If you click on links we provide, we may receive compensation. Oprah Is a Travel Pro–Shop Her Go-To Sweatpant Jeans, Podiatrist-Approved Shoes, and More From $15 If it’s good enough for Oprah, it’s good enough for me. By Annie Blackman Annie Blackman Annie Blackman is a writer for InStyle where she covers news and deals on fashion and beauty on Amazon. She has been covering fashion, beauty, and lifestyle shopping for two years. InStyle's editorial guidelines Published on June 21, 2026 @ 07:30AM Credit: Getty Images / Amazon Rare Markdown: Mali+Lili Gail Crossbody Bag, $39 with coupon (Originally $43) Precious Gem Protection: Brouk & Co Pearl Travel Jewelry Case, $20 Form-Fitting Function: Tacvasen Lightweight Workout Jacket, $20 (Originally $30) Lululemon Lookalike: Pander Belt Bag, $17 (Originally $29) Airport Essential: Automet Pocket Joggers, $15 Splurge-Worthy Lounging: Softies Marshmallow Reverse Seam Crew Neck Lounge Set, $150 Optical Illusion Sweatpant Jeans: Rag & Bone Miramar Terry Sweatpant Jeans, $218 Podiatrists and Oprah Love Them: Vionic Kearny Sneakers, $75 Fits-Everything Tote: Bagsmart Tote Bag, $28 (Originally $30) It’s impossible to give Oprah Winfrey a singular label—in her 72 years, she’s lived countless lives. But if we’re doing labels, I’d feel comfortable handing her one that says “travel pro.” Oprah has visited dozens of countries in every corner of the world, logged miles and miles exploring the United States, and picked up plenty of travel know-how along the way—including wisdom on what to wear. Thankfully, Oprah doesn’t gatekeep her favorite travel finds. There’s a lot to glean from her annual Favorite Things lists, where she explicitly shares the what and the why behind her go-to travel essentials. But you can also pick up plenty of insight by perusing the star’s Instagram account. I did the research and found that Amazon carries a ton of Oprah-inspired travel goods, many of which are on sale and ready for your next adventure. Mali+Lili Gail Crossbody Bag Amazon $46 $39 at Amazon Oprah included the Mali + Lili Gail Crossbody Bag on her 2025 Favorite Things List, calling it the “just-right size for days when you only need a few necessities—cards, keys, and phone.” There’s also enough room for AirPods, a few petite makeup essentials, and even a passport. Brouk & Co Pearl Travel Jewelry Case Amazon $20 at Amazon Admittedly, my jewelry is often treated as an afterthought during travel, floating at the bottom of my toiletry bag or in a random duffel pocket. But after one too many pairs of earrings left behind in a hotel room, I realized I needed a better solution. Oprah put me on to this patent leather travel jewelry case, which keeps all my precious gems organized, safe, and secure. Tacvasen Lightweight Workout Jacket Amazon $30 $20 at Amazon During a trip to Australia, Oprah was spotted wearing several wrinkle-proof, form-fitting athletic jackets. This functional athleisure staple works as a swap for a sweatshirt or a puffer, depending on the weather (and how much of a sweat you’re planning on breaking), and I’m pleased to say I found an Amazon lookalike for $20. Pander Belt Bag Amazon $29 $17 at Amazon This pick from Pander is the spitting image of the Lululemon belt bag that Oprah wore while hiking in Australia, but for less than half the price. It’s spacious, sleek, and allows for easy access to your essentials all day long. “The material feels durable and wipes clean, and the zippers are surprisingly good quality for the price,” said one shopper. “[It’s] such an easy throw-on bag for errands, travel, or work.” Automet Pocket Joggers Amazon $15 at Amazon On her 2025 Favorite Things list, Oprah included two different pairs of joggers. This $15 pair from Automet is reminiscent of a cashmere option she featured in her roundup—super soft, stylish, the right amount of roomy, and perfect for staying comfortable on long flights. If you’re down to drop extra cash on a cashmere option, this pair from Naadam is a good bet. Softies Marshmallow Reverse Seam Crew Neck Lounge Set Amazon $150 at Amazon At this point, the Softies brand is practically synonymous with Oprah herself. These marshmallow-soft, elevated cozies are great for airport days and once you get to your destination, they can be thrown in the wash and worn as pajamas. My favorite part? They actually get softer over time. Rag & Bone Miramar Terry Sweatpant Jeans Amazon $218 at Amazon I was intrigued by the buzz around Rag & Bone’s viral sweatpant jeans when they first hit the scene—and then I found out Oprah is a fan too, which sealed the deal. These optical-illusion pants are perfect for travel days when you want to look put together but feel like you’re wearing pajamas. Oprah put it best: “[These are] hard pants that are actually soft pants.” Vionic Kearny Sneakers Amazon $75 at Amazon Podiatrists—and Oprah—are all about Vionic shoes. They’re good for your feet, with plenty of arch support and cushioning, while still being actually stylish. I love this sleek sneaker-loafer because it can easily be dressed up or down (having a multipurpose shoe during vacation is absolutely key), and the slightly platformed sole pulls double duty, adding a bit of lift while helping to alleviate heel pain. Wins all around. Bagsmart Tote Bag Amazon $30 $28 at Amazon Bagsmart’s Tote Bag has many talents. It works as a carry-on, a road-trip-ready weekender, or a home for all those bits and bobs that don’t quite make sense in a suitcase—but shouldn’t be rolling around the car floor either. This puffy tote features tons of interior pockets for easy organization, a water-resistant exterior, and weighs under a pound. Oprah is a big fan of totes, and this one tote-ally fits the bill. Head to Amazon for even more travel outfits to stock up on before you head out on your next summer trip. Shop More InStyle-Approved Picks I Get Endless Compliments When I Use This Pore-Blurring Foundation That Stays in Place for 8+ Hours 4 People Asked My Sister How Her Face Is “So Glowy” After Using This $19 Serum *One* Time Martha Stewart Uses This Plumping Skin Tint That Gives Shoppers a “Flawless but Natural” Glow Read more: News Celebrity Celebrity A-Z Oprah Winfrey