Shop ’Til You Drop

From local boutiques to luxury shops, Southwest Florida has your shopping needs—diamonds, dresses or sports cars—covered.

BY September 21, 2021
Inside Marissa Collections located in the heart of Naples’ historic district
Located in the heart of Naples’ historic district, Marissa Collections specializes in hand-selected designer clothing, shoes and accessories, and offers personalized service. (Photo by Anna Gunselman)


Anchored by Saks Fifth Avenue, Waterside Shops in North Naples features more than 60 stores, restaurants and specialty shops, including Louis Vuitton, Gucci, Salvatore Ferragamo, Ralph Lauren, Michael Kors, Tiffany & Co., CH Carolina Herrera and St. John. Tech fans will appreciate an expanded Apple Store, as well as Tesla and Peloton.

Moving south to midtown, The Village Shops on Venetian Bay transports you to Italy with its waterfront spread of architecturally appealing buildings housing fine and casual restaurants and browse-worthy boutiques. At A Horse of a Different Color, you’ll find accessories to dress the home, while Casanova Venetian Glass & Art showcases museum-quality pieces. To dress yourself in elegance, check out Mondo Uomo for men and the curated collection at Wildflower or casual designer fashions of Whispers of Naples for women. William Phelps Custom Jeweler has your choice of ultimate wearable vacation souvenirs.

Street view of 5th Avenue South
In Naples, shop high-end fashion, home design and art at Waterside Shops and along Fifth Avenue South (pictured above). (Photo by Samantha Bloom)
Men's watches on display in store display along 5th avenue south in Naples
(Photo by Erik Kellar)

Deeper into the heart of Old Naples, shoppers can explore the more intimate, bougainvillea-draped Third Street South shopping district. Just two blocks from the beach—and steps away from the beautiful houses that make up Old Naples—this gorgeous shopping area, with its charming courtyards and antique fountains, is the perfect mixture of sophisticated boutiques, fabulous restaurants and buzzy bistros. Browse the selection of world-famous fashion designers at Marissa Collections, located in a landmark pink building, or check out menswear at John Craig Clothier, classic styles at C Orrico—A Lilly Pulitzer Signature Shop, or popular brands like Tommy Bahama. If you’re looking for something shiny, Pierre & Harry carries unique jewelry with a distinctive coastal touch, while Judith Liegeois’ gallery and showroom specializes in haute home design (think one-of-a-kind lighting and artist-made decor). If you’re looking for some pampering in the form of a facial or cosmetics, drive up to Beautiful Health in mid-Naples, where they stock a range of expertly curated skincare, haircare and other wellness products that are natural and 100% free of toxins.

Louis Vuitton storefront at Waterside Shops
Waterside Shops (Getty Image)

The Mediterranean-inspired Promenade at Bonita Bay, meanwhile, is a stunning outdoor shopping center with waterfalls and alfresco seating. Visitors will find a nice mix of upscale boutiques, salons and eateries, including Kelly Chase Couture Bridal Boutique, Eden’s Closet for kids, fine art Marine Arts Gallery and Tara Grinna Swimwear. There’s also a local farmers market on Saturdays featuring a mix of fresh fruits, flowers and baked goods.

In Fort Myers, stylish shoppers find themselves at Bell Tower Shops, an open-air mall with spots like menswear classic Brodeur Carvell Fine Apparel, Palm Beach-inspired Pink Pineapple and local fave Trader Rick’s for the Artful Woman.


With dozens of stores and restaurants, you could literally shop until you drop at Miromar Outlets in Estero. Find high-end markdowns at Saks OFF 5TH to Brooks Brothers Factory Outlet and Bloomingdale’s The Outlet Store, you may just want to send up a flare when you get too tired to go on.

Mercato in Naples is one of those special locations that seems to have everything you’re looking for in one spot. Fashionistas find their way to Cariloha, J.Crew Factory, Rebeccas Ladies Fashions & Accessories and Lu Lu Belle Children’s Boutique, just to name a few, while art lovers gravitate toward East West Fine Art. Mercato is also home to a plush movie theater—Silverspot Cinema. For sustenance, you’ll have plenty of options, including the chic Bar Tulia, Rocco’s Tacos and Hampton Social.

View of Mercato Shops
Mercato, in mid-Naples, is home to great brand-name shops and boutiques, as well as elegant restaurants and a cinema. (Courtesy Mercato)

From an Apple Store to Lilly Pulitzer, Coconut Point in Estero has more than 140 stores in a lakefront setting. With everything from a Total Wine & More to shops like Michael Kors and Sephora, the outdoor shopping center has something for everyone. And if you find your expert-level purchasing power has left you famished, there are plenty of eateries to choose from, including The Saloon, Divieto Ristorante and T42.


From gleaming new Rolls Royce and Aston Martins at Naples Luxury Imports to gently owned Ferraris and Lamborghinis at Naples Motorsports, if you love the roar of several hundred foreign-born horses wrapped in seductive sheet metal, Southwest Florida has a plethora of exotic car dealerships happy to sell and ship you a new baby.

Inside Naples Motorsports dealership
With new and pre-owned exotic cars on the lot, Naples Motorsports is sure to have the model of your dreams. (Courtesy Naples Motorsports)

For those of you who prefer to make waves with your purchases, you can find everything from personal watercraft, such as Jet Skis, WaveRunners and jet boats, to yachts worthy of starring in a music video. MarineMax has stores in both Naples and Fort Myers, and shoppers can choose anything from an Aquila 36 power catamaran to a 41-foot Galeon 410 HTC mega yacht. If you prefer something a bit more trailerable, Fish Tale Boats in Fort Myers, Bonita Springs and Naples specializes in pleasure, family and fishing boats that will make every other souvenir look like a gas station keychain.

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