Cruise Wear for Men

Nothing can ease the bite of winter like embarking on a cruise to somewhere warm. But packing cruise wear for men can feel like a chore when there are so many activities on the table. A seasoned cruiser knows how to pack so he’s prepared for all of the fun to be had aboard a cruise ship — whether it’s drinks by the pool at sunset or a day spent on-shore exploring island ruins.

Not quite a seasoned cruiser? Let us be your guide to help you pack for yourself, or your favorite guy, with classic pieces that will make sure you’re ready for whatever the day brings.

Casual wear is generally the rule for most cruises. However, it’s always best to be prepared to dress for a special evening or in case your particular cruise dictates a more refined style. Some cruise lines have a relaxed dress code policy, with a singular rule of no jeans at dinner. Even if your cruise line has some guidelines for dress code, there’s no reason you can’t look sharp and still be comfortable. Our collection of cruise-ready pieces make it easy to assemble a week (or two) worth of outfits without going overboard.

A pair of polished shorts

A pair of tailored shorts in a quality fabric can be dressed up or down to easily take you from an elegant Sunday brunch to a walking tour of an island town. A neutral pair in a solid fabric, like our Cross Dye Oxford Shorts will pair with any top to change your look. If you want to make a statement, the Sun-Setter Oxford Shorts in MaddaFella accent prints add some fun to your wardrobe. Plus, no one will forget the guy in the flamingo shorts!

A classic button down

When a dress code calls for something more refined, a classic button down shirt in a light, breezy fabric can embellish an outfit and still keep you cool and comfortable. For the ultimate tropical cool look, opt for a mens linen shirt. The Ernest Long Sleeve Linen Shirt can be worn tucked or untucked, with the sleeves down or rolled up, so it’s just about perfect for any occasion onboard. The best part? Linen looks best in its natural wrinkled state, so it’s perfectly packable.

A perfect tee

No vacation wardrobe is complete without at least one comfortable tee. Perfect as a layer under a long sleeve or light sweater, or all on its own, a soft tee like our Oil Wash Tee can be worn morning to evening. With a tagless collar, it can even serve as sleepwear, it’s that soft. Make sure to pack tees in a few different colors, matched to your favorite Sun-Setter Oxford Shorts pattern. Hey flamingo shorts guy!

A pair of comfortable shorts

When lounging poolside is the only thing on your agenda for the day, a comfy pair of shorts is essential. Relaxed corduroy shorts like our Cord Drawstring and Cord Cargo Shorts are a classic beach look offering the softest brushed fabric, perfect for a lazy day.

A pair of lightweight pants

Dodge the no denim rule with a classic pair of pants in a lightweight, breathable fabric, like our Oxford Cross Dye Roll Up Pants. In a neutral color, these pants can pair with every top you have. For maximum versatility, wear the hem rolled for a more casual look or long for a dressier look in the evening. Not a shorts guy? Double up on pants by adding a second pair of linen pants for a casual, but sophisticated style.

Shirts with some panache

Consider adding a little something to your vacation wardrobe with a shirt with cool details or a unique shape. Small details can add personality and unique style to your look without taking up more space in your suitcase. Look for shirts that can be dressed up or down, like the Caipirinha Shirt, with its subtle touches of contrast button hole stitching and cuff accent fabric. Or try a shirt with a distinctive style like the Castaway Collarless Shirt for the ultimate island look. Just make sure your wife doesn’t steal it as a beach cover up.

A pair of sandals or slip ons

If the shoes make the man, the sandals make the vacation. A pair of well-made beach sandals with good support will serve you well on ship and on shore. Opt for a water-resistant leather upper for extra durability and a more polished look. You can’t go wrong with the OluKai ‘Ohana beach sandal for all-around versatility. For a second pair, consider the clean look of a crisp pair of white tennis shoes in ultra-flexible knit, like the REEF Swellsole Neptune.

A good pair of (polarized) shades

Sunglasses are a must-have accessory for cruising. You don’t need to be a maverick to sport a great pair of aviators. Or, for the ultimate cool guy style, try the Persol Steve McQueen. Whatever you choose, make sure you splurge for a polarized pair for extra UV protection on the water.

In the end, your perfect cruise wardrobe should ensure you aren’t hindered from enjoying your trip because you don’t have the right attire. Wherever your compass is headed, this list should get you ready for plenty of fun and sunshine.