March 27, 2025
Our Essentials for a Seamless Getaway: What to Pack When Traveling
The must-haves to keep you stylish and prepared for an extended weekend.
Going away for an extended weekend sounds delightful — whether it’s a spring break at the beach, a bachelor party, or a quick business trip abroad — a change of scenery is always welcome. But one of the trickiest parts of a three-day getaway? Packing.
It’s not as simple as throwing things in a bag for an overnight stay, but it also doesn’t require a week’s wardrobe. You want to avoid overpacking, but you don’t want to skimp on the essentials you’ll actually wear.
To make things easier, we’ve rounded up some top picks that will keep you looking sharp and feeling prepared — from your morning coffee run to the boardroom, and even the bar.
A Hassle-Free Bag
Traveling with a suit but don’t want the hassle of a garment bag on top of a tote and a carry-on? Our collaboration with Halfday is the ultimate packing solution. This bag holds up to five days’ worth of clothes and features a built-in garment compartment to keep your jacket wrinkle-free.
It folds up into a duffle for easy carrying and includes two interior shoe pockets, an exterior laptop sleeve, and a back trolley sleeve to secure it to your roller bag. From casual fits to tailored suits, this bag has you covered.
A Shirt that Avoids Ironing
You keep stock of socks and underwear — do the same with our non-iron dress shirts (there’s a reason we bundle them). 
Featuring a pinpoint collar, they look handsome unbuttoned under a blazer or buttoned-up with one of our knit ties. But where they really shine is in their effortless utility — no ironing or steaming required. For someone who travels for work, this is the ideal shirt.
A Low-Key Power Move
Now that the weather is heating up, a silk knit tie is a lighter option and adds depth to an outfit, especially something like our seersucker or linen suits.
Our Humboldt Stripe Knit Navy Tie gives a touch of panache to any dress, Oxford or even a chambray shirt. Feel free to add this where least expected, so it can be the star of your entire ensemble.
The Subtle Flex on Your Feet
Socks are often the most overlooked accessory. You can wear denim on denim with a pair of brown loafers, but add a pop of red, and suddenly, your otherwise pedestrian outfit turns into a menswear aficionado’s dream. Steer clear of loud patterns in wild colors (a solid bold color works) — darker hues are the way to go.
Take this pair, for example. Our Khari Geo Navy Dress Socks. The geometric pattern is subtle, almost resembling a traditional Sashiko stitch with its deep indigo dye, like something you’d find on a well-worn, patched-up pair of jeans.
Navy and brown complement each other effortlessly, and these socks are no exception. Pair them with a navy seersucker suit and brown loafers, or go for a brown linen suit — either way, they add just the right amount of visual interest to elevate your look.
The Polo, But Better
A knit polo is like a short-sleeve sweater that instantly elevates any blazer. You should pack at least two or three of them — they’re perfect for meetings and dinners out.
The beauty of a knit polo is its ability to transition effortlessly between warmer days and cooler evenings, thanks to its sweater-like qualities. Need more styling ideas? Check out our Three Ways to Wear a Knit Polo.
The Only Sweater You’ll Need for Spring
Although spring and summer bring the heat, layering is still possible with the right fabrics. Understanding your materials is key to dressing for any season, especially the warmer months.
Our linen sweater is breathable, comes in two beautiful washes, and offers the perfect amount of drape. It looks great worn solo or layered under a suit or denim jacket. Plus, it’s duffle-bag-friendly — linen naturally wrinkles, but in a nonchalant way. Here’s how we’re styling it this season.
The Crinkled Jacket that Conquers the Heat
A seersucker jacket is perfect for beating the heat — that’s its job. But it’s also one of the most forgiving fabrics when it comes to packing (unless you’re using our garment duffle, of course).
Our Lakeshore Seersucker Jacket comes in a tonal navy, giving it the look of a classic navy blazer (something every guy needs). It pairs effortlessly with matching suit pants, chinos, or a pair of light-wash jeans.
Made mostly from 100% cotton with a touch of 3% spandex, this is the blazer you’ll want to take on your travels. Plus, planes can get cold, and when you’re on the move, you need extra pockets — this blazer handles all those travel dilemmas.
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