The 13 Pieces of Rolling Luggage to Make Your Travels Easier

Aug 21, 2023

Every product was carefully curated by an Esquire editor. We may earn a commission from these links.

It's the baggage you actually should be bringing with you.

I'm going to be quite honest with you: my upper body strength needs work. Like a lot of work. As in, I-can't-even-do-a-pushup work. So when it comes to traveling, I can promise you it's a struggle. Me lugging around an overflowing duffel is like Atlas holding up the world. Well, not really, but you get the point. Thus, I became an expert in my savior—rolling luggage.

Rolling luggage is your traveling best friend. When you first use a bag with 360 degree spinner wheels, it's love at first roll. It's not just because these types of bags make for easier traveling; they also can help to alleviate any strain that comes from a duffel. Felipe Sandoval, Director of Sales and Marketing at Hotel Le Toiny, is constantly jetting around the world, and he says, "When you travel, back comfort is essential. A rolling bag allows you to be able to roam free without any hassle." Some of our favorite brands like TUMI and Rimowa make some sleek styles that you will be rolling around for years to come. You can choose between carry-ons, matching sets, checked bags—there's a piece of luggage out there for you, and we are here to help you find it. Don't end up at your gate all sweaty and out of breath from schlepping around a heavy bag slung over your shoulder. There's a simple solution.

And now that we've presented you with the solution, it's time to act on it. Below, find the 13 best rolling luggage to make your next adventure so much easier—and pain-free.

If you don't want to break the bank buying a new luggage set, this 3-piece set from Amazon is a pretty safe bet. With nearly 19,000 5-star reviews, you can trust in the people.

Rimowa retains its kingly status for a reason. The glossy aluminum protects your possessions, handmade leather handles, and a high-end spinner system make it one of the most luxurious luggages on the market. And if you need more proof of its kingliness, read our full review.

Herschel's new collection of hardshell luggage proves the brand is more than just a quality backpack brand. Made from 70 percent recycled impact-resistant polycarbonate, this is a sustainable suitcase you can feel good about.

Away's modern case is lightweight, durable, and rolls smooth as silk. From its 360 degree wheels to 2+ weeks packing capacity, this guy is going to get you through your travels, thick and thin.

Going on an adventure? Patagonia's wheeled duffel is a highly weather-resistant bag that's going from Point A to Point B with sturdiness and strength. Oh, and did we mention that the body fabric is 100 percent recycled material?

Tumi's fluidly contoured case is as sleek as it gets. The wheels seamlessly tackle all bumps along the way, and the integrated TSA lock keeps all of your belongings safe and secure.

Polycarbonate with a vegan leather trim, Delsey's Chatelet Air Collection is a sophisticated select. The Dual Density double spinner wheels are extra quiet, and the patented zipper is three times more resistant than a standard one.

A large piece of vintage style luggage from Calpak captures affordable luxury in its faux crocodile design. With spinner wheels, a built-in TSA approved lock, and expandable capabilities, this bag does it all.

Globe-Trotter and Tyler, the Creator join forces to create a suitcase unlike any others that have rolled before it. With pops of colors and an intricately printed interior make it one of the most stately suitcases around town.

In the brand's classic safari shade, Hartmann's signature soft-sided suitcase is a timeless choice. The 12-position handle system coupled with the spinners provides ergonomic navigation, so you can meander easily through the airport.

A retro-inspired set consisting of carry-on, checked, and commuter bags to cover all roller sizes. The best part? Add monogramming to personalize your set, setting your luggage apart from the rest.

Yes, it's a duffel bag, but it's a wheeled one. Ample pockets and an organized interior system make for maximum storage. Plus, garment securing panels keep your clothing safe during the ride.

Another set, this time a two-piece one from July, that is going to stick around forever with its lifetime warranty. You can also select the colors separately to make a set that feels like you. The silent wheels and Y-strap compression system are only the beginning.

Gaby Keiderling is a New York based writer, working on fashion, lifestyle, travel, and sports features. She also covers celebrity style for Esquire's 'Get Ready with Me' franchise. Her work can also be seen in Vogue, Harper's Bazaar, and more. Sometimes you can spot her around the West Village, out on a walk with her dog Sneakers.

What Apple's VR Headset Really Means for Us

A New Era for TV Watching

The Quickest Cars of the Decade

16 Gifts That'll Impress Any Car Lover

The 12 Best Garment Bags for Easy Travel

17 of the Most Peculiar, Oddball Cars Ever Built

Apple Finally Gave Its Computers a Big Upgrade

Esquire's Favorite Cars of 2022

The Hyundai Ioniq 5 is Esquire's Car of the Year

NASCAR Crew Member Chases Loose Tire Into Infield

Ferrari CEO Says No Self-Driving Ferraris, Ever

Look! Sexy, Expensive Cars!