5 Upscale Naples’ Shopping Districts


Naples is synonymous with the word paradise because of its alluring climate. However, Naples is not only a tropical paradise, but also a shopper’s paradise. Naples offers five upscale shopping districts, all within a short distance from each other. Each district is unique in atmosphere and options. When looking to splurge, don’t miss these five upscale shopping districts:

Third Street South

Just blocks from the iconic Naples Pier and Gulf of Mexico, historic Third Street South offers a unique urban shopping experience. Nestled within courtyards, shoppers will discover high-fashion boutiques, jewelry stores, and galleries. If you’re looking for designer fashion like Fendi, Givenchy, and Valentino, then Marissa Collections won’t disappoint. Classic shops like Eileen Fisher, J. McLaughlin, Maus & Hoffman, and Tommy Bahama also line the restaurant-filled street.

Fifth Avenue South

Only a short walk from Third Street South is another outdoor shopping area in the heart of historic Old Naples. Fifth Avenue South showcases unique boutiques, locally-owned shops, and national retailers such as Chico’s, Soma, and White House Black Market. Filled with Old-Florida charm, Fifth Avenue South is perfect for window shopping or splurging before or after a dining experience at one of the bountiful and thriving restaurants along the avenue.

The Village Shops on Venetian Bay

Conveniently located just four-and-a-half miles north of Fifth Avenue South you will find The Village Shops on Venetian Bay. Boasting the most waterfront shopping in Naples, The Village offers over 45 retailers and restaurants. Shoppers will discover upscale shops for men, women, children, and home. Galleries, jewelry shops, and gift boutiques also showcase unique upscale merchandise.

Waterside Shops

Continue north for less than three miles to arrive at a luxury open-air shopping mall. Waterside Shops offers more than 60 specialty shops and restaurants amid a lush tropical landscape. Throughout the mall, shoppers can relax at outdoor bars and cafes, or near infinity fountains. Upscale shops like Saks Fifth Avenue, Nordstrom, Tiffany & Co., De Beers, and Louis Vuitton showcase an array of high-end options. Everyday shops like Pottery Barn, J. Crew at the Beach, Starbucks, and Barnes & Noble can also be found at at the pristine Waterside Shops.


A short three-and-a-half mile jaunt north from Waterside Shops will place shoppers at Mercato, a hip shopping and dining destination. Mercato offers more than 30 notable retailers and restaurants. Hosting stores like J. Crew Mercantile, JoS. A. Bank, Nordstrom Rack, Paper Source, and Sur La Table, Mercato offers a more casual upscale shopping experience. Shoppers can finalize a day of splurging at one of the many unique restaurants, with a stop at Whole Foods Market, or in one of the lush theaters at Silverspot Cinema.

If you are planning a visit or move to Naples, and want to enjoy some of the arguably best shopping in Southwest Florida, please contact Gulf Coast International Properties today. It would be a pleasure to participate in your real estate experience.


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