

Guy’s Getaway: Men’s Vacation Wear
Written by
True Staff
KEY TAKEAWAYS
- • Prioritize comfort for the beach with well-fitting swim trunks, breezy tops, slides, and sun-protective accessories like hats and sunglasses.
- • For resort settings, elevate your style with polos, linen pants, button-down shirts, and loafers to meet dress codes and upscale environments.
- • Embrace bold city fashion with oversized denim, graphic tees, standout sneakers, and layered streetwear staples.
- • Pack intentionally by aligning your wardrobe with your destination to stay stylish and prepared wherever you go.
You need a reset from the ordinary routine. Whether you’re embarking on a solo vacation, traveling with the guys, or tripping with family, having the right vacation clothes packed can make all the difference. Look to these men’s vacation wear ideas to own your true style—no matter where life takes you.
BEACH VACATION OUTFITS
Classic. If you’re spending your vacation in the sun and sand this year, keep these essentials in mind:
- • A comfortable pair of swim trunks. Of course, you can’t forget your swim trunks. Bring a pair that fits well and doesn’t ride down.
- • Breezy tanks and tees. For outside-of-the-water wear, pick a lightweight, breathable tank top or tee.
- • Sweat shorts and basketball shorts. You’ll want something more comfortable post-water. Pack a pair of reliable sweat or basketball shorts in your bag to change into in case you want to stroll on the board walk.
- • Your favorite hat. Keep your scalp protected when you’re in the sun all day. Choose the hat that’s most comfortable and versatile for you that pairs well with your outfits.
- • Slides or sandals. Avoid wearing your favorite sneakers to keep them from dirtying them. Slides and sandals are easy to remove for activities like beach volleyball and venturing into the water without dragging sand around.
- • Sunglasses. Throw on your go-to shades to keep those eyes protected, like a pair of shield sunglasses.
RESORT WEAR FOR MEN
Just as you would for the beach, pack your usual swimming and poolside essentials like swim trunks, sunglasses, hats, and comfortable clothing for downtime for the resort. However, many resorts call for dressing more sophisticated—some even have dress codes for certain occasions like dining. Don’t forget to pack these men’s vacation essentials:
- • Button-down shirts. A resort wear classic: pack a couple of button-down shirts in different prints for different occasions.
- • Polos. For upscale dinners (or golf outings), swap the tees and tanks for dressier polo shirts.
- • Chino shorts. These pair well with polos and button-downs.
- • Linen pants. Elevate your look for evening outings linen pants, which also go nicely with polos and button-downs.
- • Dress shoes or loafers. Save the slides for the pool and beach; swap them out for loafers or clean, low-profile sneakers.
CITY WEAR FOR MEN
When it comes to vibrant cities, your stylistic freedom reigns supreme. A trip to new sights and sounds is the perfect opportunity to go beast mode on the streets. Add these city vacation must-haves to your suitcase:
- • Oversized denim. Baggy jeans and oversized denim jackets are currently the rage in urban wear. Combine the two for a Canadian tuxedo, or style them separately.
- • Baggy jorts. For a laid-back, retro vibe, bust out your baggiest jorts—frayed hems, oversized pockets, all of it.
- • Graphic tees. Graphic tees with logos and designs are the perfect foundation for many urban outfits, and can be layered with a workwear shirt or denim jacket for extra edge.
- • Sneakers. A great opportunity to wear your meanest kicks, like high-tops or chunky sneakers.
- • Cargo pants. Whether they’re shorts and pants, cargos are utilitarian and go well with a variety of pieces, like denim jackets and graphic tees.
- • Statement belts. Tie your fit together with a statement bucket belt for your chosen pair of jeans or jorts.
- • Any hat. Wear a bucket hat, beanies, baseball caps, and trucker hats, whichever one makes you most confident, as the right lid can effortlessly pull your whole look together.
- • Chains and layered necklaces. Go mob boss and channel the inner city (and edge) by adding a gold or silver chain (or multiple) to your fit.
MEN’S VACATION PACKING CHECKLIST BY DESTINATION
Time to look at your closet for these must-haves:
Vacation Type | Essentials |
---|---|
Beach |
• Swim trunks • Breezy tanks & tees • Sweat shorts / basketball shorts • Slides or sandals • Sunglasses • Wide-brim, bucket, or baseball cap • Lightweight tote or beach bag |
Resort |
• Swim trunks • Sunglasses & hat • Polos • Button-down shirts • Chino shorts • Linen pants • Dress shoes • Low-profile sneakers |
City |
• Oversized denim jacket or shirt • Baggy jorts • Graphic tees • Cargo pants / shorts • Chunky or standout sneakers • Statement belt • Chains or layered necklaces • Beanie, baseball cap, or trucker hat |
As you move through the world, remember to show it your bold style. Shop the men’s collection at True Religion today.
Don’t leave your finesse at home: take it on a world tour.