts for your pet sitter, and new duds that will mentally transport you back to this trip every time you wear them.

Look #10: Final Dinner

shirt | pants | sneakers | sunglasses

Have you reached vacation nirvana? Share all the lessons you learned through this life-changing trip over your last bites of local fare in this guru-inspired, light-colored monochromatic look.

***

You’re packed. You’re styled. Now all you have to do is book the trip.

Bon voyage!


More summer style from SG HQ:

What to Wear with 4 Different Sandals

5 Summer Style Essentials to Buy Now

Meet Your Sporty Summer Uniform

These are the 15 Best Swim Trunks Under $100

Gabi

Like a phoenix rising from the ashes, Gabi Meyers went from Team SG's first-ever intern to a trusted fashion editor and stylist. She currently lives in Chicago with a very cute dog.

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