Flying is tedious enough, so it should go without saying that checking in bags should be avoided if possible. While those of you leaving for two weeks or more may to need to break out the big suitcases, the rest should stick to carry-ons, small roll-aways and duffles in particular. Both are appealing as they are surprisingly spacious, and fitting 10-plus days worth of goods is more than feasible. That said, each has its respective drawbacks. While a roll-away is easy to maneuver, it is stiff and may not fit in some smaller planes—leading to the arduous onboard check-in process. Duffles, on the other hand, are soft and packable, however the shoulder strap is not ideal for running between connections. Everyone has their own preference, so feel free to experiment.

For those on a budget ($100 or less), Japanese favorite Porter has a number of duffle and smaller cordura bags available that are just as malleable as they are sturdy. Prada’s trademark nylon bags—with which designer Miuccia Prada revolutionized her family’s luggage business—are a bit steep ($400 or less), however will last a lifetime. The most flex-worthy duffle is no doubt a leather Louis Vuitton keepall ($1000 or more), a signifier of wealth and taste the world over. As for carry-ons, opt for anything made of titanium—both guaranteed to last and will keep your belongings intact. We prefer either Tumi or Rimowa ($500 or more). Of course, Rimowa has exploded over the past year with two noteworthy collaborations, but the lusted after Supreme or Off-White iterations will cost you ($1800 or more).

On a long journey, comfort is key. It seems obvious, but no matter how rigorous the pre-boarding security process is, do yourself a favor and wear a hoodie or sweatshirt. Planes are always colder than you expect and while some provide blankets, they are never quite warm enough. An extra perk, a hood adds a layer between you and the headrest—not to mention hides your hair when it’s a mess. Since being cozy is first priority, we recommend a heavyweight cotton or fleece, both materials that breathe while still providing optimal comfort. Even if you’re heading someplace much toastier than where you’re coming from, a reliable hoodie should be able to keep you warm enough to make the journey to the local airport or station, but easily removable once you’ve arrived at your destination.

For those on a budget ($125 or less), opt for either a hoodie or crew neck from Reigning Champ—the Canadian label is one of the best value propositions out there. For those interested in performance, NikeLab—Nike’s higher-end directional line—has tons of options at a range of price points, all suited for long treks ($200 or less). A more fashion-forward option, Balenciaga has made hoodies a key component of its menswear offering and no matter where you are flying, you will most assuredly be noticed in one of its oversized logo heavy pieces ($500 and up). Of course, we would be remiss to not mention Supreme, who redefined the garments place in the modern male wardrobe. While the coveted box logos come at a price ($550 and up), Supreme has hundreds of other options at a variety of price points—all in its praised thick-gauge cotton that’s perfect for flying.

As mentioned above, when traveling, comfort is paramount. So, do yourself a favor and don’t wear jeans on transcontinental trip. Rather, wear a great pair of sweats along with your hoodie for peak coziness. Although the full sweatsuit is a serious style gamble—even though, recently, a growing number of contemporary luxury brands endorsed the look—there are plenty of ways to look good while avoiding the infamous Bensonhurst Tuxedo.

For those on a budget ($100 or less), once again Reigning Champ is hard to beat, but Champion—particularly the Japanese iteration and Reverse Weave line—is also an option. Nike too, with its proprietary tech fleece, offers one of the best deals on the market ($125 or less). As for contemporary luxury, both Off-White and Palm Angels offer graphic heavy sweatpants every season, and at the mid-tier price point are a great value for runway fashion ($300 or less). While not technically sweatpants, Needles’ infamous track pants in fact come in an array of materials and the velour in particular is perfect for long hauls ($350 or less). While known for his dark aesthetic, Rick Owens’ diffusion line, DRKSHDW, is in fact filled with minimal, easy to wear basics including a best in class “lounge” pant. With only a slight drop crotch and made with thick Felpa cotton, the DRKSHDW sweats are some of the best around ($350 or more).

If TSA wasn’t already bad enough, now they pretty much make you take your shoes off at every airport in the world. For those of you lacking Pre-Check, a pair of shoes that are easy to slip on and off is crucial for quickly getting through security. As an added bonus, feel free to kick them off on the flight for some added comfort (just make sure to wear socks).

For those on a budget ($50 or less), adidas slides are great for flights and airport lounging—with worldwide brand recognition to match. Vans, naturally, are a no brainer. One of the most recognized sneaker silhouettes in the world, the Vans Slip-On is no only an incredibly versatile sneaker, it’s also perfect for travel ($100 or less). For those headed to the beach, Japanese favorite Suicoke’s slides are one of Grailed’s best kept secrets, and just about as cozy as it gets ($200 or less). For an elevated take on a traditional sandal, Visvim Christos are a staff favorite, however come at a price ($300 or more). For a more fashion-forward look, Gucci’s Brixton loafer—with its trademark collapsible-heel—is equal parts luxury and comfort ($350 or more).

Eye masks are not only irritating, they also look ridiculous. Instead, bring a pair of your favorite sunglasses in board. Not only will they help you block the reading light (and unwanted “casual” conversation) of those seated next to you, you’ll flex while doing so. Whether you are headed to the slopes or the sand, you need to protect your eyes and sunglasses are pretty much a packing essential no matter where you go. As long as you keep frame shape and lens color relative to your facial structure and skin tone in mind, sunglasses are the most versatile accessory there is.

For those on a budget ($125 or less), Ray-Ban’s are timeless, particularly the Clubmaster, aviator or Wayfarer styles. Warby Parker’s coveted Off-White collaboration were the glasses to wear when they dropped last year, and if you’re willing to splurge, each of the three sizes is a strong flex ($200 and up). For true sunglass connoisseurs, try Oliver Peoples—or sister brand Garrett Leight—for luxury frames and high-grade lenses (with prices to match) ($200 and up). When it comes to fashion collaborations, few sunglass labels are as successful as Mykita, whose work with Maison Margiela and Damir Doma make it an industry favorite ($225 and up). The holy grail of sunglasses though, is no doubt the JP-56, or “Screw” frames by Jean Paul Gaultier. While as expensive as most outerwear ($800 and up), they are a celebrity favorite (look at A$AP Rocky or Migos) and one of the most sought after frames in existence.