When Kendall Jenner descended upon Florida in December 2021 to promote her 818 Tequila, she provided a masterclass in “model-off-duty” dressing.
During her multi-stop tour through Miami and Hollywood, Florida, the entrepreneur leaned into a specific 1990s-inspired aesthetic, proving that the right footwear can elevate even the most casual bartending appearance into a high-fashion moment.

From the minimalist “naked” sandal trend to avant-garde vintage silhouettes, Jenner’s footwear choices during this tour serve as a timeless blueprint for balancing comfort with editorial edge.
Below, we break down her most iconic looks from the Florida circuit and beyond, analyzing why these shoes continue to define her style evolution.
Bartending in Miami: The Row Sandals & Roberto Cavalli Jeans
The American model channeled the ‘90s while mixing 818 margaritas and signing bottles of her tequila at Seminole Hard Rock Hotel & Casino.
Offering a glimpse of her midriff, Kendall wore an olive-green cropped tee and a pair of Roberto Cavalli light-yellow acid-washed straight-fit jeans featuring the Italian luxury fashion house’s iconic tiger-and-amour tattoo print.

Kendall skipped a bra beneath her olive-green crop tee, keeping the rest of the look effortlessly pared back with a delicate necklace, subtle hoop earrings, and a slim gold chain bracelet.
Soft, natural makeup enhanced her features, while her hair was styled in playful low pigtails, adding a casual, off-duty finish to the laid-back ensemble.

The tall model shielded her eyes from the sun behind a pair of $490 Salt Bertram sunglasses and completed her look with The Row “Bare” sandals.

These minimalist sandals are crafted from soft leather. They feature barely-there straps and modest 3-inch heels that subtly elongate Kendall Jenner’s already statuesque 5 feet 9 ¼ inches (175.9 cm) frame.

Vintage Vibes: Jean Paul Gaultier Dress & Amina Muaddi Mules
That same month, Kendall promoted her 818 Tequila at Miami’s SLS Brickell hotel as part of the Miami Art Week.
She showcased her slim figure in a vintage 1996 Jean Paul Gaultier “Cyberbaba” bodycon maxi dress, featuring festive ruby-red and green hues, a grid pattern, and a futuristic skeleton X-ray print.

The fashion model kept her hair and makeup simple, coordinated her look with a Gucci GG Monogram beaded crystal and lizard horsebit bag, and slung it over her shoulder.

As for her footwear, the tall beauty added a few inches to her tall frame with a pair of Amina Muaddi “Lupita” glass mules.

Her shoes are made from clear PVC and feature square open toes and the Paris-based Italian-raised designer’s signature flared heels, inspired by the profile of a martini glass.
Stepping Out in Style: Kendall Jenner’s Most Iconic Shoe Moments
From red carpets to street style, Kendall Jenner consistently showcases her impeccable taste in footwear. Here are some of her most memorable shoe moments:
👠 Explore Kendall Jenner’s Best Shoe & Fashion Moments:
- 📏 Standing at 5’9¼” (175.9 cm) and wearing a US shoe size 10, Kendall Jenner frequently elevates her statuesque frame with designer heels and statement footwear from brands like Christian Louboutin, Balenciaga, Alexandre Vauthier, and Jimmy Choo.
- 👢 Her edgy street-style moment in Givenchy croc-stamped ankle boots pairs structured footwear with ripped denim and a Calvin Klein Warhol print tee for a sharp off-duty look.
- ✈️ Kendall’s airport style at LAX highlights glossy Louis Vuitton “Republic” patent ankle boots that anchor her biker-inspired travel outfit.
- 🇫🇷 Her Paris Fashion Week street-style look features Sandro “Amele” ankle boots styled with sleek tailoring and Dior accessories.
- 🥿 Kendall’s polished Paris outfit in a Bottega Veneta suit is grounded by The Row’s “Enzo” leather loafers, proving flats can anchor power dressing.
- 👠 Her classic Manolo Blahnik pump moment at the American Music Awards shows how pointed-toe heels helped shape her early red-carpet style.
- ✨ Kendall’s daring Paris street-style outfit is balanced by sharp Soebedar “Charissa” mesh pumps that bring structure to an unconventional look.
These moments underscore Kendall Jenner’s status as a fashion icon, with each footwear choice reflecting her evolving style and trendsetting influence.