Leigh Waters has quietly become one of the best-dressed figures in pro pickleball. Known for her eye for luxury and timeless style, her courtside coaching looks feel straight out of a high-fashion playbook—Anna Wintour would approve.

Recently, Waters gave fans a glimpse of her on-court wardrobe, and it’s as sharp as you’d expect. If she were still competing, she’d be a lock for every best dressed list in the sport.

Waters also shared moments from a staycation at The Breakers in Palm Beach with her parents, including photos on the court alongside her dad.

For one standout look, Waters wore a vibrant paisley blue-and-yellow pickleball dress from Pickletini: a perfect match for a Florida staycation. The v-neck and fit-and-flare silhouette make it especially flattering. While the exact dress is no longer available, there are plenty of similar styles that capture the same fun, eye-catching vibe.

Pickletini dress with a fit and flare silhouette

Pickletini dress with a pickleball pattern

Paisley printed dress from Amazon

Waters styled the look with a white Franklin hat, white court shoes, and white crew socks, finishing it off with a matching blue suede Chanel tote. It’s a masterclass in Palm Beach style—bright, playful, and effortlessly polished, blending old-money glamour with a beachside feel.

In the same photo dump, Waters showed off another look: the Vivi Deep V pickleball dress in white from Pickletini. With its mesh panel v-neck and crisp, bright finish, the dress pops against the Breakers courts for a clean, sporty-chic aesthetic.

Paired with all-white accessories and sunglasses with a gold chain, the look is both simple and elevated. Honestly, it makes you wish we still got to see her compete on the PPA Tour because these fits deserve a spotlight.

Waters’ style proves that great pickleball fashion doesn’t need to be complicated. It’s clean, intentional, and all in the details.

Where most pickleball outfits miss the mark isn’t the clothes, it’s the styling. You’ll see a clean, all-black look paired with a green hat, white shoes, blue socks, and pink sweatbands… and suddenly the whole vibe falls apart. The fix? Keep it simple. Take a page from Waters and stick to one-color accessories for a polished, intentional look.

Waters also gave a peek into her staycation wardrobe, featuring floral sundresses, nautical pinstripe midi skirts, and a standout red-and-white checkerboard purse. Her vacation style is effortless, playful, and perfectly put together: the kind of closet you know is flawless top to bottom.

While she’s best known as the coach and mom to Anna Leigh Waters, Leigh Waters is quietly setting the standard for fashion in pro pickleball one outfit at a time.

To keep up to date on all things pickleball, follow us on Instagram.