Naples’s five walkable, high-end districts, home to hundreds of shops and boutiques, have helped build the coastal city’s reputation as one of the best fashion destinations south of Fifth Avenue.

Photo courtesy of Marissa Collections

Fifth Avenue South

Frequently mentioned among the best shopping centers in America, this ultra-swank stretch is Naples’s main street and patterns itself after the legendary Fifth Avenue in New York. It boasts plenty of fashionable stores, like Soma, plus nightlife and theaters for when you’ve shopped until you’re ready to drop.

Don’t miss: Cape Madras, featuring chic shirts and tunics, plus plenty of madras and seersucker styles recalling the breezy Florida beach scene of yesteryear.

Tin City

The vibe here is drastically different, with plenty of Old Florida neon signs, docks, and quirky shops befitting its spot on Naples’s historic waterfront. Breathe in the salt air, and do a little exploring among more than two dozen fashion and jewelry shops.

Don’t miss: The Naples Soap Co. is an iconic stop for its fragrant homemade soaps, which come in locally sourced scents like Florida orange, key lime pie, and coconut sea salt.

Promenade at Bonita Bay

This chic district seeks to set you at ease with its huge burbling water garden visible from most storefronts, one that will put you in the proper frame of mind to check out shops like Local Roots Farmer’s Market and Well Read, a boutique clothing store with designs based on literature.

Don’t miss: Epic 31 is the go-to hub for Naples artists and artisans to sell their very cool wares. Added bonus: You’ll be handed a glass of red wine as you browse.

Third Street South

One of the oldest shopping hubs in southwest Florida, Third Street South is located steps away from the historic Naples Pier and caters to those shoppers looking for antiques, home decor, and distinctly Florida fashion at shops like Old Naples Surf Shop and Marissa Collections.

Don’t miss: Elevee is a supremely popular brand among athletes and celebrities with its high-end styles straight from that other Naples in Italy.

Village on Venetian Bay

Each of the 45 shops and restaurants here lines the scenic bay for which the district is named, and you can take in the views of Naples across the water as you browse Aegean Treasures, Casanova Boutique, and other sophisticated women’s stores.

Don’t miss: Everything But Water has more than 5,000 designer swimsuits from which to choose. Forgetting to pack your swimsuit could be a good thing.

Where to Stay

Edgewater Beach Hotel