I can’t imagine a more versatile boot for traveling than the Chelsea boot. First made in the UK during the Victorian era (possibly by Queen Victoria's very own shoemaker), Chelsea boots were then worn for both riding and walking. In the more modern context, these easy-to-slip-on boots experienced a comeback in the 1950s and ’60s when they were worn all over London’s Chelsea neighborhood by the likes of the Rolling Stones.
Given their history as both riding and city-stomping footwear, the Chelsea boots are the kind of shoes that can seamlessly take you from casual days out to more dressed-up evening plans. This versatility makes them a great all-purpose travel shoe. Throughout my own travels, I wear Chelsea boots often: I’ve hiked in them in the Azores (perhaps not the wisest decision) and comfortably rocked them on full days of sightseeing in Mexico City. In fact, they’re the boots I brought to Chile, where I’m writing this right now. And depending on their style (many come with sturdy, durable soles), you can even take some of these on more rugged excursions, too. In the last few seasons, designer labels as well as high-street brands everywhere have been making them in a variety of styles, giving Chelsea boot lovers even more options. But the shoe's defining design elements—elastic gussets on the side and pull-on tabs at the back—are still intact, and make getting through airport security a breeze. And for travel lovers, that might be the most important feature.
Below, our edit of the best Chelsea boots for men for every type of trip.
This article has been updated with new information since its original publish date.
These iconic, slightly rugged boots start off a little stiff but a few wears usually soften the leather to perfection. Other than dressier occasions, they can be worn anywhere. I own these boots in cherry, and I’ve worn them hiking. I’m not suggesting you do the same, but I did survive all those hikes.
Suede is very trendy right now so if you’re looking for a sturdy alternative to a smooth leather Chelsea boot, we love the rugged look of Taylor Stitch’s Ranch. The whole thing is handmade in Leon, Mexico, one of the world’s premier shoemaking destinations. And it comes with a bunch of quality details that should make these boots last: The Goodyear welt construction means you can re-sole it; the Vibram lug sole helps with traction and stability; and there's a soft leather lining, plus a cushiony foam insole. And the sumptuous suede will take on a great patina over time. This is a pair you’ll want to wear all the time.
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I'm an American born to British parents. My husband is British and recently obtained US citizenship after living there for 10 years. When we had our son (who also has dual citizenship), we knew we'd spend significant time on both continents. However, the pandemic, finances, and busy schedules kept us from traveling internationally.
Melissa Dewalt caught the travel bug a decade ago when she drove from her home state of Pennsylvania across the country to California to visit her then-boyfriend. She then road-tripped north to Seattle.
Ski season is just around the corner, and the Ikon Pass is making it even easier to ski across the country by adding a new California mountain to the mix.
Clarksville, a historic district of Austin, Texas, has lately emerged as a stylish dining and shopping enclave. Among the area’s most compelling new businesses is La Embajada, a design shop housed in a 1923 Craftsman bungalow. Combining the hospitality and interiors expertise of its founder, Raul Cabra — who has designed tableware for some of Mexico City’s most celebrated restaurants, including Rosetta and Pujol — La Embajada presents a refined, regionally diverse selection of Mexico’s artisanal offerings. A series of small rooms display vintage and contemporary furniture, from stately midcentury armchairs and 1970s glass sconces to a minimalist agave fiber rug by the Oaxaca-based textile artist Trine Ellitsgaard. The house is also an actual residence. Cabra often stays in the bedroom up the creaky stairs, and he’s recently made it available for short-term stays (bookings include a daily basket of baked goods from Austin’s Swedish Hill). Guests can purchase the room’s handmade décor, such as a pair of sleek bedside lamps in milky white onyx, a 1960s La Malinche dresser and a bedspread from a Michoacan manufacturer that once supplied Herman Miller. Downstairs, glassware, candles and gifts fill a section modeled after a typical general store in a small Mexican town. But La Embajada’s heart is its inviting kitchen, where visiting chefs cook elaborate meals and staff prepare ice cream and coffee. In another twist, every bespoke detail — including a hammered copper sink, caramel-colored tiles and waxed pine cabinets — can be custom-ordered for one’s own home.
Flying through the night can be ideal for those trying to save time while traveling long distances — assuming you can sleep and arrive feeling refreshed, Gilbert Ott told Business Insider.
It has been a very eventful summer and we're all sad to see it go. As we soak up these final days in the sun, endless deals from some of our favorite travel-friendly brands are here to help you prepare for pumpkin spice season. Labor Day sales are in full swing and that means steep discounts on fall-ready clothing, new footwear, outdoor gear, beauty products, and more. We've rounded up all the top deals for travelers, whether you're looking to refresh your fall wardrobe, prep for autumn camping trips, or restock your skincare essentials. There are plenty of deals to shop now through the weekend—and some even running through mid-September. Below, find the best Labor Day sales from Brooklinen, Calpak, Cozy Earth, Monos, and more.
Government officials in Sri Lanka announced that citizens from 35 countries—including the United States—will be granted visa-free entry into the Asian nation, according to the Times of India.