There are few people we trust for a solid product recommendation more than Oprah Winfrey. Whether she’s sharing a cozy lounge set she loves or her favorite comfy slides, she’s particularly adept at nailing the perfect balance between comfort and style, which is why her footwear recs are some of the very best. Eagle-eyed observers will notice that there’s one particular brand the 72-year-old media mogul has stepped out in on multiple occasions: Vivaia. But while the brand’s collection of equally stylish and supportive kicks has a cult following, it’s not exactly known for its affordability. That’s why Vivaia’s Memorial Day sale is the perfect time to grab a pair of these Oprah-approved kicks for yourself.
Shop the Vivaia Memorial Day sale
In honor of the holiday, Vivaia is offering up to 60% off select spring and summer styles, from comfy ballet flats with arch support to chic elevated walking sandals. Oprah has been known to sport the brand’s Regina Pro boots in multiple colors, and the Tyler Puffer-Therm Warm boots even earned a coveted spot on her 2025 Favorite Things List. While neither of those winter staples is among the current markdowns, plenty of the warm-weather styles included in the sale offer the same supportive “walking on clouds” feel Oprah praises so much including supportive insoles and flexible uppers. Check out the best Vivaia Memorial Day deals below.
The best Vivaia Memorial Day deals
Vivaia Aria Walker Ballet Flats
Now 47% Off
Vivaia Urban Mesh Unisex Sneaker Sliders
Now 54% Off
Vivaia Kalina Mini Square-Toe Slingback Sandals
Now 40% Off
Vivaia Juliet Pro Block Heel Sandals
Now 43% Off
Vivaia Paloma Arch Pro AdaptAll Sandals
Now 27% Off
Vivaia Yaffa Pro Pointed-Toe Knot Sandals
Now 42% Off
Vivaia Maria Pointed-toe Mary-Jane Flats
Now 29% Off
Vivaia Michelle 2.0 Pointed-Toe Bow Loafers
Now 54% Off
Vivaia Eloise Almond-Toe Penny Loafers
Now 31% Off
Vivaia Ivee Walker Pro Hybrid Mary Jane
Now 31% Off
Vivaia Melissa Square-Toe Perforated Heeled Boots
Now 48% Off
Vivaia Izabel Walker Pro Hybrid Ballet Flats
Now 54% Off
If you’re overwhelmed by the myriad of discounts you can score, we’re here to help you out. As a certified fan of Vivaia flats myself, the Maria Mary Janes, which are currently up to 36% off, are a great option for shoppers looking for a comfortable cushioned flat. Unlike many other flats you’ll find, these ones feature supportive insoles that offer sneaker-like comfort, making them suitable for all-day wear. I particularly appreciate the extra padding around the heels that reduces rubbing and prevents pesky blisters.
If you liked the look of the Oprah-approved Regina Pros, the Melissa Square-Toe boots are also a great option. They feature the same stretchy knitted uppers that hug your foot and ankle like a glove, plus anti-slip rubber outsoles for walkable traction.
But no matter which styles you’re eyeing from the Vivaia Memorial Day sale, you’ll want to act fast. Select colors and sizes are already selling out, and some are on final sale and won’t be restocked. Add your favorites to your cart while you can.
Jenn Gonick is Prevention’s Assistant Editor, and was previously an editorial intern. Prior to returning to Prevention, Jenn worked at Business Insider, writing about all things commerce and playing an active role in covering tentpole deal day events, including Prime Day, Black Friday, and Cyber Monday. Jenn is a graduate of George Washington University, where she studied English, Communication, and Applied Ethics. A lifelong wellness and mental health advocate, she’s committed to combatting misinformation and making health journalism more ethical and accessible.
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