Amanda Jaron’s Bayshore Arts District boutique is a living representation of the designer’s outsized personality. She has a knack for the quirky and obscure, with a glamorous edge and vintage vibes. Shop from earrings with big, faceted stones; shiny, candy-colored bracelets; ornate broaches; and chunky collar necklaces with diamonds and pearls. Or, you can opt for a custom piece. Jaron is known for her “Bling Overs,” for which she turns heirloom jewels into modern treasures.

Shop luxury children’s styles from brands like Stella McCartney (the famed designer’s pint-sized collection reflects the same casual-chic aesthetic and sustainability values of her adult’s line), Billieblush and Petit Bateau. The majority of the stock focuses on head-to-toe outfits, including Habitual puff-sleeve smocked shirts with denim shorts and a hair bow, Georgia-made Bailey Boys chinos and polo shirts, and Bobili bodysuits for babies, along with an extensive selection of swimwear.

With Naples’ jet-set snowbird population and roster of charity galas, the city has style to spare. And many of those socialite threads end up at Audrey’s. Located in the Naples Design District, the consignment boutique is a treasure trove for gently worn Hermès, Louis Vuitton and Chanel. The vintage section touts collectors’ items and throwback designer pieces made when tailoring reigned supreme. On weekends, shoppers often sip Champagne while perusing the ever-changing selection.

What started as a design firm has become Naples’ go-to furniture boutique for locals looking to add contemporary flair to their homes. The space is stocked with sleek, clean-lined pieces, neutral color palettes, and a dash of coastal influences (think: chrome lighting over a driftwood table). This one-stop shop is complete with sections for every room, plus an in-house showroom for the luxury Italian textile brand, Fortuny.

Perhaps the most famous thoroughfare in Naples, Fifth Avenue, is loaded with style. Plant lovers can shop earthy goods and build their own arrangements at Kaleidoscope Floral. At Cocoon, find sculptural furnishings made from sustainably sourced woods. And, at Provident Jewelers, sip-and-see at the new marble-clad Champagne bar while shopping for jewelry from houses like Chopard and Cartier. Take your time strolling the avenue; you’ll find plenty of other treasures along the way.

A popular spot for nightlife (check out Cavo Lounge for late-night dancing), this shopping center is also home to great brand-name shops (J. Crew, Ulta Beauty, Pandora, Sur La Table, Southern Tide), boutiques and a dine-in theater, Silverspot Cinema. To shop local, head to Design West for luxe home goods and East West Fine Art for contemporary art. Twice a month, local makers gather for the Indoor Hand & Harvest Artisan Market on the second and fourth Saturdays.

Naples interior designer Wilfredo Emanuel (who recently competed on HGTV’s Table Wars with Martha Stewart) and his husband, Gary Harlan, run this trendy spot, where beauty meets home design. A full-service salon occupies the right side of the space, while a boutique offering maximalist-chic home goods (think: Veuve Clicquot coffee table books and Versace dinner plates) fills the rest of the space, which also houses Emanuel’s decadent design studio.

Shirley Street is home to more than 80 artists, who can be found creating in their studios and, sometimes, painting in the streets. Shop directly from the creators, including Anna Rac’s abstract paintings, Timothy Parker’s otherworldly figurative works and Tyler McDonald’s sustainably made guitars. From November to early May, the first Wednesday and third Saturday of the month are the best times to go to see the artists in their element during Art Alive.

Two blocks from the beach, this charming area has the perfect mix of sophisticated boutiques and buzzy restaurants. Browse curated ready-to-wear designs at Marissa Collections’ landmark pink building (the newly expanded jewelry department is a destination in itself). C. Orrico has you covered on beachy Lily Pulitzer looks, while John Craig Clothier is the place to be for tailored menswear. For contemporary-cool home decor, Patina Collection has an exclusive claim on its global brands.

An outdoor shopping center in midtown Naples, this waterfront destination is known for its range of stylish restaurants and boutiques. Chico’s, with its Sanibel origins and petite and tall offerings, is a Floridian staple. William Phelps Custom Jeweler has your choice of wearable vacation souvenirs. And, À–TOUT-ÂGE—Naples resident Denise Johnston’s flagship shop—stocks ageless scalloped shift dresses and breezy wrap tops, with a focus on women-led brands.

Just a few miles from the beach, this shopping center (home to Louis Vuitton, Gucci, Salvatore Ferragamo, Ralph Lauren, Michael Kors, Tiffany & Co., CH Carolina Herrera and Saks Fifth Avenue) is where Naples’ glitterati shop. Tech fans appreciate the Apple Store, Tesla and Peloton. For hard-to-find bling, La Maison Yamron, an extension of the next-door Yamron Jewelers, offers exclusively vintage and pre-owned designs, like Bvlgari Serpenti collars and Cartier Love bracelets.