Between finding a carry-on that will fit in most overhead compartments, a toiletry bag or Dopp kit for your tiny bottles of shampoo, and an under-the-seat personal item to hold everything you’ll need for in-flight comfort and entertainment, solving the packing equation isn’t easy. To make things even more complicated, there aren’t even standard regulations for what counts as a “personal item” — as my fellow writer Rachael Griffiths explains here, each airline has its own particular requirements. If you’ve purchased a basic fare on a no-frills carrier like Frontier or Spirit, you’ll generally want to stick with a bag measuring 8 x 18 x 14 inches or smaller (and if you’re not sure how to fit everything into that, I’ve written a minimalist packing guide to help). On most other airlines, there’s a lot more you can get away with. Below, find advice from stylish frequent fliers (and Strategist staffers) about the totes, duffels, and backpacks they slip over the handles of their suitcases.
The best personal-item tote bags
Yolo Journal’s Yolanda Edwards likes travel bags that don’t look like travel bags and can therefore be used for everyday sightseeing and shopping upon reaching your destination. Parker Thatch’s roomy totes fit the bill, and while they don’t have a luggage sleeve, Edwards has no problem slipping the handles of this one over her Rimowa suitcase. “And it’s great for going to the farmers’ market once I arrive where I’m going,” she adds.
“I look for a bag that can sit on top of my carry-on, fit a lot of items, and be easily stored when not in use,” says Daniela Velasco, the creative director of Drift magazine. That bag, for her, is Longchamp’s forever classic Le Pliage tote, which flattens and folds up for storage. Strategist senior editor Hilary Reid owns one in orange and is also “always surprised by how much fits inside.”
Is there a more quintessential carry-all than the L.L.Bean Boat and Tote? Writer and influencer Harry Hill doesn’t think so. “As someone who is usually drawn to more uppity travel bags, this trusty tote is a delight because of how unfussy it is,” Hill tells us. “It fits a ton, it’s super-lightweight, and I don’t have to worry about spilling coffee on the vachetta or putting it on the ground.” Hill suggests monogramming your name — or a crude joke, depending on personal preference. For additional customization, “the colorways are constantly changing, so keep an eye out if you have a specific vision for your tote.” While Hill adds that it’s impossible to go wrong, because any L.L.Bean “will make you look like a Kennedy skipping town,” the zip-up version of the bag will give more peace of mind at the airport.
Sewn in California from leftover sailing canvas, Pacific Tote Company’s bags are similar to L.L. Bean boat totes, except more brightly colored. The company is co-owned by director Roman Coppola (brother to Sofia, who carries Pacific Tote bags on set) and beloved by bi-coastal film industry insiders. If you work in film and fly between L.A. and New York every other week, you carry your laptop in this pleasingly sturdy bag. Strategist columnist Chris Black is also a fan.
When she’s not traveling with her Parker Thatch bag, Edwards also likes to use Kule’s roomy totes as personal items. Saturday Night Live’s Chloe Fineman travels with one of these too, and says it fits both a laptop and extra outfit inside. She adds that the “Oy Vey” design is “a little cheeky and a little funny,” as well as a nice reminder of home when she’s on the road.
Here’s another professional-looking, multi-purpose travel tote, as recommended by Strategist writer Lauren Ro. She says it makes a great carry-on personal item because it’s lightweight and custom-designed for air travel, with a luggage sleeve and exterior pockets for stashing chargers and tidbits, as well as a removable crossbody strap.
At least two friends that I know of ended up immediately purchasing a Baggu Cloud Carry-on after I flaunted mine at a destination wedding this past May. Made from weightless but durable nylon, the airplane-friendly version of the brand’s original Cloud Bag can hold a lot of stuff, and the bright colorways stand out in a sea of boring navy duffels at the airport. Puffy shoulder straps make standing in line at security a bit more tolerable, and generous external pockets are handy for stashing a book or water bottle. This bag’s dimensions are actually rather large (14 × 20 × 8 inches) for a personal item, but its bulkiness really depends on how much stuff you pack inside. I’ve taken mine on a personal-item-only Spirit flight with no issues at all, and on longer trips I have also slipped it over the handle of a Samsonite carry-on suitcase using the attached luggage sleeve.
The best personal-item duffel bags
Former Strategist associate editor Louis Cheslaw calls this Patagonia duffel his “secret second suitcase,” because its unassuming-yet-roomy interior lets him pack heavy without checking a bag. The Black Hole’s 30-liter capacity is about as large as a bag can be while still qualifying as the “personal item” you can bring onboard with your main carry-on suitcase and slide under the seat in front of you, Cheslaw notes. “Within that capacity, I can easily fit two pairs of shoes as well as a week’s worth of underwear, socks, and thin shirts, relieving a ton of pressure on my suitcase.”
This new-school garment bag, which made our Travel 100 list of the best products to take on the road, can keep a suit or gown unwrinkled while also cleverly storing several other outfits. It’s ideal for destination weddings, and Moonflower wine bar co-owner Rebecca Johnson even took hers all the way to Tasmania for a romantic antipodean getaway with her husband. Going’s travel spokesperson, Katy Nastro, told me that it’s very popular among her exceedingly well-traveled colleagues.
For both carry-on backpacks and duffels, former Paper fashion editor Mario Abad turns to Dagne Dover’s neoprene travel bags. “They’re the best,” he says. “They’re really lightweight, and they’re made of this scuba material that looks sleek and modern and is nice to the touch.” The bags aren’t just aesthetically pleasing, though. “You can fit a lot of stuff inside — it’s a minimal aesthetic, no busy details or anything, just all the compartments you need.” Jessica Morrobel of Traveling With Jessica agrees that the Landon is an “absolute lifesaver,” and Going’s travel spokesperson, Katy Nastro, is also a fan, especially for quick overnights. The duffel comes in five sizes, but medium is the best option if you know you’ll be flying on budget carriers with strict rules.
The best personal-item backpacks
This is my current personal item backpack of choice. It is designed to slip over the handles of a carry-on suitcase, but over Christmas I took it as my only luggage on a weeklong train trip across Turkey and Georgia and it fit everything I needed, including an extra pair of shoes. The neutral design is as appropriate for day hiking and office commuting as it is flying. But the capacity is the biggest drawcard. Creator Jessica Wright of Bon Traveler is a longtime user and says she is “shocked” by how much it can hold. Great for packers who like to compartmentalize, the interior is separated into various sleeves and sections for a laptop, clothing, and tech items. But you can also remove these compartments and just use it as a black hole bag if needed.
My fellow Strategist travel writer Rachael Griffiths prefers this sleek Timbuk2 backpack with even more sleeves and compartments for organizing items on the move. It, too, can store “a week away’s worth of clothes and a fat beach read if you’re strategic,” she says. Which is ideal if you’re traveling personal-item-only.
The “clown car of personal items” is what writer and film wrangler Maggie Slepian calls this top-loading backpack from hiker-beloved brand Gregory. When she used it as her only luggage item for a four-day trip to the East Coast last fall, it fit a laptop, notebook, sandals, running shoes, rain jacket, jumpsuit, two pairs of leggings, two pairs of shorts, several shirts, toiletries, socks, undergarments, five pairs of headphones (over-ear, noise-canceling earbuds, white-noise only, corded for the plane, and AirPods for Zoom calls), and snacks. Her water bottle was stashed in the stretchy side pocket.
Patagonia’s Ultralight Black Hole Tote Pack is “a really good bag,” as Strategist contributing writer Molly Dektar observes. Popular among globe-trotting art world types, it can be carried as either a tote or a backpack, depending on the situation, and it folds into its own internal pocket, for easy storage. It is practical without sacrificing style: “Though it is crafted of black ripstop, it does not scream, ‘I hike!’ and though it has a large number of pockets and adjustable straps, it does not scream, ‘I code!’”
Strategist senior editor Simone Kitchens is a fan of Patagonia’s Black Hole bags too — but she uses this more traditional-looking one. “There are one zillion separate little pockets and perfectly sized compartments for things like chargers and night guards and passports and AirPods,” she explains, “as well as slim sleeves for a laptop and magazines.” The bag opens at the top, which means things won’t come tumbling out when you need to grab something. And while there’s a high level of organization happening on the inside, the bag has a smooth exterior: “I quite like that the outside doesn’t look all that tricked out.”
Despite fears of looking like a Scandinavian school child or 2012-era hipster, Strategist writer Dominique Pariso is loyal to her Kanken — and she’s not alone among our staff. “This backpack is so light, so compact, and so durable it really is ideal for stuffing under tiny airplane seats,” she explains. “Plus, you can fit way more stuff inside than seems humanly possible given its petite size.”
The best personal-item cross-bodies and fanny packs
Crescent-shaped bags have been everywhere over the past couple of years, but here’s one that’ll stand out from the crowd. Writer and artist Ludwig Hurtado says it’s big enough to fit your phone, headphones, passport, sunglasses, snacks, and even a book or two. And the cross-body strap makes it ideal for travel: “In theory, I love the look of a large tote bag, but when I’m running around the city or the airport, they tend to fall off my shoulder way too easily.” He took his to Paris Fashion Week as well as on a quick trip to Berlin, where it successfully helped him gain entry to Berghain.
On the more affordable side of things, Baggu’s take on the crescent trend is excellent for travel. I’ve had mine for a couple of years now and would be lost without it at the airport. It’s comfortable to wear, with a highly adjustable strap and two zippered internal pockets for securing your phone, passport, and wallet. The capacity is huge: I can fit a book and water bottle inside and still have room left over for other items. I’ve machine washed it several times with no issue. And while the bag looks smart, especially in the black colorway, it’s also low-key enough to avoid the attention of pickpockets. Hairstylist Teddi Cranford, who has visited Marrakech five times, says that it’s “essential for the souk,” because you can “just easily grab stuff out and zip it back up.”
Less sporty-looking than the ubiquitous Lululemon belt bag, and constructed from stretchy neoprene fabric that lets you stuff it full if you need to, our favorite fanny pack is perfect for the plane. As Strategist editor Maxine Builder explains, it’s made of “forgiving, easy-to-clean” neoprene, and “it expands a fair bit” so she can stuff more into it.
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